living on a sailboat in the keys

Liveaboard Life In The Keys Isn't The Easy Ride You Might Think. Will State Make It Harder?

A photograph of sailboats in Key West harbor

One of the last ways to live relatively cheaply in the Florida Keys is on a boat, especially "on the hook," or anchored out but it's not the idyllic easy life that you might imagine.

All day long at a dock tucked into a city-owned marina in Key West, little boats come and go. They're dinghies, small boats that carry people from their larger boats anchored offshore onto the island.

They're coming in for supplies, or to see friends. Kathy Gregory comes in to work. She’s a restaurant manager at Blue Heaven.

She got to Key West 15 years ago — she came here to buy a boat.

"And when I got here I realized I didn't know enough — and that's when I settled down in Key West," she said.

She’s lived on that boat near Wisteria Island in Key West's harbor almost the whole time. She's anchored out, or "on the hook" as it's called, and has raised her son out there.

Gregory says that life, where you have to haul out everything you need, can be tough.

"But then there's the beautiful things. The turtles that come up near your boat and the sunsets. And even the challenge of getting in and out in the rough weather — I think I like those kind of challenges," she said.

WLRN is committed to providing the trusted news and local reporting you rely on. Please keep WLRN strong with your support today. Donate now. Thank you.

The city estimates there are 250 to 300 boats on the hook around the island. The biggest community is where Gregory lives, around Key West Harbor.

"Freedom and social responsibility go together and I think out there you have that. Everyone's got to kind of take care of themselves and therefore everyone helps take care of each other," she said.

Gregory says part of that social responsibility is making sure boats stay safe. If they're not kept up or abandoned, they can break loose, hit other boats, or spill fuel and sewage that can damage seagrass and mangroves.

About six weeks ago, Gregory says she called the state to report a derelict vessel.

"It's abandoned, there's no one's personal stuff on it. They came a couple days later and put a red tag on it and over a month later it washed out to sea," she said.

An image of Kathy Gregory, who lives on a sailboat anchored off Key West and is the manager at Blue Heaven restaurant.

This year's state legislative session includes a bill that would create a program that would help prevent boats from getting to this point — from becoming what they call derelicts.

One version of the bill also requires that boats in the Keys couldn't anchor in one place for more than 90 days. So people like Gregory would have to haul up and keep moving.

The state officer in charge of boating and waterways came to a city commission meeting a few weeks ago and faced a crowd of Key West liveaboards wearing t-shirts that said "I AM NOT A DERELICT. "

Major Rob Beaton from the Florida Fish and Wildlife Conservation Commission said people who take the time to show up to a commission meeting are not who the state is worried about.

"The folks that we're concerned about are the ones that are swapping boat on a bar napkin and not registering. And then they just abandon the boat. And now the taxpayer's burdened with having to remove that boat. And the environmental cost," he said.

Monroe County spends an average of $238,415 a year removing derelict vessels. It started the state's first turn-in program, where boat owners could voluntarily surrender their vessels before they sink and turn into marine debris.

Not The Fantasy You Think It Is

The liveaboard life can sound like a fantasy like the Matthew McConaughey movie "The Beach Bum" — which actually filmed on one of the boats on the hook off Key West a couple years ago.

But it's not always so easy. Michael and Amy Moore were counting the days until a captain arrived to pick up the boat they've been living on, anchored off Key West, since the beginning of the year.

"The folks that live out there full time — I don't know how they do it," Michael Moore said.

He said his lines have been tangled up in old moorings three times. It's hot out there. The Jet Skis buzz by. And it's no fun when it's blowing hard.

And even if they'll be gone before any new laws take effect, Amy Moore said she doesn't think the 90-day anchoring rule is a good idea.

"This is your labor force here. People can't afford to live here so they have to live out there and then you're going to make it harder for them to live out there?"

Liveaboard life is one of last ways to live relatively cheaply in the Florida Keys is on a boat, especially "on the hook."

Gregory said she wouldn't live on land, even though there's always something to fix on the boat. She just spent three days fixing a cut-off switch for her propane tank.

"At the end of that three days, all that frustration turns into, like, empowerment," she said. "I definitely don't think it's for everyone but there is the beauty of the struggle."

living on a sailboat in the keys

living on a sailboat in the keys

Call: 305.852.8380

living on a sailboat in the keys

  • Testimonials
  • Boat Salvage
  • Boat Painting
  • Local Events

living on a sailboat in the keys

The Perfect Spot for Liveaboards in the Florida Keys -->The Perfect Spot for Liveaboards in the Florida Keys

Liveaboards up to the sounds of waves gently lapping against your bedroom every morning or watching the dolphins play as you sip wine on your deck. It sounds like the perfect vacation getaway, but for people who live aboard their vessels, this is an everyday reality. Living aboard a sailboat, catamarans, houseboats, and other vessels can give you a whole new perspective on life. Liveaboards in the Florida Keys offer a fresh take on the tiny living lifestyle. Here, you can live boundlessly and take your home on the open seas. Finding the right marina for your liveaboard can make a world of difference in your experience, which is why Mangrove Marina works so hard to ensure our marina has everything you need during your time with us, including wet slips rental in Tavernier. Our resort-like amenities combine with a beautiful location, and once you settle in, you might not ever want to leave. Our marina is spacious, stretching out across 20 lush acres. We have more than 100 wet slips designed for both transient and liveaboard boaters. Each wet slip is spacious and built to accommodate boats up to 70-feet long with 24-foot beams and 5-feet of draft. When you step off your deck and onto our fixed cement fingers and walkways, you will be ready to discover everything our marina has to offer, including breathtaking views and a laid-back atmosphere. Along with all the routine amenities marinas typically have to offer, including power, water, and pump-out services, Mangrove Marina also offers:

  • Barbecue facilities
  • WiFi and cable
  • Bathhouses with showering facilities
  • Laundry facilities
  • Heated freshwater pool
  • Bicycle racks

Also on our site is the always lively and ready to entertain Fin & Juice Bar, where you and your family can grab fun drinks, enjoy some great food, and listen to live music in a laid-back, classic Florida Keys setting. Our full-service marina in Tavernier is aptly named. Nestled in the middle of hearty mangroves, Mangrove Marina is sheltered by the hurricane hole effect, shielding your liveaboards in the Florida Keys from storms, high winds, and surges. In severe storms, you can protect your boats using our dry storage. Along with dry storage, we offer the full complement of essential maintenance services, including:

  • Powerwashing
  • Electrical work
  • Top and bottom painting
  • Marine system repairs
  • Fiberglass and canvas repairs
  • Engine work

Our full-service marina in Tavernier offers everything you need to maintain your vessel on-site and offer haul-out services. You don’t have to feel anchored to our marina during your time here. Launch off into Tavernier to explore everything our area has to offer, including shopping, kayaking, paddleboarding, snorkeling, the Wild Bird Sanctuary, Old Settlers Park, and plenty of restaurants, sightseeing, and fishing to fill your days and evenings. Mangrove Marina is located between markers 62 and 65 on the ICW if you are accessing from the water and in Tavernier, Fla., just off Mile Marker 91.7 from land. Contact us today to learn more about our wet slips rental in Tavernier or to plan your visit.

Recent Posts

living on a sailboat in the keys

Today’s Weather

Mangrove marina - catch us by land or sea.

200 Florida Ave. Tavernier, Florida 33070 305.852.8380

Located at Mile Marker 91.7 on the Bayside (25’ 00.681 N) (080’ 31.110 W) Between Marker 62 and 65 on the ICW

  • General Dockmaster Houseboats Rack/Storage Rentals Wet Slips
  • First Name *
  • Yes I would like to receive special offers.

Newsletter Signup

Receive special offers & discounts.

living on a sailboat in the keys

How To Live on a Boat in Florida: Laws, Liveaboard, and Houseboats!

living on a sailboat in the keys

As an Amazon Associate, we earn from qualifying purchases. We may also earn commissions if you purchase products from other retailers after clicking on a link from our site.

Being lulled to sleep by the gentle waves of the ocean and waking up to the sound of seagulls and other marine wildlife is a very romantic and attractive idea. This type of fantasy leads many people to look for, or at least consider, a life on a boat, away from the land. This may be especially true if you’re already in love with the climate and water of Florida.

You can live on a boat in Florida, and you can do this safely and legally. However, there are laws that govern this kind of lifestyle, and you should be well-acquainted with them before choosing to move to a boat. If you follow the laws, you’ll be able to live on a boat very easily. 

So, let’s get into the costs, legality, and some popular types of liveaboards to help you see for yourself if you can afford the lifestyle and if it’s the right choice for you. If done right, living on a boat can be a wonderful experience and a great way to get away from the hustle and bustle of the city. Let’s dive into it!

If you’re interested, I can also suggest 11 incredible locations around the world that are perfect for liveaboard enthusiasts to explore.

Table of Contents

What Is Considered a Liveaboard in Florida?

living on a sailboat in the keys

A liveaboard is a vessel that serves as a person’s primary residence. In other words, it’s a vessel that a person uses primarily as their house. This does not mean that you’re not permitted to use the vessel for anything else; you’re permitted to use it for recreational purposes as well.  

Therefore, a boat you use, let’s say, for fishing and sometimes sleep on, is not a liveaboard. But if you live on it and occasionally go for a sail, it is a liveaboard.

If you’re still unsure about what type of boat would be the best fit for liveaboard purposes, I can provide you with valuable insights on the topic through my article.

The Cost of Living on a Boat in Florida

living on a sailboat in the keys

Just like with every major life decision, budgeting is the primary task you have to complete before moving on to fulfilling your wishes. We have to take a look at and analyze some key elements. 

There are two basic costs you have to pay attention to:

  • A marina slip

A marina slip or a boat slip is like a parking space for your boat , that is, the place where your boat will be anchored. A monthly slip for a 40-foot (12-meter) boat can cost between $800 and $2000, depending on the location. 

The price of the slip depends on the location – the more popular your area is, the more it’s going to cost. 

Another critical factor is how long you’re going to stay. If you can commit for a more extended period, you’ll pay less. If you can commit for an entire year, the price may go from $11 per foot (per 0.3 meters) per month. You might negotiate an even better deal if you stay longer. 

The prices of boats vary widely based on the size of the vessel and its type. You can count on spending at least $30,000 on a smaller boat, and it’s safe to say that there’s no upper limit to the price. Keep in mind that bigger boats need more space. Therefore, the slips for them are more expensive.

Apart from those basic costs, you’ll also need to take into account taxes, fuel, maintenance, insurance, and so on. These costs are highly variable, so it’s hard to give an exact number. 

Taxes can be the most expensive cost when it comes to these costs. Florida has a sales and use ta x of 6% of the boat’s value. You’ll need to take that into consideration.

living on a sailboat in the keys

Are Houseboats Legal in Florida?

Houseboats are legal in Florida. It’s essential to understand the laws concerning houseboats, such as installing a proper toilet, and mooring outside prohibited areas.

One of the laws that you have to follow states that your houseboat, just like any vessel, has to have a proper toilet installed, which means that you’re not allowed to drain your sewage into the water. 

However, there have recently been some problems when it comes to anchoring in Florida. Many cities have been trying to limit the time you can remain anchored , which may complicate your living situation. This has raised the concern of many houseboat owners. 

You’ll need to check with your local authorities to know if and how long you’re allowed to anchor and what rules you have to adhere to. Some places may allow you to anchor your houseboat there, while some may not. 

Of course, you’ll also have to respect regular safety practices and not operate your houseboat under the influence.

When are Houseboats Allowed and When are They Not?

Houseboats are not legally allowed to be in a navigable waterway, channel, or mooring field. You’re also not allowed to stay in a protected area, and you can pay if you do so. However, as long as you’re in a designated liveaboard area and follow the rules, living on a boat in Florida is legal. 

It’s best to check if a marina you’re interested in allows liveaboards. Some don’t, so you can’t just drop an anchor everywhere. 

In some places, there is a new law that you’re also required to pay a $5 permit and to pump your sewage at a designated area. 

Living on a boat in Florida is legal and possible. If you can afford it, and if such a lifestyle attracts you, you can start with the preparations.

You have to budget for the marine slip and the boat, as well as taxes and the cost of maintenance. You’ll have to decide if the expenses are worth it for you. In some cases, living on land may be cheaper, albeit less romantic. 

Local regulations and laws have to be observed, as well as the rules enforced by marinas. Be sure to check everything with the local authorities.

  • My Florida Legal: Advisory Legal Opinion – AGO 85-45
  • Freedom Residence: Can You Live on a Boat in Florida? 
  • The CE Shop: Boat Living: An Affordable Alternative for Florida Locals?
  • Knoxville Barge, Inc: Difference Between a Boat Slip & Boat Dock
  • Boat Tax: Florida Boat Tax – Major July 1, 2010 Change
  • Bay News9: Madeira Beach Passes New Law Restricting Live-Aboard Boats
  • Crow Survival: Are Houseboats Legal in Florida?
  • The Florida Guidebook: Florida Anchoring Laws

Owner of CatamaranFreedom.com. A minimalist that has lived in a caravan in Sweden, 35ft Monohull in the Bahamas, and right now in his self-built Van. He just started the next adventure, to circumnavigate the world on a Catamaran!

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Save my name and email in this browser for the next time I comment.

Recent Posts

Must-Have Boat Gear for Catamaran Sailors!

Sailing is probably the most gear-intensive activity I've ever done; there are so many decisions to be made about what gear to buy now, for tomorrow, and what to definitely never buy. The gear on...

6 Best Trailerable Trimarans For Bluewater and Coastal Sailing

Having a boat costs a lot of money, even when you are not using it, marina fees, etc. And once it is in the water most sailors never go very far from their "home marina" and sailing will be somewhat...

Tips To Living On A Boat In Key West

Brian Samson

February 6, 2023

Tips To Living On A Boat In Key West | LakeWizard

This article may contain affiliate links where we earn a commission from qualifying purchases.

‍ Key Takeaways

  • Living on a boat in Key West, Florida requires plenty of planning and love for the sea
  • Dock rates, lease rates, and other factors can influence costs tremendously
  • Mooring restrictions are in place, so be sure to check the areas of interest

‍ Living on a boat in Key West can be a truly wonderful experience. But what are some tips to make the process easier?

Being prepared for the unique challenges that come with living on a boat in Key West is important. These tips include having a solid hurricane plan, familiarizing yourself with local weather and sea conditions, and being aware of the regulations and ordinances in place for liveaboards .

Finding the perfect spot to live on a boat in Key West can be challenging, but preparing yourself ahead of time is key. As you will see, these tips will make the experience much better.

Table of contents

‍ best tips to living on a boat in key west.

Key West is a beautiful spot to live aboard in your boat, especially with the living coral barrier reef, magnificent marine life, and arguably one of the best places to sail. But there are important factors to consider to boating full time in the Florida Keys. Understanding each tip will help you save time, money, and your sanity while in Key West.

Hurricane Plan

You will need a good hurricane plan in the event of nasty weather towards Key West. Typically, June 1st to November 30th is hurricane season for Key West and all of Florida. If you happen to be caught near one, you should:

  • Stay informed about the storm's forecast and track, whether it is hitting the Florida Keys or not
  • Prepare an emergency kit with supplies such as non-perishable food, water, first aid items, and a battery-powered radio.
  • Make a plan for you and your family for leaving Key West or sheltering in place (better have a good anchor).
  • Heed all evacuation orders issued by local officials in the Florida Keys.
  • Keep important documents and identification in a water-proof container.

Getting Used to Weather and Sea

Key West has warm weather year-round, meaning it has its hot seasons. People that live in KEy West must be used to the heat, or otherwise they could not handle it. If living on a boat there, you should:

  • Stay informed with weather forecasts and alerts so you know what to expect and can plan accordingly.
  • Wear lightweight, breathable clothing and protect yourself from the sun with a hat, sunglasses, and sunscreen.
  • Drinking plenty of water to stay hydrated in the heat and humidity.
  • The heat and humidity can be overwhelming, so take it easy and pace yourself when engaging in outdoor activities.
  • The sea can be unpredictable, so take the opportunity to learn about the tide schedule, currents, and warning signs of rip currents, and always be aware of your surroundings when swimming. Boating safety is very important in these waters.

Many communities in Key West have implemented mooring fields and restrictions on anchoring, which may require the use of mooring buoys and the payment of fees. You will need to be familiar with how mooring buoys work for liveaboard life.

Private docks might be out of the question depending on the location in south Florida. This will be a cost that you need to factor into your boating budget.

Lease Rates

When it comes to leasing a spot for your floating home, there are different rates depending on the usage and rent type. For commercial purposes, the cost is $32.93 per foot on a monthly basis and an additional $1.00 fee for each licensed passenger. The rates may be higher due to boat rentals.

Keep in mind, there is a commercial waitlist in place for various parts of the Florida Keys. For those looking to use the spot recreationally, the rate is $28.61 per foot per month, with a recreational waitlist in effect.

If you are interested in the liveaboard life, the rate is $25.30 per foot per month with an extra $43.60 charge per person, per month. It is important to note that all leases require boat owners to lay down a deposit that equals one month's rent.

Dockage prices for transient boats vary depending on the duration of stay. Daily rates are $3.30 per foot, weekly rates are $18.70 per foot, and monthly rates are $52.80 per foot. These rates are subject to change at any time, especially during the Key West Marlin Tournament or if a lot of Key West fishing charter activities are occurring.

Water usage is included in the cost, but electric usage is metered. Keep in mind that there is a maximum stay limit of 120 days per calendar year, so be aware for living aboard in a given location.

During the summer months, transient dockage rates are reduced to $2.75 per foot per day, $14.85 per foot per week, and $42.05 per foot monthly. Local transient boats also receive a discounted rate of $2.20 per foot per day, $11.00 per foot per week, and $31.90 per foot monthly.

Derelict Vessels

Local and state governments have been cracking down on abandoned vessels in the Florida Keys, so it is important to ensure that your boat is in good working condition if you plan on living aboard. Liveaboard boaters must also be able to move the boat under its own power and sail to avoid fines.

On average, it costs roughly $240,000 a year just to take care of abandoned boats near the Florida Keys. This is costing taxpayers quite a bit of money, so lawmakers are aiming to crack down on this act.

Pump-Out Service

It is important to be aware of the county-wide ordinance that bans the overboard discharge of sewage in Key West, and to make use of the county’s free pump-out service. This is to protect the national marine sanctuary in Florida that surrounds the Keys, so just use common sense here.

Living Near Various Districts

There is an anchorage area just west of the island being a popular spot for liveaboards. This area is often referred to as "Key West affordable housing" and many of the residents commute to work every day by dinghy.

While there are many Florida communities and beautiful beaches where you could enjoy the liveaboard life, you might need special permits to stay long term. Some of the best locations to be in or around Key West include:

  • Dry Tortugas (and visit historical landmarks like the Dry Tortugas National Park).
  • Florida mangroves (plenty of captivating mangrove forests from Loxahatchee to Key West).
  • Duval Street and Mallory Square (one of the most popular streets in Key West, along with a historic old town).
  • Key Largo all the way to the Historic Seaport (the southernmost point)

Is it Difficult to Live on a Boat in the Florida Keys?

The short answer is yes, it can be difficult to adjust to life on boats. Living the boating life is not for everyone in the continental United States, even in the Florida Keys, so you will need a different perspective to have the best boating experience and set anchor somewhere you prefer.

If you want to enjoy boating and the liveaboard life, here are the pros and cons:

  • Get to see diverse marine life while at anchor, like spiny lobsters, and potentially have wildlife encounters with key deer on land
  • Buy a fishing license to catch various species of tropical fish
  • If you want to explore, but do not want to move your boat, a boat rental or guided tour for a day trip are easy to find
  • Seagrass beds, coral reefs, and the national marine sanctuary are beautiful sites to see while boating
  • Strong winds with storms make it difficult to live on boats, even in the Florida Keys
  • Private charters, along with other boating companies, might take up a lot of dock space in many marinas
  • Some people might not like the Atlantic Ocean, the coral reef, Florida fish, or the florida Keys at all, or just prefer land in general
  • Depending on your experience sailing, there may be areas you want to steer clear of in Florida if you are not familiar with the area
  • You will need to get familiar with how to use a mooring buoy and be able to identify boundary buoys and trap buoys
  • New laws limit the amount of time you can spend living in the Florida Keys on a boat, which drives away business for that scenario

How Many People Live on Boats in Key West?

Since the new law a few years ago, liveaboards are only able to stay 90 days at a time. So the number of boats has gone down dramatically over the years, where numbers used to be around 100 or so.

On average, you can expect to see anywhere near 70 boats at a time throughout the Florida Keys that live aboard their boats. However, these vary based on time of the year and availability of dock space.

Best Houseboat Food

Best Houseboat Food

Best Houseboats For The Money

Best Houseboats For The Money

Best Houseboat Financing

Best Houseboat Financing

Best Houseboat Cruises

Best Houseboat Cruises

About THE AUTHOR

Brian Samson

I have a deep love of houseboating and the life-changing experiences houseboating has brought into my life. I’ve been going to Lake Powell on our family’s houseboat for over 30 years and have made many great memories, first as a child and now as a parent. My family has a passion for helping others have similar fun, safe experiences on their houseboat.

Trending Now

Best Used Houseboats

Best Used Houseboats

Best Boats For Caribbean Island Hopping

Best Boats For Caribbean Island Hopping

Best Houseboat Marinas

Best Houseboat Marinas

Best Houseboat Fishing Trips

Best Houseboat Fishing Trips

After spending over 30 years on houseboats, the memories and knowledge we've gained will never fade. Learn from our experiences here on LakeWizard. You can read more about us and our team, here .

©2024 LakeWizard. All rights reserved.

You can email us at [email protected]

LakeWizard.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon. This site also participates in other affiliate programs including but not limited to ShareASale, CJ, and ClickBank, and is compensated for referring traffic and business to these companies.

SailNet Community banner

  • Forum Listing
  • Marketplace
  • Advanced Search
  • All Topics Sailing
  • General Sailing Discussions
  • SailNet is a forum community dedicated to Sailing enthusiasts. Come join the discussion about sailing, modifications, classifieds, troubleshooting, repairs, reviews, maintenance, and more!

Living aboard in the Florida Keys...

travlin-easy

  • Add to quote

Very nice to hear someone living the good life. We hope to visit that area some day.  

RobGallagher

Never spent much time in New England, have ya? Try living aboard on Block Island or the Vineyard. BI town moorings are $45 a night (no monthly rate), no water, you can walk a half mile for a shower (as in one shower per day) at the town beach. Oh, there's more, I could go on and on....  

Slayer

Is the Tarpon Creek bar behind the Holiday Inn? I've been there I think. I was visiting a friend who stays on a mooring in the city marina. Have you ever crossed paths with Steve Lalonde on Alobar, a Lord Nelson 41?  

Bene505

We rented a house on Marathon last winter for a week. Yes it was something like $1,200. It included access to a private beach club. Was nice but pricey. We drove down with the 4 kids, so I guess we saved on airfare. Regards, Brad  

JimMcGee

Sigh... Gary you're killing me. We've got a place in Sombrero Beach and our son moved there a little over a year ago. My wife is taking her mom down in a couple of weeks to visit but I'll be stuck in Jersey with work. The plan is to make the move there in the next two years. I can't wait. Hope to see you play there one of these days.  

4arch

Thanks for sharing this Gary. We tend on this forum to get so carried away discussing gear, maintenance, and the things that go wrong with boats that it’s easy to lose sight of why we sail. If all goes according to plan, my wife, daughter and I will leave Baltimore this fall to head down the ICW, and spend late fall of 2015 and winter-spring of 2016 cruising south Florida and the Bahamas. As it stands we can only manage a one-year “sabbatical” but I’m hoping we might be able to pick up freelance work that we can do remotely or find summer jobs in 2016 that will replenish the kitty enough to go back out for another year or more. If we don’t want to or can’t keep going we’ll still be very grateful to have had the experience and will know how we want to plan for the future – whether we want to do another 1-2 year sabbatical cruise 5-10 years down the road, work toward becoming full time cruisers sooner than later, wait until retirement to hope that we can cruise more, or just be happy that it’s something we can cross off our list. Every once in a while we start to believe the people who tell us we’re crazy and we start making excuses to not go, so posts like this are always an inspiring reminder of why we should stick with our plan and how worthwhile it will be. Hope we cross paths down there in about 10 months. Bryan  

Hi Gary, have a question, did you ever know a guy by the name of Dave Chandler ? He lived in the Keys and around Md/ D.C. played music all over. I think his nickname was 'sticks'?  

bblument

Wow...nice!  

Gary, It looks like you're bringing the warm weather north with you. It's 64 here today and I just had lunch outside in shorts. It feels great after single digit weather. I'll definitely second your thoughts about people in the Keys. In some ways it feels like stepping back in time 30 years -- in a good way. Have a safe trip home, I'll catch you playing under the palm trees one of these days. Jim  

Gary, Actually I think you brought the cold back with you. About four inches of fresh snow here. I'm sorry to hear about your pipes. Hopefully there's no serious damage to your home. Jim  

"The problem is with the handyman jobs is the City Marina insists that that person carry a huge bond, liability insurance, and other licenses to work on vessels stored on city property, including those in the mooring fields. Just another way for the local government to stick their hands into your wallet." Not so draconian and not so unusual at all, Gary. The odds are that either the local taxpayers complained about being ripped off by people, or the local taxpaying repairmen complained about cheap competition that weren't carrying all their real costs. Pretty much every 20th century jurisdiction requires contractors and handymen to be licensed and bonded. Heck, in Florida a contractor has to memorize an encyclopedia if they are going to work on 4-story buildings, as opposed to 3-story and under. That's just the way it is. A friend of mine had some problems with "the union" when he worked at the phone company. They resolved it by saying he couldn't DO any manual work, that was reserved for union members. But if (wink wink) he was just SHOWING someone how to do something, then he was an instructor, and that didn't need any license or union membership. See, this is how you sand a board...fix a leak...install a light bulb. Here, now, you try it, don't worry, I'll finish it if you get stuck. And you don't need a teacher's license, unless your teaching in school.(VBG) I do hope you had a licensed, bonded, union electrician plug in that kit of yours. Although of course, the uncovered, unsecured power cord would seem to imply not.(G)  

  • ?            
  • 173.8K members

Top Contributors this Month

OntarioTheLake

Living In Key West

I’ve been living in Key West for a month now, here are some of my reflections on how things work down here in the Florida Keys. Before I moved here, I had little idea of what it really meant to live in the Keys, though the fantasy was one I enjoyed 🙂

What’s Key West Like

I’ve only spent limited time walking around Key West so I’m sure my impression will change as I expand my explorations.

It really seems like there are two Key Wests. Downtown (what they label Old Town) is really the standard “adult disneyland “. A series of restaurants and bars that cater to the tourists with “made in china ” trinkets the same you would find in Vegas, New Orleans, or any major tourist location in the US with just the labels changed. There’s the organized group fun (snorkeling, jet skis and water activities being the focus) to make your two weeks off for the year pleasant. For me that part is Meh, ok to grab an afternoon beer.

The other Key West you find away from downtown and Key West Bight. This town is filled with eccentric people (some homeless, some stupidly wealthy). The local characters are a mix of retirees, locals, and a lot of oddballs that have drifted down the Florida Keys to find their spot. A lot of locals are artists and writers. These are similar to the people I found in places like Venice, CA and Hawi, HI. I used to explain Hawai’i as the place that the one weird person that you grew up in high school with went to as adults. If you don’t find yours in Hawai’i, there’s a good chance they’re in Key West.

Cost of living in Key West

Key West (and the Florida Keys in general) are expensive to live in for all the normal reasons that living in a “vacation” spot are, and I’ve lived in a number of vacation spots. There is little to no industry, most of the commerce is made by catering to retired money and tourists. This limits jobs and other ways to earn income, though the defacto minimum wage is $13 per hour.

Outside of housing, the largest cost increase I’ve seen is food. Little is grown locally, so it’s trucked in from Miami warehouses. You’ll see this in an increase at the grocery store and at the local restaurants. On the upside, my free diving on some local rocks has netted some free lobsters 🙂

Unlike some vacation spots I”ve lived in, housing costs are terrible down here. The island is only 4 miles long, and all the houses that are going to be built are done. A small one bedroom apartment will run you around $1000 a month and up. Irma destroyed a lot of the low-income housing in the Florida Keys (mostly mobile homes), so there is a real crunch for affordable housing, which then puts a crunch on finding employees who can afford to live locally.

Mooring In Key West

Living on a boat really helps with the housing costs. The anchorages around here are poor (light covering of sand over hardpan) with poor holding unless you’re using a hugely oversized anchor (where the weight of the anchor is holding you vs. any ability to dig into the seabed). From talking with people, this is the case anywhere south of Marathon (Boot Key Harbor). So, I’m hooked on a mooring ball outside of Garrison Bight between Fleming Key and Dredgers Key in the old Navy seaplane base. The $350 a month this costs me gives me the mooring spot, a secure dinghy dock in the bight and access to the showers and laundry facility ($1.50 for a wash, $1.50 for dry). It’s about a mile from the northern point of the mooring field to the dinghy dock, when I rowed this took me just under an hour, with my new 3.5 hp motor I can get there in 20 minutes.

Rowing A Boat

When I left Jacksonville I didn’t have a motor for the dinghy (a little 8.5 foot hard dinghy I bought from a resident at the marina) as I didn’t need one living on a dock. For the first 6 weeks in the Florida Keys I would row in and out from wherever I was anchored or moored. Before finding a job (and if I was a retired cruiser) this wasn’t a hard to do. I would pick a day with nice weather and calm seas and just go into town. When I got a job I no longer had the luxury to pick my times, and after a 10 hour shift it was tiring to row for an hour. There are little to no small horse power outboards on the Craigslist in Key West so I bought a new Tohatsu 3.5 horse power outboard. It works well on the little dinghy I have though I need to make a tiller extension so that I can sit further forward to keep the front end of the boat down. This cut my commute time down to 20 minutes and also gave me more time to enjoy the scenery on my daily commute. Also I’m feeling more inclined to get out and explore more so look for updated photography missions.

Where To Park The Dinghy In Key West

Finding a place to leave your dinghy when you travel and live on a boat can be a challenge. With the mooring field, I get access to the secure dock in Garrison Bight. This is nice but unfortunately, it’s located a good distance from anything (which is a challenge on a 4-mile island, but one that the local city council excelled at). To make grocery runs, I also found an unofficial place to park the dinghy under the bridge near the Home Depot on N Roosevelt St. There is enough room for 3 or 4 dinghies tied to the mangroves here though you may have to tread through some water to get to shore if you’re the outside dinghy. There is supposed to be a short-term (2 hour) dinghy dock in Key West Bight, but I haven’t been over there (on the water) yet.

Challenges Of Living On A Mooring

When I left Jacksonville I really wasn’t finished with my refit and most of my challenges are due to that.

I haven’t installed solar yet, and a lot of challenges are due to lack of electricity. I have a small, inexpensive generator that I use to keep the batteries charged up but due to its size, it’s not the correct solution, so I keep the refrigerators turned off. I wanted to do things right and install an arch over the stern to mount the solar panels but am thinking that I’ll purchase the panels first and just have them on the deck for now and mount them on an arch before I leave Key West in a few years.

The other challenge I’m finding living out on the salt water is corrosion with my small electronic devices. Everything from phones, computers, and cameras to the rechargeable Dewalt batteries, the connection points easily get corroded. I use contact cleaner spray to try to keep things under control, but it’s a constant battle.

Before I left Jacksonville I found this cool device on Amazon. It’s a slide on adapter for my Dewalt tool batteries (I bought a number of tools so have half a dozen 20v rechargeable batteries laying around) that allows you to charge USB devices (phones, tablets, etc) off the batteries. This really helps keep all stuff charged up until I can get my electrical and wiring issues resolved.

On the upside here is my front yard (which makes it all worth it)

Related posts

Living on a sailboat: corrosion.

You said work is hard to find. What did you end up finding there? How long do plan on staying in Key West?

there are a lot of service jobs here but the housing costs make them untenable for most.

I’ll be here for a couple years to try and finish up the boat projects

So as an update to how jobs work down here. Due to the lack of work force and high living costs, effective minimum wage is $13 – $15 per hour. If you can show up on time ready to work (skills my parents gave me in abundance) you can get a job within a day or two of arrival. Then, as with most islands, you wait for the right job and network with people. I grabbed a bottom job (UPS store clerk for $13 an hour, moved up to a manufacturing plant supervisor for a small shop at $20 an hour. I am working a part time night janitor job for a gym @ $15 an hour (an extra $900 per month), only for 18 months to catch up on boat projects. Because I own my boat outright I only have mooring fees, cell phone and food bill (less than $1000 per month).

The wages work well for my situation. You can make more in a city (my marketing career was $60k – $70k) but you lose the blue water and deal with stress

Sail Away Blog

Beginner’s Guide: How to Live on a Sail Boat and Embrace the Ultimate Seafaring Lifestyle

Alex Morgan

living on a sailboat in the keys

Living on a sailboat offers a unique and adventurous lifestyle that allows you to connect with nature and experience a sense of freedom and flexibility. It also comes with its own set of challenges and requires specific skills and preparation to ensure a safe and comfortable experience.

In this comprehensive guide, we will explore the ins and outs of living on a sailboat, from the benefits it offers to the practical considerations and essential skills needed. Whether you’re considering a permanent or temporary sailboat residence, this article will provide you with the information you need to make the most of this alternative lifestyle.

First, we’ll delve into an introduction to living on a sailboat, highlighting the allure and unique aspects of this lifestyle. We’ll then move on to discuss the benefits of living on a sailboat, including the freedom and flexibility it offers, the cost-effective nature of this lifestyle, and the opportunity to live in closer harmony with nature.

Next, we’ll delve into the preparation required before embarking on a sailboat living adventure. This includes choosing the right sailboat, ensuring safety and emergency preparedness, and acquiring the necessary sailing skills. We’ll provide tips and guidance to help you make informed decisions in each of these areas.

Once the preparatory phase is complete, we’ll explore the essential skills needed for living on a sailboat. This includes navigation and seamanship, weather forecasting and planning, as well as anchoring and docking techniques. These skills are crucial for ensuring a smooth and enjoyable sailboat living experience.

Moving on, we’ll cover practical considerations for living on a sailboat, such as managing limited space, basic maintenance and repairs, and staying connected with the outside world through internet and communication. These insights will help you navigate the unique challenges associated with living in a confined space and maintaining a comfortable living environment.

In addition to practical considerations, we’ll address the specific aspects of living comfortably on a sailboat. This includes managing power and energy, ensuring a steady supply of water and conservation practices, and handling cooking and food storage efficiently.

We’ll emphasize the importance of staying safe and healthy while living on a sailboat. We’ll cover topics such as first aid and medical preparedness, dealing with seasickness, and maintaining sun protection and proper hygiene.

By the end of this guide, you’ll have the knowledge and understanding needed to live on a sailboat confidently and enjoyably. So, let’s embark on this exciting journey and discover the wonders of sailboat living.

Key takeaway:

  • Living on a sailboat offers freedom and flexibility: It allows individuals to have a nomadic lifestyle and explore different locations at their own pace.
  • Living on a sailboat is a cost-effective lifestyle: Compared to traditional living arrangements, the expenses associated with living on a sailboat can be significantly lower. This includes reduced or eliminated housing costs and decreased energy consumption.
  • Living on a sailboat brings you closer to nature: With the ability to anchor in remote locations and experience breathtaking landscapes and wildlife, living on a sailboat allows for a deep connection with the natural world.

Benefits of Living on a Sailboat

Living on a sailboat brings a world of incredible benefits. Imagine the freedom of exploring new horizons, the flexibility to chart your own course, and the sheer joy of being closer to nature. These are just some of the advantages that come with this unconventional lifestyle. Discover the untethered experiences and cost-effective living that await those who choose to call a sailboat their home. Get ready to embrace a life filled with adventure , simplicity , and a deep connection with the open waters.

Freedom and Flexibility

Living on a sailboat offers the ultimate freedom and flexibility. Here are the key benefits that come with this unique lifestyle:

1. Exploration: Living on a sailboat allows you to freely explore various destinations and coastal areas at your own pace. You have the freedom to change your location whenever you desire, embarking on new adventures whenever the mood strikes.

2. Flexible Schedule: One of the greatest advantages of living on a sailboat is the flexibility it offers. You can set your own itinerary, adjusting plans based on weather conditions and personal preferences. This means you can fully embrace spontaneity and have the freedom to make the most of every moment.

3. Adaptability: With a sailboat as your home, you have the incredible ability to adapt to changes in your environment. If you find a location that captures your heart, you can choose to stay longer, fully immersing yourself in the beauty and charm of your surroundings.

4. Financial Freedom: Living on a sailboat can also be a wise financial choice. By eliminating expenses like rent and utilities, you have the freedom to allocate your resources towards other priorities or unique experiences that bring you joy and fulfillment.

5. Connection with Nature: Imagine waking up to breathtaking sunrises, listening to the gentle sounds of waves, and being surrounded by the tranquil beauty of nature. Living on a sailboat allows you to have an intimate connection with the natural world, providing you with a sense of peace and harmony that is hard to find elsewhere.

6. Independence: Living on a sailboat fosters independence and self-reliance. As you navigate the waters, handle the boat, and manage limited resources, you develop a strong sense of confidence and sharpen your problem-solving skills. This newfound independence empowers you to embrace challenges and overcome obstacles with grace and resilience.

By embracing the freedom and flexibility that living on a sailboat offers, you can truly lead a fulfilling and enriching lifestyle. It allows you to fully embrace your adventurous spirit, appreciate the awe-inspiring beauty of nature, and live in a more flexible and cost-effective way.

Cost-Effective Lifestyle

Living on a sailboat offers a cost-effective lifestyle due to several factors. It significantly reduces living expenses. Unlike traditional housing, there are no mortgage or rent payments when living on a sailboat. Marina fees often cover utilities such as electricity and water. Sailors can also adopt alternative methods like solar power and rainwater collection to further cut down on costs.

Sailboats have minimal maintenance costs. While regular maintenance is necessary, the expenses associated with repairs are generally lower compared to maintaining a house or apartment. Sailors can learn basic maintenance skills and handle many tasks themselves, reducing the reliance on expensive professional services.

Owning a sailboat eliminates the need for a car in many cases, resulting in lower transportation expenses. Sailors can rely on their boat for transportation and freely explore various destinations without incurring additional travel costs.

Living on a sailboat also encourages a more minimalist lifestyle , promoting reduced consumption. With limited space onboard, sailors are compelled to carefully consider their possessions and only keep what is necessary. This approach helps trim spending on non-essential items.

Living on a sailboat fosters a closer connection with nature. It allows individuals to enjoy the beauty of nature and explore coastal areas. This lifestyle offers opportunities for engaging in free activities such as fishing , swimming , and beachcombing , as opposed to costly entertainment options.

Embracing a cost-effective lifestyle on a sailboat requires careful budgeting and prioritizing experiences over material possessions. By choosing to live on a sailboat, individuals can lead a more affordable, adventurous, and fulfilling life.

Closer to Nature

Living on a sailboat provides the advantage of being closer to nature. This proximity allows individuals to naturally appreciate the beauty of the natural world and immerse themselves in it. Here are some ways in which living on a sailboat brings you closer to nature:

1. Spectacular Scenery: Just imagine waking up to breathtaking sunrises over the open sea or witnessing stunning sunsets. Living on a sailboat means constantly being surrounded by majestic views and ever-changing landscapes.

2. Marine Wildlife: Being on the water offers the opportunity to observe marine wildlife up close. From dolphins and whales to sea turtles and colorful fish, you can witness the wonders of the ocean from your own floating home.

3. Sound of the Waves: The soothing sound of waves lapping against the hull creates a calming ambiance. The gentle rocking motion of the boat further enhances this serene experience, creating a deep sense of peace and tranquility.

4. Disconnecting from Technology: Living on a sailboat often means limited access to technology, enabling you to disconnect from the constant buzz of devices and fully immerse yourself in the present moment. This freedom from distractions allows for a deeper connection with nature.

I had the incredible experience of living on a sailboat for a few months. One morning, as I enjoyed my coffee on the deck, I was amazed to see a pod of dolphins gracefully swimming alongside the boat. I felt a sense of awe and gratitude for the opportunity to witness such a magnificent sight. It was a truly magical moment that reminded me of the beauty and harmony of nature. Living on a sailboat brought me closer to nature in ways I never thought possible, and those memories will forever be cherished.

Preparing to Live on a Sailboat

Preparing to live on a sailboat involves important considerations that will make your experience smooth and enjoyable. We’ll dive into various aspects of this adventure, including choosing the right sailboat that suits your needs, ensuring safety and emergency preparedness for peace of mind, and mastering the art of sailing . Buckle up as we navigate through the essentials of preparing for an incredible life on the open seas!

Choosing the Right Sailboat

When choosing the right sailboat, consider key factors:

  • Size: Choose a sailboat size based on your needs and use. Smaller sailboats are easier to handle and larger sailboats offer more space and comfort.
  • Design: Consider the sailboat’s design, including the hull shape, keel type, and rigging. Different designs suit various sailing conditions and purposes.
  • Condition: Inspect the sailboat’s structural and mechanical condition. Look for damage or wear and ensure all components work properly.
  • Sailing Performance: Evaluate the sailboat’s sailing capabilities, including speed, stability, and responsiveness. Assess the sailboat’s performance based on your skill level and sailing goals.
  • Layout: Take into account the sailboat’s layout and interior space. Consider the number of cabins, galley and saloon size, and storage capacity to meet living requirements.
  • Budget: Determine your sailboat purchase budget and consider maintenance, repair, and ongoing expenses like mooring fees and insurance costs.

By carefully considering these factors, you can choose the right sailboat that meets your needs and ensures a safe and enjoyable sailing experience.

Safety and Emergency Preparedness

Safety and emergency preparedness are crucial when living on a sailboat. It is essential to incorporate safety measures and be well-prepared for emergencies. Here are some key steps to ensure your safety on a sailboat:

1. Install safety equipment: Make sure to equip your sailboat with important safety equipment such as life jackets , fire extinguishers , a first aid kit , and emergency flares . These items are crucial in emergencies and can significantly increase your chances of survival.

2. Learn CPR and first aid : Having knowledge of CPR and basic first aid can be life-saving. Consider taking a course to learn these essential skills and be prepared to handle medical situations.

3. Develop a communication plan: It is vital to have a communication plan in place during emergencies. Ensure you have a reliable means of communication onboard, such as a marine radio or satellite phone . Familiarize yourself with emergency channels and protocols.

4. Maintain a float plan: Before setting sail, inform someone on land about your plans. Share details like your intended route, expected return time, and contact information. This way, authorities can be notified if you do not return as scheduled.

5. Practice emergency drills: Regularly conduct drills to prepare for various emergency scenarios. This includes practicing man overboard drills , fire drills , and emergency procedures like deploying a life raft .

Remember, prioritizing safety is paramount when living on a sailboat. By having the necessary safety equipment and knowledge, you can enjoy your sailing adventure while minimizing risks.

In April 2018, a sailing couple encountered a severe storm while crossing the Pacific Ocean. Despite facing damage to their sailboat from high winds and waves, their commitment to safety and emergency preparedness allowed them to navigate through the storm and stay safe. They attributed their successful survival to their training in emergency procedures and the presence of safety equipment onboard. This incident serves as a reminder of the importance of being well-prepared and equipped for emergencies while living on a sailboat.

Learning to Sail

Learning to sail is crucial for individuals living on a sailboat. Acquiring proficiency in sailing is necessary to ensure a safe and enjoyable experience on the water. It is important to consider the following key points when embarking on this journey:

1. Mastering basic sailing techniques: It is essential to grasp the skills necessary to properly trim sails, steer the boat, and control speed and direction. Learning these techniques will allow for effective navigation and maneuvering.

2. Prioritizing safety measures: Acquiring knowledge about wearing a life jacket, understanding right of way rules, and identifying potential hazards is paramount. Knowing how to handle emergencies such as a man overboard situation or sudden changes in weather is crucial.

3. Developing navigation skills: Gaining the ability to read charts, utilize navigation instruments, and plot a course with confidence is vital. Understanding buoyage systems and navigational markers will contribute to a successful sailing experience.

4. Being aware of weather conditions: Analyzing weather forecasts and comprehending the implications of different weather conditions is key in planning safe sailing trips. Interpreting wind patterns and anticipating weather changes will enhance overall preparedness.

5. Emphasizing practice and experience: Dedicate ample time to practice sailing on the water. Considering enrolling in sailing courses or joining sailing clubs can provide practical experience and valuable lessons from experienced sailors.

It is important to remember that learning to sail requires time and dedication. Both theoretical knowledge and hands-on experience are necessary components. By cultivating these skills, individuals will be well-prepared for their sailboat adventure.

Essential Skills for Living on a Sailboat

Mastering the art of living on a sailboat requires a set of essential skills. From navigation and seamanship to weather forecasting and planning, and finally anchoring and docking, each sub-section unlocks crucial knowledge for a smooth sailing experience. Discover the secrets of successful sailors and embark on a journey where precision , adaptability , and a deep understanding of the elements pave the way to a fulfilling life on the open seas.

Navigation and Seamanship

When it comes to navigation and seamanship on a sailboat, there are several essential skills and techniques to consider:

1. Understand charts and navigation tools: Familiarize yourself with nautical charts, compasses, and GPS systems to plot your course and determine your position.

2. Use navigational aids: Learn how to interpret and use navigational aids such as buoys, beacons, and lighthouses to navigate safely.

3. Maintain a proper lookout: Always keep a lookout for other vessels, obstacles, and navigational hazards to ensure safety.

4. Master sail trim: Learn how to adjust the sails to optimize performance and maneuverability in different wind conditions.

5. Understand wind and weather patterns: Analyze weather forecasts and recognize wind patterns to make informed decisions at sea.

6. Practice effective communication: Establish clear communication protocols with your crew to ensure safe navigation.

7. Navigate in different environments: Gain experience in various environments to adapt to different challenges and conditions.

8. Master basic boat handling: Develop proficiency in maneuvering your sailboat to safely navigate in tight spaces.

9. Understand collision regulations: Familiarize yourself with international rules of the road to prioritize safety.

By honing these navigation and seamanship skills, you can confidently navigate your sailboat for a safe and enjoyable experience on the water.

Weather Forecasting and Planning

Weather forecasting and planning are crucial skills for living on a sailboat. It is important to stay updated by regularly checking weather forecasts and updates to stay informed about current and upcoming conditions. This will help you plan your sailing trips .

To understand weather patterns , study different weather patterns and their impact on sailing . Learn about wind directions , tides , and currents in your area. This knowledge will aid navigation and decision-making at sea.

Use multiple sources such as meteorological websites , radio broadcasts , and weather apps to gather information and cross-check forecasts. Different sources may provide slightly varying predictions, so it’s important to have a comprehensive understanding .

Consider local knowledge and seek advice from experienced sailors familiar with the area you’ll be sailing in. They can offer valuable insights into local weather patterns and help anticipate potential challenges.

Prioritize safety when it comes to weather conditions. Avoid sailing in severe weather , storms , or strong winds that may endanger you or your vessel. Have a contingency plan in case weather conditions suddenly deteriorate while at sea.

To enhance your sailing experience , develop your ability to interpret weather data and make informed decisions. Take sailing courses or attend workshops on weather forecasting and planning to improve your expertise in this area.

Anchoring and Docking

Anchoring and docking are essential skills to acquire when living on a sailboat. Mastering these skills requires considering various factors for successful anchoring and docking:

1. Location: When choosing a spot for anchoring, it is important to find a suitable area that offers shelter from wind and waves. Look for a bottom that is sandy or muddy to ensure a secure hold.

2. Anchor Type: It is crucial to select the right anchor for your boat and the conditions you will face. Popular anchor types include plow anchors, Danforth anchors, and mushroom anchors.

3. Anchor Size: Ensure that you use an anchor that is appropriate in size for your boat’s length and weight. As a general guideline, the anchor should weigh 1 pound per foot of boat length.

4. Scope: The scope refers to the ratio of anchor rode length to water depth. For calm conditions, use a minimum scope of 7:1, but in rough weather, increase it to 10:1 or more.

5. Setting the Anchor: Drop the anchor, release enough rode, and slowly reverse the boat to firmly set the anchor in the seabed. Give it a strong tug to confirm that it is securely in place.

6. Docking: Practicing docking skills is essential to safely maneuver your boat into a slip or alongside a dock. Approach the dock slowly and use fenders to protect your boat from any potential damage.

7. Lines and Fenders: Before docking, make sure to prepare your lines and fenders to facilitate a smoother process. Properly secure the lines using cleats and knots.

8. Wind and Current: Consider the direction of wind and current when maneuvering your boat for docking. Utilize them to your advantage in order to control the movement of your boat.

Regular practice is key to mastering anchoring and docking. With time and experience, you will enhance your proficiency in these skills, ensuring a safe and enjoyable life on a sailboat.

Practical Considerations for Living on a Sailboat

Living on a sailboat requires a unique set of practical considerations that make this lifestyle both challenging and rewarding. In this section, we’ll dive into the nitty-gritty details of managing limited space, mastering basic maintenance and repairs, and staying connected while sailing the open waters. Get ready to sail into a world where every inch counts, where self-reliance is key, and where the constant motion of the waves becomes a way of life.

Managing Limited Space

Managing limited space is crucial on a sailboat. Here are steps to effectively manage limited space:

1. Organize: Keep belongings organized and declutter regularly. Use storage containers, shelves, and hanging organizers to maximize vertical space.

2. Choose multi-purpose items: Opt for furniture and equipment that can serve multiple purposes. For example, select a table that can also be used for storage.

3. Use space-saving storage solutions: Utilize under-bed storage compartments, collapsible boxes, and vacuum-sealed bags to make the most of limited storage space.

4. Embrace a minimalist lifestyle: Prioritize essential items and avoid unnecessary clutter.

5. Get creative with storage: Look for hidden compartments and use every available space. Consider wall-mounted hooks and nets for hanging and storing items.

6. Utilize vertical space: Install wall-mounted shelves and hooks to store items off the floor. Use hanging organizers for small items like toiletries and kitchen utensils.

7. Choose compact appliances and fixtures: Opt for smaller-sized appliances and fixtures designed for small spaces, such as compact stoves, mini fridges, and foldable furniture.

By following these steps, you can effectively manage limited space on a sailboat and create a comfortable living environment.

Basic Maintenance and Repairs

Basic maintenance and repairs are crucial for living on a sailboat. Here are some important tasks to consider:

  • Clean and inspect the boat regularly to prevent mold, mildew, and corrosion.
  • Check and clean the sails to ensure good condition.
  • Inspect and maintain the rigging, including the mast, boom, and standing rigging.
  • Check the hull and keel integrity for cracks or damage.
  • Test and maintain the boat’s electrical system, including batteries and wiring.
  • Clean and service the engine regularly for smooth operation.
  • Inspect and maintain the plumbing system, including freshwater and waste systems.
  • Perform routine maintenance on onboard equipment and systems, such as navigation instruments and safety equipment.
  • Promptly repair any damage or leaks to prevent further issues.
  • Keep a supply of spare parts and tools onboard for quick repairs.

Taking care of these basic maintenance and repairs tasks will keep your sailboat in good condition and always ready for your next water adventure.

Staying Connected

When living on a sailboat, staying connected is crucial for communication and accessing information. Here are some ways to ensure you can stay connected while sailing:

1. Mobile Internet: Get a reliable mobile internet plan or hotspot device for internet access onboard. This allows you to stay connected to email, social media, and browse the web.

2. Satellite Communication: Consider getting a satellite phone or satellite internet service for offshore communication. This ensures a connection even when you’re far from land or in remote areas.

3. VHF Radio: A VHF radio is essential for marine communication. It lets you communicate with other boats, marinas, and emergency services. Make sure you know how to use it properly.

4. Wi-Fi Boosters: Install a Wi-Fi booster antenna on your sailboat to amplify Wi-Fi signals from nearby marinas or hotspots. This can help you stay connected when you’re close to shore.

5. Weather Updates: Stay updated with weather forecasts for safe sailing. Use weather apps or listen to weather broadcasts on marine radios to plan your routes.

Staying connected is important for safety and convenience on a sailboat. By using the right tools and technology, you can maintain communication and access information wherever your sailing adventures take you.

Fun fact: Sailboats have been used for transportation and exploration for thousands of years. Ancient sailors used the wind’s power to navigate and explore the seas.

Living Comfortably on a Sailboat

Transitioning to a life at sea can be an exciting adventure, but how can you ensure a comfortable living on a sailboat? In this section, we’ll be exploring key aspects of living comfortably on a sailboat, including managing power and energy , water supply and conservation , as well as cooking and food storage . So, get ready to dive into practical tips and strategies that will enhance your sailboat living experience, making it a smooth journey all the way!

Managing Power and Energy

Managing power and energy on a sailboat is crucial for a comfortable and efficient living experience. Consider the following to effectively manage power and energy:

1. Invest in solar panels or wind generators to harness renewable energy and reduce reliance on fuel-powered generators. This sustainable approach promotes eco-friendly practices while ensuring a continuous power supply.

2. Utilize LED lights to minimize power consumption while providing bright illumination. LEDs are energy-efficient and contribute to a more sustainable power usage on board.

3. Opt for energy-efficient appliances , such as marine-specific refrigerators and fans. These appliances are designed to consume less power while still meeting your needs on the sailboat.

4. Implement smart battery management strategies by turning off lights and electronic devices when not in use. Consider utilizing a battery monitoring system to effectively keep track of battery usage and ensure a steady power supply.

5. Incorporate energy-saving techniques for heating and cooling , such as insulation and natural ventilation. These measures help minimize energy wastage and maintain a comfortable onboard environment.

To illustrate the effectiveness of these methods, let’s consider the experience of John , an experienced sailor. John installed a combination of solar panels and wind generators on his sailboat, allowing him to meet his energy needs sustainably. By also using LED lights and energy-efficient appliances, he successfully minimized power consumption. John implemented smart battery usage practices, which ensured a consistent power supply throughout his journey. With these measures in place, John was able to enjoy a comfortable and sustainable lifestyle on his sailboat, significantly reducing his environmental impact while embarking on his adventure.

Water Supply and Conservation

Living on a sailboat requires careful consideration of water supply and conservation. Water supply and conservation are crucial factors to keep in mind when living on a sailboat. Here are some important factors to consider in order to prioritize water supply and conservation:

1. Water storage: Sailboats have limited space, so it is important to plan for adequate water storage capacity. It is recommended to install additional water tanks or collapsible containers to maximize storage capacity.

2. Monitoring water usage: Being mindful of water consumption is essential. It is important to keep track of the water used for various activities such as dishes, personal hygiene, and others to avoid wastage.

3. Water filtration systems: Investing in a reliable water filtration system is highly recommended to ensure clean and safe water. Look for systems that can effectively remove impurities and harmful elements.

4. Rainwater harvesting: Utilizing rainwater is a great way to conserve water. Installing a collection system on the boat can help in collecting rainwater and using it for non-potable purposes like rinsing equipment or cleaning the deck.

5. Desalination: Installing a desalination system can provide a sustainable source of drinking and cooking water on longer journeys. This system can convert seawater into freshwater, ensuring a constant supply of water.

6. Conservation techniques: Implementing water conservation techniques is vital. Save water by taking quick showers, turning off faucets when not in use, and reusing water whenever possible. These simple practices can make a significant difference in conserving water.

7. Educating crew members: It is important to ensure that everyone on board understands the importance of water conservation and actively promotes responsible water usage. Educating crew members about the significance of water conservation can go a long way in achieving sustainable water supply.

By prioritizing water supply and conservation, sailors can maintain a steady and sustainable source of water while minimizing their environmental impact. Always remember, every drop counts!

Cooking and Food Storage

When living on a sailboat, cooking and food storage are essential considerations. Here are some important factors to keep in mind:

1. Storage Space:

Efficiently organize food storage on a sailboat using bins, baskets, and containers.

2. Non-Perishable Food:

Stock up on canned foods, dried fruits, nuts, and grains with longer shelf lives.

3. Meal Planning:

Plan meals in advance to avoid wastage and ensure you have enough provisions. Create a menu and shopping list to stay organized.

4. Galley Equipment:

Equip the sailboat’s kitchen with essential cooking tools such as pots, pans, cutlery, and utensils. Choose compact and multi-purpose items.

5. Fresh Produce:

Include fresh fruits and vegetables in your diet. Opt for produce that can be stored without refrigeration, like apples, potatoes, and onions.

6. Cooling Options:

Invest in a reliable cooler or refrigerator to keep perishable items fresh. Consider energy-efficient options or portable ice chests powered by solar panels.

By considering these factors, you can enjoy an efficient and enjoyable cooking and food storage experience while living on a sailboat.

Throughout history, sailors have mastered cooking and food storage to sustain themselves during voyages. They stock up on non-perishable items, utilize clever storage solutions, incorporate fresh produce, and invest in cooling options. By following these practices, you can enjoy delicious meals and ensure your food remains fresh and accessible during your sailboat adventure.

Staying Safe and Healthy on a Sailboat

Navigating the high seas and living on a sailboat is an exhilarating adventure, but it’s essential to prioritize your safety and well-being. In this section, we will explore some crucial aspects of staying safe and healthy on a sailboat. From first aid and medical preparedness to tackling seasickness and ensuring sun protection and hygiene, we’ll provide you with invaluable tips to keep you in top shape while exploring life on the water. So, get ready to set sail with confidence and peace of mind!

First Aid and Medical Preparedness

Living on a sailboat requires being prepared for medical emergencies. First aid and medical preparedness are vital for the well-being and safety of everyone on board.

  • Knowledge and Training: Basic knowledge of first aid techniques and procedures is essential. This includes CPR, wound care, and handling common injuries on a sailboat.
  • First Aid Kit: A well-stocked first aid kit is imperative. It should include bandages, antiseptic solution, adhesive tape, pain relievers, and necessary prescription medications.
  • Emergency Communication: Reliable communication with onshore medical professionals is crucial. This could involve a satellite phone, a VHF radio, or access to a nearby marina’s communication system.
  • Medical Evacuation Plan: Have a plan for medical emergencies that may require evacuation to a hospital or medical facility. Familiarize yourself with local emergency services and understand their response time and capabilities.
  • Seasickness Prevention: Seasickness can be debilitating for some individuals. Have remedies on board and know how to prevent and manage this common condition.

By being prepared and equipped with necessary knowledge and supplies, you can handle any medical situation that may arise while living on a sailboat.

Dealing with Seasickness

– Stay hydrated: To deal with seasickness, stay hydrated. Drink enough water to prevent dehydration, as it can worsen symptoms.

– Choose your position wisely: Position yourself in the middle of the boat where the motion is least pronounced to minimize motion sickness.

– Focus on the horizon: Fix your gaze on a stable point in the distance, like the horizon, to reorient your senses and reduce seasickness.

– Get fresh air: Step outside onto the deck and breathe in fresh air. Being in an open area with good ventilation can alleviate seasickness.

– Acupressure: Apply pressure to specific points on your body, such as the wrist or inner forearm, to relieve seasickness symptoms. You can use acupressure bands or try massaging these points.

Fact: About 60% of individuals experience some level of seasickness when exposed to boat or ship motion. It is a common condition that can be managed with the right strategies and preparation.

Sun Protection and Hygiene

Living on a sailboat requires prioritizing sun protection and hygiene for a safe and comfortable experience.

  • Wear sunscreen: Prioritize sun protection by using broad-spectrum sunscreen with a high SPF to safeguard your skin from harmful UV rays. Apply generously and reapply every few hours, especially on deck.
  • Protective clothing: Ensure sun protection by wearing lightweight, long-sleeved shirts, pants, and hats to shield your skin from direct sun exposure. Look for clothing with built-in UV protection for added defense.
  • Sunglasses: Invest in sunglasses that provide UV protection to safeguard your eyes from glare and prevent eye strain.
  • Keep clean: Maintain good hygiene in close quarters by regularly washing your hands with soap and water to prevent the spread of bacteria and germs.
  • Shower facilities: Check for onboard shower facilities. If unavailable, plan for regular visits to marinas or other facilities for your personal hygiene.
  • Proper waste disposal: Follow responsible waste disposal practices to keep the environment clean. Use designated areas for waste disposal and opt for biodegradable toiletries when possible.
  • Water conservation: Conserve water onboard by taking shorter showers and using water-saving techniques for dishes and laundry. This ensures an adequate freshwater supply.
  • Stay hydrated: Prioritize sun protection by drinking plenty of water to prevent heat-related illnesses and stay hydrated in the sun.

Prioritizing sun protection and maintaining good hygiene practices enables a safe and healthy life on a sailboat.

Additional Resources

Here is a list of resources for living on a sailboat:

  • Books: Highly recommended titles include “ The Essentials of Living Aboard a Boat ” by Mark Nicholas, “ The Cruising Life: A Commonsense Guide for the Would-Be Voyager ” by Jim Trefethen, and “ The Boat Galley Cookbook ” by Carolyn Shearlock and Jan Irons.
  • Websites: SailNet , CruisersForum , and The Liveaboard Life provide resources, advice, and support for liveaboard sailors.
  • YouTube Channels: Sailing La Vagabonde , Sailing Uma , and SV Delos offer entertainment, educational content, and real-life experiences related to living on a sailboat.
  • Sailing Courses: The American Sailing Association and the Royal Yachting Association offer courses for all levels of sailors.

When I decided to live on a sailboat, I found a wealth of resources that provided guidance and support. Books, websites, and online communities gave valuable tips and insights from experienced sailors. Sailing courses helped me develop necessary skills. Now, I live my dream, sailing to new destinations and enjoying the freedom of living on a sailboat.

Some Facts About How To Live On A Sail Boat:

  • ✅ Living on a sailboat can be a more affordable option for those who want to live on the water without paying coastal house prices. (Source: Atomictunayachts)
  • ✅ It is important to avoid buying a fixer-upper boat as it can be costly and time-consuming to fix any problems. (Source: Atomictunayachts)
  • ✅ Choosing a smaller boat can be beneficial as it is easier to handle, cheaper to buy, and can fit in more marinas. (Source: Atomictunayachts)
  • ✅ Renting a slip in a marina is cheaper than coastal rent, but there can be a long waiting time for a slip in popular areas. (Source: Atomictunayachts)
  • ✅ It is essential to have sailing experience and knowledge before moving onto a boat, including taking courses and being comfortable with the boat. (Source: Atomictunayachts)

Frequently Asked Questions

How can i reduce my living expenses by living on a sailboat.

Living on a sailboat can be a more affordable option compared to coastal house prices. It allows you to minimize your lifestyle, reduce monthly rent costs, and save on utilities by being mindful of water and electricity usage.

What should I consider when choosing a sailboat to live aboard?

When choosing a sailboat for liveaboard purposes, consider factors such as the size of the boat, its accommodations, and its condition. A smaller boat may be easier to handle and fit in more marinas. Buying a used sailboat in good condition can also help reduce costs.

What utilities do I need on a liveaboard sailboat?

On a liveaboard sailboat, you will need power, water, and sewage systems. Most liveaboards hook their sailboats up to shore power and water, while storing water and sewage in tanks. It’s also possible to install alternative energy sources like solar panels or wind turbines to reduce dependence on shore power.

How long is the waiting time for a slip in popular marinas?

The waiting time for a slip in popular marinas can vary, but it is not uncommon for there to be a long waiting time. It is recommended to inquire about slip availability and visit marinas in person to get a better understanding of the waiting times in your desired area.

What maintenance tasks are involved in living on a sailboat?

Living on a sailboat requires staying on top of maintenance tasks. This includes regularly checking for leaks and repairing them promptly, as well as conducting routine maintenance on safety equipment, electronic systems, and the overall condition of the boat. It’s important to be prepared for the ongoing maintenance involved.

Can I make money while living on a sailboat?

Yes, it’s possible to make money while living on a sailboat. Many liveaboards engage in remote work, freelancing, or even boat repair to support their lifestyle. Finding ways to work remotely or within the sailing community can provide financial stability while living aboard a sailboat.

About the author

'  data-srcset=

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

Latest posts

The history of sailing – from ancient times to modern adventures

The history of sailing – from ancient times to modern adventures

History of Sailing Sailing is a time-honored tradition that has evolved over millennia, from its humble beginnings as a means of transportation to a beloved modern-day recreational activity. The history of sailing is a fascinating journey that spans cultures and centuries, rich in innovation and adventure. In this article, we’ll explore the remarkable evolution of…

Sailing Solo: Adventures and Challenges of Single-Handed Sailing

Sailing Solo: Adventures and Challenges of Single-Handed Sailing

Solo Sailing Sailing has always been a pursuit of freedom, adventure, and self-discovery. While sailing with a crew is a fantastic experience, there’s a unique allure to sailing solo – just you, the wind, and the open sea. Single-handed sailing, as it’s often called, is a journey of self-reliance, resilience, and the ultimate test of…

Sustainable Sailing: Eco-Friendly Practices on the boat

Sustainable Sailing: Eco-Friendly Practices on the boat

Eco Friendly Sailing Sailing is an exhilarating and timeless way to explore the beauty of the open water, but it’s important to remember that our oceans and environment need our protection. Sustainable sailing, which involves eco-friendly practices and mindful decision-making, allows sailors to enjoy their adventures while minimizing their impact on the environment. In this…

Better Sailing

Best Boating Destinations in the Florida Keys

Best Boating Destinations in the Florida Keys

Widely called the Sunshine State, Florida is regarded by lots of travelers from around the globe to be the ‘boating capital’ of the world. For boaters, a destination with lots of sun and water with lots of boats, and a paradise for a natural setting, as in the case of Florida, can only pass as the choicest place for boating.

Therefore, it is no surprise that every year, thousands of recreational, commercial, and pleasure boaters visit the Florida Keys to sail, dive, fish, snorkel, and savor a wealth of activities on the water, including paddle board sports and kayaking.

The Florida Keys are coral reefs off the southern coast of the city. The Florida Keys National Marine Sanctuary (FKNMS) protects their surrounding waters, which stretch from Miami’s southwestward to include the Dry Tortugas. FKNMS boasts unique and spectacular resources like shipwrecks, coral reefs, fisheries, and seagrass beds that are a source of recreational and commercial activities like boating, diving, and fishing.

Bear in mind that boating in the Florida Keys can be difficult, especially for first-time boaters taking on shallow island waters. However, the areas have some of the world’s best boating scenes. Here are some of the best boating destinations in the Florida Keys:

Key Largo (Upper Keys)

One of the best places to boat in Florida is Key Largo. The upper Florida Keys begin south of Miami and extend into the lower corners of the state. The most popular attraction in this section of the Keys is the John Pennekamp Coral Reef State Park. 

 Key Largo is the northernmost island in the Florida Keys and the first island reached by North-South sailors. You will find resorts and rental homes here, as well as several marinas that welcome passing boaters. Marinas, such as Kings Kamp and Bluefin Rock Harbour, also serve as RV parks if you want to take a land cruise to Key Largo. 

John Pennekamp Coral Reef State Park remains one of the major highlights in Key Largo. There you can sign up for snorkeling and diving trips, board a glass-bottom boat, or rent a kayak or paddleboard (if you haven’t already). Another must-see in Key Largo is the Florida Keys National Marine Sanctuary. Here you’ll find the Eco-Discovery Center with interactive exhibits, including a model of Aquarius, the world’s only underwater oceanographic laboratory.

Key Largo Florida Boating Destination

>>Also Read: 10 Best Boating Destinations In Miami

Tavernier (Upper Keys) 

The largest island in the Upper Keys is Tavernier. Hotels in Tavernier offer a cross-border option for Key Largo but are still close to most of the fun. If you want a night or two away from the boat, consider the scenic cottages at Island Bay Resort or the Coconut Palm Inn, which has a marina for guests. 

 If you are boating with friends or acquaintances, the Coconut Palm Inn can also help arrange events such as weddings, fishing competitions, and yoga retreats. Family reunions aren’t uncommon here as well, and corporate retreats and birthday parties.

Tavernier Keys Boating Destination

Islamorada (Upper Keys) 

Islamorada is home to the legendary marina, Bud’ n’ Mary’s, which serves as the launch pad for different kinds of sport fishing. There are temporary moorings here, but they are limited, so please call to make a reservation before visiting. With or without a local guide or charter boat, once in, you will find some of the world’s best fishing for mahi-mahi, tarpon, shark, and swordfish. 

 After a day of boating, proceed to any of the modern restaurants and bars nearby. You will find an assortment of menus, including a children’s menu that will satisfy the whole family. Raw tuna nachos are also a delicacy only available at the water’s edge for many establishments. The restaurant will cook whatever you bring after you catch it yourself (grilled, seared, black-grilled, or whatever you prefer).

Islamorada Keys Destination for Boats

>>Also Read: Living on a Boat in Florida – Best Liveaboard Marinas, Costs, and Tips

Long Key (Middle Keys) 

The central part of the Florida Keys begins at Long Key and stretches further to the Seven Mile Bridge, which links Knights Key (Middle Keys) and Little Duck Key (Lower Keys). If you prefer to explore at a slower pace, this middle portion of the Florida Keys is often quieter than the hotspots of Key Largo and Key West. 

Fiesta Key RV Resort & Marina is situated on a 28-acre property in Long Key with its own marina, RV parking, and hotel. It has a restaurant and beach bar and is close to Long Key State Park, famous for bird swimming and birdwatching. For a different experience, you can leave the boat to visit campgrounds nearby overlooking the water.

Duck Cay (Middle Quays) 

Duck Cay is home to Hawks Cay Resort and is so popular that the entire island is sometimes referred to as Hawks Key. The property has 6 on-site restaurants that deal in everything from surf and turf to ceviche. The property’s Oasis Cay Bar is famous for being an adults-only facility by the pool if you want to observe a me-time after taking the kids out for other activities.

The natural patterns you will find here are not only gorgeous, but they also form a great destination for boating. And regardless of your expertise, navigating Duck Cay would not be too demanding. Just make sure you have a well-thought itinerary.

Duck Cay Key FL Boating

>>Also Read: Best Boating Destinations in Florida

Sugarloaf Key (Lower Keys)

The lower Florida Keys span from Big Pine Key to its terminus in Key West. Key West is arguably the most famous island in the entire Florida Keys, with a myriad of attractions and boaters of all kinds weaving through the local streets. 

Sugarloaf Quay attracts many kayakers who love exploring the backwaters and all its mangroves. You will find guides and rentals at locations like Backcountry Sugarloaf Marina and Boat Rentals. The Sugarloaf Marina has a kayak launch as well as a boat launch.

Key West (Lower Keys) 

Key West is a paradise in its own right. It is the last stop towards Cuba, about 90 kilometers away. This place has been a haven for flamboyant personalities, including Tennessee Williams and Ernest Hemingway. Several U.S. presidents have also holidayed here, especially Franklin D. Roosevelt, who took a special interest in the place.

Boaters usually go ashore to participate in the Duval Crawl, a DIY bar crawl along Duval Street in the center of town. There is the Sloppy Joe’s Bar, established in the 1930s. They serve drinks in the morning and host live music on most nights. Bull and Whistle Bar is full of wall paintings that tell the town’s history and offer coolies to keep your drinks chilled when on board. 

Visitors who visit Key West will want to snap a photo at the giant land “buoy” that marks the southernmost tip of the continental United States. 

 Next, visit the Ernest Hemingway Home and Museum on Whitehead Street opposite the lighthouse. Hemingway lived there in the 1930s. The legendary writer’s mansion has been a museum since the 1960s. Many officials believe the mansion is a more popular tourist attraction than the bars on Duval Street.

 Marinas are everywhere in Key West for most size boats. Try Galleon Marina if you want to anchor near the Sunset Tiki Bar or Key West Bight Marina, which accepts online reservations and offers an online 360-degree tour of the facility.

Florida Keys - Key West Boating Location

>>Also Read: Best and Cheapest Liveaboard Marinas in Florida

Best Boating Destinations in the Florida Keys – Summary

Only a few things are more genuinely pleasing than a Florida Keys boating or sailing itinerary to an avid boater. From Key Largo at the archipelago’s tip down to Key West at the end, the Keys have scintillating sceneries, fun-filled activities, and great year-round boating. These feature destinations are boaters’ paradises with pristine freshwater to catch the attention of anyone. There is a possibility that your boating expeditions take all your attention. However, try to explore on your own and see other attractions that these boating destinations have lined up for visitors. It’s Florida! You won’t regret it.

Peter

Peter is the editor of Better Sailing. He has sailed for countless hours and has maintained his own boats and sailboats for years. After years of trial and error, he decided to start this website to share the knowledge.

Related Posts

9 Breathtaking Places to Visit while Sailing Across The Greek Ionian Islands

9 Breathtaking Places to Visit while Sailing Across The Greek Ionian Islands

Unveiling the World’s Best Fishing Secrets: 10 International Hotspots for Anglers

Unveiling the World’s Best Fishing Secrets: 10 International Hotspots for Anglers

Sailing in Qingdao, China: Exploring the Coastal Charm

Sailing in Qingdao, China: Exploring the Coastal Charm

Best Spearfishing Spots in California

Best Spearfishing Spots in California

  • Buyer's Guide
  • Destinations
  • Maintenance
  • Sailing Info

Hit enter to search or ESC to close.

facebook pixel

A Guide to Sailing in the Florida Keys

Known for coral islands and sandy picnics, the Florida Keys are an incredible sailing destination

There are over 880 reasons why the Florida Keys are the best yacht charter destination in America. This endless chain of coral islands wiggles from Miami to Key West in a sandy necklace licked by the sun. Only 30 of the islands are populated – mainly by lucky park rangers and oyster shack shuckers. Anchor off the hundreds of other Florida Keys for dolphin spotting, mangrove kayaking, desert island picnics and whirlpool-warm seas. Access? Solely by sea.

For a seamless day sailing the Florida Keys.

What to see and do in the Florida Keys

Heading south from Miami, Key Largo is first in line. This Florida Key hosts America’s first undersea sanctuary – the John Pennekamp Coral Reef State Park. Step off your yacht with snorkels, scuba tanks, or a glass-bottomed kayak. Finding Nemo? He’s right here, along with yellow snappers posing for selfies and lobsters peeking out from coral reefs.

people cheering on a mountain

Become a Culture Tripper!

Sign up to our newsletter to save up to 500$ on our unique trips..

See privacy policy .

Shhh. The Florida Keys extend just under another 100km (62mi) west from Key West in the form of the Dry Tortugas. This little-known collection of coral islets is protected within a National Park that’s 99% water. The archipelago is linked by an irregular ferry service and hosts a single rustic campsite, making a chartered yacht the ultimate way to arrive. From the deck, spot loggerhead turtles, bottlenose dolphins and magnificent frigatebirds.

living on a sailboat in the keys

Best mooring locations in the Florida Keys

Key West’s line of petite marinas is sheltered on the northern side of the island – a stroll away from dozens of oyster shacks and lobster houses. Conch Harbor Marina offers free bikes, document printing and hammocks to sailors who tie-up – plus iced beers, two restaurants and a fishing store. Call ahead or contact them on open VHF Channel 16. Paradise is a tie-up to a mooring buoy off Looe Key – while the island is a National Marine Sanctuary where sea life congregates in droves. Leap over the side to see parrotfish, butterflyfish and jacks. As with all coral reefs, look but don’t touch.

Sailboats docked at the Conch Harbor Marina in Key West in the Florida Keys

Where to eat and drink in the Florida Keys

The sustainable larder of the Florida Keys is stocked with stone crabs, mahi-mahi and lionfish – where your menu should include shrimp tacos, Cuban pork and conch fritters. All crowned by a calorific wedge of key lime pie. No establishment on Key West can be considered fancy – Red Shoe Island Bistro simply gathers top drawer ingredients then serves them on the half shell, au beurre, or simply grilled. Harpoon Harry’s is as unabashed as its name – Join salty seadogs for a lobster po’boy or a seafood platter with the works. Pair with Bigger Boat White, a malty pilsner beer brewed in the Waterfront Brewery in Key West.

Harpoon Harry’s Restaurant and Bar in the Florida Keys

Best charter options in the Florida Keys

Sailing a motorized catamaran is a cinch . You can cruise the Florida Keys – with or without a skipper – with horsepower under the bonnet and not a single sail to worry about. Hire a vessel with Dream Yacht Charter , from skippered charters to bareboat fleets, let the captain do the work unless you’re a sailor.

An elevated view of sailing ships in the Florida Keys

Where to get groceries in the Florida Keys

New Market is the marina neighborhood store for pickles and mayonnaise to accompany your lunch on Picnic Island – yes, there’s a clue with that name. The Sunbeam Grocery, a few blocks east of Key West’s marina strip, is bigger and less expensive. Stock up on all-American snacks, international beers and Taittinger Champagne to bring out your inner James Bond.

Key annual sailing events in the Florida Keys

The Buccaneer Blast kicks off from Key Largo’s Upper Keys Sailing Club each February. The two-day race sees scores of younger sailors compete in Lasters, Optimists and Open Skiffs.

Climate and weather in the Florida Keys

As a yacht charter destination, Florida is fabulous for up to 10 months per year. Easterly winds promise 10-knot breezes through spring and autumn, rising to 15-knots in winter. Best of all, the reefs that surround the “American Caribbean” ward off choppy seas. Sunny? The Florida Keys and Miami Beach are the only places in the continental United States that have never recorded a frost. Winter highs average 25°C (76°F) while sea breezes stop summers from scorching. The only poor period for sailors is between late August and early October when sultry squalls and the occasional hurricane drift in. Sailors are advised to keep a keen eye on tides, too.

Sailing boats sit on South Beach in the Florida Keys

How to get to the Florida Keys

Most travelers fly into Miami International airport. The Florida Keys start a one-hour drive south at Key Largo. From here, it’s a sun-drenched 148km (92mi) drive down Highway 1 to Key West. Here, minor airport Key West International welcomes smaller jets from North American cities, including Chicago and New York.

Set sail around the Florida Keys.

Did you know – Culture Trip now does bookable, small-group trips? Pick from authentic, immersive Epic Trips , compact and action-packed Mini Trips and sparkling, expansive Sailing Trips .

landscape with balloons floating in the air

KEEN TO EXPLORE THE WORLD?

Connect with like-minded people on our premium trips curated by local insiders and with care for the world

Since you are here, we would like to share our vision for the future of travel - and the direction Culture Trip is moving in.

Culture Trip launched in 2011 with a simple yet passionate mission: to inspire people to go beyond their boundaries and experience what makes a place, its people and its culture special and meaningful — and this is still in our DNA today. We are proud that, for more than a decade, millions like you have trusted our award-winning recommendations by people who deeply understand what makes certain places and communities so special.

Increasingly we believe the world needs more meaningful, real-life connections between curious travellers keen to explore the world in a more responsible way. That is why we have intensively curated a collection of premium small-group trips as an invitation to meet and connect with new, like-minded people for once-in-a-lifetime experiences in three categories: Culture Trips, Rail Trips and Private Trips. Our Trips are suitable for both solo travelers, couples and friends who want to explore the world together.

Culture Trips are deeply immersive 5 to 16 days itineraries, that combine authentic local experiences, exciting activities and 4-5* accommodation to look forward to at the end of each day. Our Rail Trips are our most planet-friendly itineraries that invite you to take the scenic route, relax whilst getting under the skin of a destination. Our Private Trips are fully tailored itineraries, curated by our Travel Experts specifically for you, your friends or your family.

We know that many of you worry about the environmental impact of travel and are looking for ways of expanding horizons in ways that do minimal harm - and may even bring benefits. We are committed to go as far as possible in curating our trips with care for the planet. That is why all of our trips are flightless in destination, fully carbon offset - and we have ambitious plans to be net zero in the very near future.

living on a sailboat in the keys

See & Do

How to spend days island hopping in the florida keys.

living on a sailboat in the keys

Moor Up at These Alternative Marinas in the Florida Keys to Avoid the Crowds

living on a sailboat in the keys

Places to Stay

The best vacation rentals to book in the florida keys.

living on a sailboat in the keys

The Best Beach Hotels to Book in the Florida Keys

living on a sailboat in the keys

The Best Beach Hotels to Book in Key West, Florida

living on a sailboat in the keys

Secret Keys: Hidden Attractions in Florida’s Tropical Archipelago

living on a sailboat in the keys

Key Largo to Key West: Island Hopping Like a Local in the Florida Keys

living on a sailboat in the keys

The Best Hotels to Book in the Florida Keys

living on a sailboat in the keys

The Best Boutique Hotels to Book in the Florida Keys

Winter sale offers on our trips, incredible savings.

living on a sailboat in the keys

  • Post ID: 1002043409
  • Sponsored? No
  • View Payload

Florida Vacationers

Sailing the Florida Keys: 2 week Florida Keys Sailing itinerary

By: Author Reilly Mulligan

Posted on Published: August 5, 2023  - Last updated: October 9, 2023

Categories Florida Keys

Home » Florida Keys » Sailing the Florida Keys: 2 week Florida Keys Sailing itinerary

Sailing the Florida Keys: 2 week Florida Keys Sailing itinerary

Looking for a guide to sailing the Florida Keys ? You have come to the right place! Here’s a full circumnavigation Route of the Florida Keys from an avid Florida sailor. 

The Keys are a magical place and the only place in the continental US where you will find water that is a classic crystal clear turquoise shade. You could spend months exploring the hundreds of reefs and keys. If you don’t have months to spend exploring, I have got you covered.

I’ve compiled a cohesive itinerary for your Florida Keys circumnavigation that can be done within a week, but you’ll want to have more time. I promise. I would recommend that you set aside at least two weeks for this trip, so you can stop and explore the places that stand out to you the most.

This sailing journey through the Keys begins in the Miami/ Key Biscayne area. If you don’t have your own sailboat, you can rent one from sailo.com . For this journey, a sailboat with a shoal keel or a catamaran would be the best fit, as the Florida Keys are surrounded by relatively shallow waters.

The sailboat / yacht rentals out of the Miami/ Key Biscayne area are currently ranging from $450-$2000+ a day. I would recommend doing as much provisioning as possible while in this area, as you will have a wider variety of options and a better deal on gas and diesel.

After you get your boat stocked up and ready for your trip, you can anchor or moor off of Dinner Key for the night before starting your journey.

Florida Keys Sailing Guide: A 2 week itinerary

1. sailing from dinner key to rodriguez key.

49 Nautical Miles // 8 hours of sailing

If you decide to spend the first night of your journey at Dinner Key, the city has moorings available for $29.16 a night for vessels under 40 feet.

If you opt to spend the money for the mooring ball, you will also have access to pump-out facilities, laundry, exceptionally clean bathrooms and showers, and a dinghy dock (although it is quite a distance from the mooring field). There is also a shuttle service that runs to the mooring field from 8 am-5 pm; however, it doesn’t run if there are high winds and can result in having you stuck on shore without a ride back to your home.

This spot off Dinner Key offers very little protection and is open to all directions except the east.

Once you have weighed anchor and are ready to start heading to your next destination, head southwest towards the Biscayne flats, south of Key Biscayne.

If you want to stop for the night or need to duck away from an oncoming storm, you can anchor in No Name Harbor or along the edges of the Cape Florida Channel. After passing through the Biscayne flats, keep heading east towards the Atlantic Ocean. Once you’ve bypassed all of the channel markers, turn south and start heading through the waters of the Biscayne National Park.

Keep heading south down Hawk Channel, you will soon come to an area known as Mosquito Bank. Once you are sailing through the Mosquito Bank, you will see Rodriguez Key to your southwest. There are crab pots virtually everywhere, even within the channel. Be sure to be on the lookout, if you plan on getting in after dark it is crucial that you have a reliable bright spotlight.

I recommend anchoring on the northwest side of the island, in order to get the most protection possible. You might have a little bit of trouble trying to get your anchor to set, as the bottom consists of seagrass, rock, and coral.

Keep in mind that it is illegal to anchor on coral, so be sure to find a patch of sand or seagrass to drop the hook in. For southbound travelers, this is their first taste of the crystal clear water that the Keys are known for.

On days with better visibility, you can sometimes see your anchor in 7-10 feet of water. After getting your anchor set, be sure to go to shore and do some exploring on this beautiful, untouched mangrove island.

Dinner-Key-to-Rodriguez-Key-sailing-the-florida-keys

2. Sailing from Rodriguez Key to Little Crawl Key

37.9 Nautical Miles // 6 hours of sailing

Be cautious of crab pots along this route as they are littered everywhere. You should have no issues as you’re heading south down Hawk Channel, it is a relatively well-marked channel.

Once the channel starts bearing more west, you will find yourself coming up to the south side of Tavernier Key. You can also stop here and anchor for the night on both the north and south sides of the island and it has a decent sandy bottom that provides good holding. Little Crawl Key is home to Curry Hammock State Park.

Curry Hammock State Park is the largest piece of untouched land between Key Largo and Big Pine Key. If you visit during the fall you may be lucky enough to witness the huge migration of peregrine hawks that stop on the island on their pilgrimage south. Little Crawl Key is just south of Crawl Key.

They’ve been given their names due to the large number of turtle nesting that occurs on the island, with tons of tiny hatchlings crawling to the sea every year.

There are mangrove paddling trails that you can traverse on a kayak, dinghy, or paddleboard to get an up-close and personal view of the mangroves and all of the life inside of them. There are also hiking and biking trails on land if you would like to spend some time with solid ground under your feet. 

Rodriguez-Key-to-Little-Crawl-Key

3. Cruising from Little Crawl Key to Newfound Harbor Key

28.8 Nautical Miles // 4.5 Hours of Sailing

Before heading west out of Hawk Channel, be sure to stop at Looe Key Reef to do some amazing snorkeling and diving. There are tons of mooring balls surrounding the island on a first come first serve basis, be sure not to drop the hook on any reef or coral, as it is illegal.

If the mooring balls are all taken and you must anchor, be sure to find a nice patch of sand to drop the hook in.  You will find some of the best snorkeling and diving in the Florida Keys at the reef off Looe Key. While swimming around the reef you may come across some goliath groupers, spotted eagle rays, barracudas, or even a black-tip reef shark.

If you have extremely placid weather, you may be able to spend the whole night at Looe Key Reef. However, if you have any type of wind or swell, I would recommend heading a bit further inland for the night. Leaving the reef, head west-northwest towards Big Pine Key.

There is a slightly shallow area just north of Munison Key where you should keep an eye on your depth finder. You will find a ½ square mile of reef just off the coast of Palm Island that hosts an amazing diversity of coral, including fan coral, brain coral, boulder coral, and star coral.

Diving, while there is a northwest wind blowing, will provide you with the best conditions for good visibility.

Little-Crawl-Key-to-Newfound-Harbor-Key-sailing-the-florida-keys

4. Cruising from Looe Key to Key West

25.3 Nautical Miles // 4 Hours of Sailing

As you are approaching Key West ; your senses may start to overwhelm you. It is one of the best places to go sailing in the Florida Keys.

You will be able to hear the music and people laughing from the downtown area, smell the burgers cooking on the grill, smell the deckhands cleaning fish on the docks while joking with their crewmates, and hear an almost constant buzzing of motors and jetskis all around the island.

You can anchor in the northwest inlet of Fleming Key, and dinghy into downtown from there. You will still have a little bit of traffic buzzing around you, which is virtually impossible to avoid in such close proximity to Key West. You can also anchor on the Northeast side of Wisteria Island, which is a good option as well.

However, a few people have reported that there is a sizable amount of derelict boats off of Wisteria Island that tend to drag if there is any weather at all. It is also a considerable distance from the dinghy docks on Key West. If you decide to leave your tender at the dinghy dock, it costs $8 a day. I would still recommend locking up your belongings to make sure that everything is where you left it when you return.

Once you get onshore in Key West, the activities available are essentially endless. There is something to do for the whole family. If you are a literary lover, you can stop at the Hemingway Home and Museum and meet the six-toed cats that live on the grounds.

You can also get a tour and see where Hemingway spent his nights writing his multiple masterpieces. The pool on the premises was constructed in 1938, and is gargantuan in size, especially for this era. It was the only pool within 500 miles of Key West when it was constructed. Entrance to the Hemingway Home costs $18/day for adults, $7 for children between 6-12 years old, or free for children 5 and under. Entrance into the home also gives you access to a 20-30 minute guided tour.

If you would like to get a little more in-depth view of the life of Ernest Hemingway, you can grab dinner and a drink at Sloppy Joe’s Bar, one of Hemingway’s favorite hang-outs.

Looe-Key-to-Key-West

If you would like to see a more colorful side of Key West, you can visit Nancy Forrester’s Secret Garden. Nancy Forrester’s Secret Garden is a parrot sanctuary that homes multiple endangered species of macaws and parrots.

Entrance to the sanctuary costs $10 for adults and $5 for children between the ages of 5 and 11 years old.

A visit to Key West is not complete until you’ve got a photo taken in front of the Southernmost Point in the Continental US, a classic must-see stop that is free to visit. From this point, it is only 90 miles to Cuba.

Duval Street runs right through the middle of Key West, oriented to run north and south. There are tons of little shops and cafes to stop and poke in and grab refreshments when necessary. If you find yourself on the north side of Duval Street, you will come across Mallory Square.

Mallory Square is known for its magnificent view of the sunset, and the countless buskers and street performers earning their living everywhere that you look. If you have a hankering for something sweet, be sure to stop at Kermit’s Key West Key Lime Shoppe for a frozen dark chocolate-covered piece of Key Lime Pie .

If you want to be blown away by the impressive size of the marine wildlife that Key West has to offer, take a trip over to Stock Island and visit Robbie’s of Key West Marina. There is a $2.50 entrance fee to go out on the dock and $4 more for a bucket full of fish to feed the tarpon. You will be able to see your hand and wrist get completely swallowed by a tarpon before it takes its treats and releases your appendages.

things to do in key west

5. Key West to Dry Tortugas

64 Nautical Miles // 10 Hours of Sailing

Dry Tortugas National Park is a 100-square-mile park. It is a bird watcher’s paradise. It is one of the only places in the continental US where you can find endangered sooty terns nesting.

It is also home to one of the only known nesting colonies of frigate birds. There have been over 300 species of birds identified within its grounds. Fort Jefferson, an octagonal fort, proudly dominates Garden Key. The construction for it began in 1845. It was meant to be a military installment for US ships to patrol the Gulf of Mexico Construction was never completed and the fort was never armed, but it still sits on Garden Key, the second largest key in all of the Dry Tortugas.

Garden Key is also home to the visitors center, parks headquarters, and campgrounds. Entrance to the park costs $15 a person, excluding people under the age of 16, and is paid through a self-service fee area on the main dock at Garden Key.

here are no trash receptacles on the island so you need to “pack in and pack out” everything that you bring. Be sure to respect your neighbors and mother nature, and remember that littering is illegal. There are also no lifeguards on duty so swimming is at your own risk. It is encouraged to always use the buddy system while swimming or snorkeling

Keep in mind that it is illegal to molest, stand or sit on coral, as it does a considerable amount of damage to the ecosystem.

Anchoring on the southeast side of Fort Jefferson typically allows you the best protection. Once you get the hook set, you will find yourself in a remote tropical paradise. The Dry Tortugas National Park is only accessible by seaplane, ferry, or private boat.

The Dry Tortugas has some of the best fishing that you will ever have the pleasure of experiencing. People with their own boats are required to get a boating permit for each vessel in order to be allowed to fish. These permits are free and can be picked up at the Garden Key Dock House.

You will need to get a boating permit for any type of vessel including kayaks, paddle boards, or dinghies. You will also need your Florida saltwater fishing license . Lobstering and spearfishing are both prohibited within the park. “J” hooks are not permitted to be used within the park, but “circle” hooks are acceptable.

If you’re lucky, you’ll be able to catch some of the amazing gamefish that call the Dry Tortugas their home such as amberjacks, bluefin tunas, blackfin tunas, wahoos, kingfish, black grouper, red grouper, swordfish, sailfish, and permits. The species of fish that you pull up will be dependent on the time of year that you go.

There are also at least five turtle species present in the park including Loggerheads, Green Turtles, Kemp’s Ridley, Hawksbill, and Leatherbacks. President Franklin D. Roosevelt designated the fort a national monument. Now, you cannot remove any seashells, sand, rocks, coral, or glass from the national park.

things-to-do-in-Dry-Tortugas.

If you don’t feel up to making the entire 64-mile trip, you can stop about halfway in between Key West and the Dry Tortugas at the Marquesas Keys, turning the voyage into a slightly more manageable two-day trip.

The Marquesas Keys, not to be confused with the Marquesas Islands found in French Polynesia, are located about twenty miles west of Key West. It is sometimes referred to as “Button Island” due to its round shape. It was known to have been used for military target practice as recently as the 1980s.

The Marquesas are four miles in diameter, and the lagoon located in the center is known as Mooney Harbor. After leaving Marquesas Keys, it is a 36-mile distance to the Dry Tortugas.

Dry-Tortugas

The next section of this sailing route through the Keys is through the Inner Passage, on the northwest side of the Keys in the Florida Bay, rather than the Atlantic Ocean side.

his region in the Florida Keys is rather shallow, and I wouldn’t recommend attempting the journey without a functioning transducer on board. Also, if your boat draws more than five feet, you may want to reconsider and complete the trip through Hawk Channel, on the Atlantic Ocean side.

Key-West-to-Dry-Tortugas-sailing-trip

6. Dry Tortugas to Snipe Point

64.2 Nautical Miles // 10 Hours of Sailing

After visiting Key West and the Dry Tortugas, you may want to get away from the tourists a bit and hang out where the locals like to hang out. I would recommend going to Snipe Point on a weekday because the sandbar can become one giant party on the weekend.

Snipe Point is within the Great White Heron National Wildlife Refuge, which was established in 1938 as a refuge for migratory birds, great white herons, and other tropical wildlife.

This area is commonly referred to as “the backcountry” by locals. Tons of turtles use this beach as a nesting area, so be sure to keep a lookout for nesting spots, and keep your lights to a minimum at night. Great White Heron National Wildlife Reserve consists of 1,000’s acres of untouched shallow, crystal clear waters and mangrove islands.

There are no pets permitted on shore. Be sure to keep your eye out for crab pots as they are littered everywhere around the island and channel.

Dry-Tortugas-to-Snipe-Point

7. Snipe Point to Fat Deer Key

41 Nautical Miles  // 6.5 Hours of Sailing

Fat Deer Key is located just north of Marathon and south of Long Point Key. It is another of our favorite places for Sailing in the Florida Keys.  On the Atlantic side of the island, you will find Coco Plum Beach, with its pristine white powdery sand. This is a great place to hang out if you wish to spend the day cooling down a little bit.

Curry Hammock State Park is located on Fat Deer Key, and within this park you will find the Curry Hammock State Park Nature Trail. Once entering the park, travel west for one mile to find the mouth of the hiking trail. You can find parking on either side of the road.

The hammock that shadows over you gives you a little bit of relief from the hot Florida sun. This state park is home to the largest thicket of Florida thatch palms in the continental US.

Fat Deer Key is just north of Marathon. Marathon is a well established city, and you will find everything you need to reprovision and top off your gas and/or diesel tanks.

Once on shore, there are a multitude of marina and dive shops that you can check out. Some of them include: Captain Hooks Marina and Dive Center and Driftwood Marina and Storage. If you are hungry for some delicious, fresh seafood be sure to stop in at SS Wreck and Galley Grill or the Island Fish Company. You can also check out Florida Keys Aquarium Encounters while exploring Marathon.

Snipe Point to Fat Deer Key

8. Fat Deer Key to Butternut Key

45.5 Nautical Miles // 7 Hours of Sailing the Keys

Butternut Key is located in Florida Bay, the body of water between the Florida Keys and the southern tip of Florida, east of the Gulf of Mexico.

Butternut Key is off the southwest coast of Key Largo. Technically, it is considered to be a part of the Everglades National Park . The maximum stay that is permitted is 14 days. There is a poll and troll zone within 300 feet of the islands, meaning that motors are not permitted.

It is easiest to approach the island from the southwest, off of the Intracoastal Waterway. You will have a 6-7 foot depth at low tide. Just like every other anchorage on the west side of the Keys, be sure to keep an eye on your depth sounder. The bottom is fine sand and soft mud and provides excellent holding. The anchorage is the most comfortable if it is blowing out of the North or East.

You’ll have a fantastic view of the sunset, as this spot is completely open to the West. This untouched, serene, remote tropical paradise inspires everyone who has the pleasure of laying eyes on it, including legendary artist Clyde Butcher. He traveled to Butternut Key in 1997 to preserve her beauty in a photograph forever.

Fat Deer Key to Butternut Key

9. Butternut Key to Dinner Key

49 Nautical Miles // 7 Hours and 45 Minutes of Sailing

When you depart from Butternut Key, head southeast toward the Atlantic Ocean, and then start heading up north once you reach Key Largo. Heading west you are first going to sail north through Baker’s Cut and enter into Buttonwood Sound.

Keep heading northeast through Buttonwood Sound, until you reach Grouper Creek. Again, keep your eyes on your depth sounder to make sure you don’t run aground. Also, keep a diligent eye out for crab pots that cover the waterways through here. After passing through Grouper Creek, you will spit out to the east into Tarpon Basin. As you continue heading north up the Intracoastal Waterway, you will soon enter Dusenbury Creek.

For this portion of the sailing route, it is crucial that you have a functioning engine onboard, as these voyages are nearly impossible without one. After exiting Dusenbury Creek, you will find yourself in a large bay, known as Blackwater Sound.

Continue heading northeast until you come to the mouth of Jewfish Creek. Jewfish Creek will bring you to Barnes Sound, then Card Sound, and then finally Biscayne Bay, inside of the Biscayne National Park. You will be able to anchor back at Dinner Key or find a slip in a marina to treat yourself after your jam-packed voyage.

Butternut Key to Dinner Key

Final Thoughts Before you set sail on your Yacht

If you plan to use our guide to Sailing the Florida Keys, we would love to hear from you so leave us a comment below.

Want more great Florida sailing routes? be sure to check out the Best Places to go Sailing in Florida !

Author: Reilly Mulligan is a sailing enthusiast from Florida who has spent her life sailing and exploring the Sunshine State.

Reilly Mulligan

Reilly is a sailing enthusiast from Florida who has spent her life sailing and exploring the Sunshine State. A native Floridian born who raised in St. Petersburg, Florida, Reilly has spent her whole life going on interesting, off-the-beaten-path trips around the state of Florida and has a plethora of information and experiences to share! While she is not sailing her boat around the Sunshine State she is sharing her experience traveling around the State with the readers of Florida Vacationers!

View all posts

Sharing is caring!

life-of-sailing-logo

Living On A Sailboat - Pros & Cons

Living On A Sailboat - Pros & Cons | Life of Sailing

Last Updated by

June 15, 2022

Living on a sailboat is an adventure which requires a complete lifestyle change for most people. So, what are the pros and cons of living on a sailboat?

There are many pros and cons to living on a sailboat. Hopefully you’ll find that the pros far outweigh the cons. Pros such as privacy, freedom, and adventure top my sailboat living list. Some cons are cramped living space, having your home rock when the weather turns nasty, and small living space.

There are many variables to consider when creating a list of pros and cons for living on a sailboat. Whether you live at anchor or at a dock, one con for sailboat living is the general lack of space. There are no walk-in closets on your typical sailboat. However, this can be seen as a pro if your goal is to minimize your belongings. Being at the mercy of the weather is a con which affects boats at anchor far more than docked vessels. Again, this can become a pro as your understanding of weather patterns will improve.

Although living on a sailboat is a big change from living in a house, there are so many pros to boat life that the cons seem inconsequential. I’ve been living on board my 30ft sailboat with my family for 3 years and for the most part, we’ve really enjoyed it. My biggest con on board my boat is lack of storage space. That’s due more to the length of my boat than to general sailboat life, though. If you’re an adventurous person looking to get away from your land based lifestyle, I definitely recommend sailboat living.

Table of contents

Let's start with the positives, shall we? I always like to focus on the good, whenever possible.

When you live at anchor on a sailboat, you get to experience whatever level of privacy and solitude that you prefer. There are anchorages that are quite crowded and boisterous, but you’ll also find anchorages in which you are practically the only boat. You get to decide the level of privacy you want to enjoy.

I think one of the greatest pros for living on a sailboat is that it’s fun. It’s fun to sail around, and fun to wave to other boaters and people on land as you navigate the waters. Living on a sailboat is exciting, because every day is different and you never know what might happen next. There's very little ‘hum-drum’ in the life of a sailor. There's an endless list of projects to work on, activities to enjoy, and fellow sailors to socialize with.

Your Home Can Travel

This is one of the biggest pros for many sailors. So many of us have the permanent travel bug and it’s liberating to know that if you want a change of scenery, it’s as simple as lifting the anchor or throwing the dock lines. Within a few hours, you’re in a new place with new people and new opportunities.

For people with wanderlust, having a home that can travel is invaluable.

If you find that you don’t like the people on the boat anchored next to you, you can move your boat! Unlike living on land, you aren’t stuck with your neighbors.

Minimalist Lifestyle

It’s inevitable when moving onto a sailboat to have to get rid of a great deal of one's belongings. This forced purging gives one a new perspective on wants vs. needs. When you’re forced to par down your earthy goods to what can fit into a 30/40/50 ft boat, it allows you to see what you really need and get rid of the excess that is so common in the American lifestyle.

You value what few belongings made the cut and enjoy them that much more. It’s very freeing not to be weighed down by a garage, attic, or basement full of stuff that you don’t need.

Virtually Endless Adventure

There are so many fun activities that can be done while living on a sailboat. Besides the obvious one - sailing - consider these enjoyable pastimes:

  • Scuba diving
  • Kite surfing
  • Windsurfing
  • Paddleboarding

Typical hobbies are easily enjoyed on sailboats as well. I’ve known sailors that sewed, painted, carved, wrote, took classes, on and on. The activities available on a sailboat are limited only by your imagination and obviously by the space available on your boat.

Strong Community

It's hard to beat the sailing community when it comes to helpful, caring people. Any time I have ever needed help or advice with any boat maintenance issue, fellow boaters are always more than willing to contribute in whatever way they can. Whether it’s offering up a spare part when you’re far from civilization, helping diagnose an engine issue, or just being there to give their 2-cents, the boating community is one of the most helpful around.

I’ve had someone come to my aid when my anchor was dragging in the middle of the night and I ended up on the rocks, shared a much needed spare impeller when my water pump failed, and been given mountains of advice about weather, routes, or favorite anchorages.

You never feel alone or unsupported when you’re a sailor in need. If there is a fellow sailor around to help, they most certainly will.

Many popular anchorages have a cruisers net that meets every morning at a certain time on a particular marine radio channel. Events are stated, as well as news and needs of the local cruising communities. It’s a great way to meet friends, find spare parts, or sell unused gear.

Unique Lifestyle

If you’re someone who has always enjoyed living life differently than everyone else, then living on a sailboat may be a good option for you. There are upwards of 100,000 people in the US living on sailboats which is a drop in the bucket compared to the 331,349,281 landlubbers. People that don’t live on boats are often baffled by those who do. Some are in awe of a water based lifestyle while others are certain they couldn’t do it themselves.

There's something rewarding in knowing that you’re breaking out of the ‘norm’ and forging your own path. Living on a sailboat can be a great jumping point for your unique lifestyle.

Incredible Scenery

I don’t know how many times I’ve anchored my boat up in front of multi-million dollar homes to enjoy the same insanely gorgeous view that they do, but for a fraction of the cost. Plus, sunsets and sunrises are breathtaking on the water. It’s fairly easy to find a secluded anchorage in most places, even near bustling metropolises.

Living on a sailboat brings us closer to nature. We tend to go to sleep when the sun sets and rise with the sun. You’re dealing with the weather on a daily basis, whether it’s heat, wind, rain, or cold. You experience weather more intensely on a boat. This causes us to appreciate the good weather all that much more. When the wind blows in the direction you want, when the wind doesn’t blow so you can enjoy a still night of sleep, or when the weather isn’t doing much of anything at all. You simply feel more gratitude and stop taking those nice weather days for granted.

There are certainly some disadvantages of living on a sailboat. Trust me, it’s not all sunshine and rainbows blowing out your hatches all day long.

Small Living Space

A 30 foot sailboat averages around 250 sqft, while a 40ft would be around 300 sqft. It takes some time to adjust to such miniature living conditions. But, once you’re adjusted to it, most of us realize that we never really needed more space to begin with. Not all sailboats sport small living spaces. Some catamarans are like floating condos. But most monohull sailboats are pretty tight inside.

Mildew is a common issue for most sailboats. There are a number of products available to combat mold growth. I’ve tried multiple over the counter sprays and while they work, the mildew almost always returns. A boat's interior is simply an ideal environment for mold. It’s out of direct sunlight, there's moisture, and there's often wood. Mildew loves wood.

Besides the mildew, there’s a constant dampness to bedsheets and clothing that just never seems to go away. Dampish fabric is something that you get used to and may only realize that you’ve been living with once you get a chance to stay in a hotel or house.

Having air conditioning helps considerably with onboard dampness.

Costly Maintenance

Boat repairs are often more expensive than one might expect. Mechanical parts are expensive and mechanics are even more expensive. You can keep your costs down by doing your own repairs whenever possible, but they don’t say Break Out Another Thousand for nothing. Plus, simple things like dock lines and fenders can really add up.

Having sails or cockpit canvas replaced is something that only needs to be done every 5-10 years. You’re looking at a cost of around $4000 for new sails and about the same for new bimini and dodger canvas.

When you’re living on land, you don’t have to pay too much attention to the daily weather unless you’ve got a hurricane headed your way. On a boat, however, it’s necessary to be in tune with the weather on a daily basis. When you’re living at anchor, you need to be aware of upcoming wind changes so that you can plan protective anchorages accordingly. And for those living at the dock, it’s definitely helpful to know when to double up on your dock lines for a blow heading at you.

If you’re living on your boat full time and cruising in the hurricane zone, then you either need to move your boat out of the hurricane zone, or have a hurricane hole nearby that you plan to move to in case the storm makes landfall near you. Countless boats have been totaled by being unprepared when a hurricane hit.

Limited Resources

Sailboats have a water tank which runs water to the sinks on board. All hand washing, dish washing, and water for cooking comes out of this water tank. Tanks can vary from forty gallons to hundreds of gallons. It’s necessary to be sparing with water usage to ensure that your water tanks will last you until your next fill up. This makes every drop count.

There's no endless showers, or letting the water run while you brush your teeth or wash your hands. My family makes our 40 gallon water tank last about a week before it runs dry. An average american family of 3 would use roughly 900 gallons of water per month in a house.

If you’re cooking and find that you don’t have all the ingredients that you need, you can’t just run to the store to pick up the missing item. Also, many boats only have a 2 burner stove, mine included. This can turn cooking into a juggling act. And if you’re lucky enough to have an oven on your boat, then it’s going to be about a quarter the size of a regular oven and is likely run on propane, which must be refilled on land when possible.

Electricity

Electricity is also a valuable resource on a sailboat. Some boats rely on the engine's alternator to charge the batteries while others use a wind generator, solar panels, or gasoline generator. Your batteries can die permanently if they are drained too low by items like a refrigerator, air conditioner, watermaker, fans, or lights. It’s not as simple as flipping a light switch and not knowing where the power is coming from. Every bit of electricity is precious.

Living on a sailboat requires considerably more planning and thought than living in a house.

Home Security

In this section, I’m not talking about pirates and thieves. I’m talking about whether your boat is secure in its place in the water. Imagine leaving your boat at anchor, going to shore for shopping and dinner, only dinghy back out to your boat to find that it’s not where you left it!

Boats can drag anchor, have ground tackle fail, or even sink. If a through-hull or sea cock fails while you aren’t onboard, you may come back to a sunken boat. This is not something that you have to worry about with a house. A house will be there when you get back from the store, and it certainly won’t sink into the ground. Well, almost certainly.

Regarding pirates and thieves, there is very little theft on the water. But it’s always prudent to store or lock up any valuable items such as an outboard or generator. There are a few hot spots for piracy around the world, but with a little research, you will surely be able to avoid those areas.

Related Articles

Beth lives on board her 1983 30ft S2 sailboat with her husband, 6 year-old son, and her two fur babies. She has been sailing and boating for most of her life. Beth has been blessed to experience cruising in the Great Lakes, the Bahamas, and in Alaska. She loves to travel and adores living on her tiny boat with her family.

by this author

Living On A Sailboat - Pros & Cons

Most Recent

What Does "Sailing By The Lee" Mean? | Life of Sailing

What Does "Sailing By The Lee" Mean?

Daniel Wade

October 3, 2023

The Best Sailing Schools And Programs: Reviews & Ratings | Life of Sailing

The Best Sailing Schools And Programs: Reviews & Ratings

September 26, 2023

Important Legal Info

Lifeofsailing.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon. This site also participates in other affiliate programs and is compensated for referring traffic and business to these companies.

Similar Posts

How To Choose The Right Sailing Instructor | Life of Sailing

How To Choose The Right Sailing Instructor

August 16, 2023

Cost To Sail Around The World | Life of Sailing

Cost To Sail Around The World

May 16, 2023

Small Sailboat Sizes: A Complete Guide | Life of Sailing

Small Sailboat Sizes: A Complete Guide

October 30, 2022

Popular Posts

Best Liveaboard Catamaran Sailboats | Life of Sailing

Best Liveaboard Catamaran Sailboats

December 28, 2023

Can a Novice Sail Around the World? | Life of Sailing

Can a Novice Sail Around the World?

Elizabeth O'Malley

Best Electric Outboard Motors | Life of Sailing

4 Best Electric Outboard Motors

How Long Did It Take The Vikings To Sail To England? | Life of Sailing

How Long Did It Take The Vikings To Sail To England?

10 Best Sailboat Brands | Life of Sailing

10 Best Sailboat Brands (And Why)

December 20, 2023

7 Best Places To Liveaboard A Sailboat | Life of Sailing

7 Best Places To Liveaboard A Sailboat

Get the best sailing content.

Top Rated Posts

Lifeofsailing.com is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon. This site also participates in other affiliate programs and is compensated for referring traffic and business to these companies. (866) 342-SAIL

© 2024 Life of Sailing Email: [email protected] Address: 11816 Inwood Rd #3024 Dallas, TX 75244 Disclaimer Privacy Policy

  • Apartment Rentals in Key West
  • Pet Friendly Key West Vacation Rentals
  • Wheelchair Accessible Key West Vacation Rentals
  • Smoking Allowed Key West Vacation Rentals
  • Key West Vacation Rentals with Pools
  • Key West Vacation Rentals with Hot Tubs
  • Romantic Key West Vacation Rentals
  • Downtown Key West Vacation Rentals
  • 1800 Atlantic Vacation Rentals in Key West
  • Truman Annex Vacation Rentals in Key West
  • Vacation Rentals near Key West Intl Airport
  • Vacation Rentals near Mallory Square
  • Vacation Rentals near Smathers Beach
  • Vacation Rentals near Fort Zachary Taylor Historic State Park
  • Vacation Rentals near Key West Cemetery
  • Vacation Rentals near Duval Street
  • Vacation Rentals near Truman Little White House
  • Vacation Rentals near The Ernest Hemingway Home and Museum
  • Vacation Rentals near Southernmost Point
  • Vacation Rentals near Higgs Beach
  • Vacation Rentals near Sunset Pier
  • Vacation Rentals near Hodges University Naples, FL
  • Restaurants
  • Things to do
  • Things to Do
  • Vacation Rentals
  • Travel Stories
  • Rental Cars
  • Add a Place
  • Travel Forum
  • Travelers' Choice
  • Help Center
  • Vacation Rentals    
  • USA    
  • Florida (FL)    
  • Florida Keys    

Living On the Hook in Key West Harbour

living on a sailboat in the keys

Living On the Hook in Key West Harbour UPDATED 2024 - Tripadvisor - Key West Vacation Rental

living on a sailboat in the keys

Exploring the Joys and Challenges of Living on a Boat

Living on a sailboat.

L iving on a sailboat is a dream for many adventurous souls. The thought of waking up to the gentle sway of the ocean, feeling the salty breeze on your face, and exploring new horizons every day is incredibly alluring. However, just like any lifestyle choice, living on a boat comes with its own set of joys and challenges. In this article, we will explore the various aspects of living on a sailboat and provide insights into the unique experiences it offers.

Embracing the Boat Community

One of the most rewarding aspects of living on a sailboat is becoming a part of the vibrant boat community. Whether you choose to dock in a marina or anchor in a secluded cove, you will soon discover a network of fellow boaters who share your passion for the sea. This close-knit community becomes your extended family, always ready to lend a helping hand or share their seafaring wisdom.

Spending time with like-minded individuals who understand the joys and challenges of living on a boat can provide a sense of camaraderie that is hard to find elsewhere. From impromptu dockside gatherings to organized regattas, your social calendar will be filled with exciting events that celebrate the boating lifestyle. The boat community truly embodies the spirit of adventure and exploration.

Challenges of Coastal Living

Living on a boat also presents its fair share of challenges. While the idea of constantly being surrounded by magnificent coastal views may seem idyllic, the reality is that coastal living can be unpredictable. Inclement weather, rough seas, and shifting tides are all part of the daily routine for a boat dweller.

Adapting to the ebb and flow of life on the water requires resilience and adaptability. Simple tasks like grocery shopping or doing laundry can become more complicated when you have to factor in weather conditions and boat accessibility. However, these challenges also teach valuable life skills, such as problem-solving, resourcefulness, and a deep connection with nature.

Exploring Coastal Living Adventures

Despite the challenges, living on a boat opens up a world of unparalleled adventures. Coastal living offers an ever-changing playground where each day brings new discoveries. From secluded anchorages with crystal-clear waters to picturesque fishing villages steeped in history, there is always something to explore and experience.

The freedom to chart your own course and navigate the open waters is a feeling like no other. Whether you long for solitude and serenity or seek adrenaline-pumping water sports, coastal living has something to offer everyone. Imagine waking up to dolphins frolicking alongside your boat or witnessing a breathtaking sunrise over the horizon – these are the moments that make living on a boat truly extraordinary.

Living in Harmony with Nature

Living on a sailboat inherently fosters a deep connection with the natural world. Unlike traditional land-based living, boat dwellers are constantly immersed in the elements – the sun, wind, and sea become an integral part of their daily existence. This symbiotic relationship with nature instills a profound sense of appreciation and respect for the environment.

Boat dwellers often strive to live in harmony with the ecosystems they encounter. Responsible boating practices, such as minimizing waste, conserving water, and respecting marine life, become second nature to those who call the water their home. The ocean becomes not only a playground but also a cherished resource that should be protected for future generations to enjoy.

Tips for Aspiring Boat Dwellers

If the idea of living on a boat has captured your imagination, here are a few tips to help you on your journey:

  • Start with sailing lessons: Before diving into the world of boat living, it's essential to gain basic sailing knowledge and experience. Take sailing lessons or crew on boats to hone your skills and learn from seasoned sailors.
  • Research boat options: Choosing the right boat for your lifestyle is crucial. Research different types of boats and assess their suitability for the environment you plan to live in.
  • Minimize possessions: Living on a boat requires downsizing and embracing a minimalist lifestyle. Assess your belongings and prioritize what is truly essential for your new life on the water.
  • Prepare for maintenance: Boat ownership comes with ongoing maintenance and repairs. Learn basic boat maintenance skills and be prepared for regular upkeep.
  • Connect with the boat community: Reach out to fellow boaters, join boating associations, and participate in events to connect with the boat community. Their knowledge and support will prove invaluable throughout your boating journey.
  • Embrace the unknown: Living on a boat is an adventure filled with surprises and uncertainties. Embrace the unknown and approach each day with an open mind and a sense of curiosity.

Living on a sailboat is a unique lifestyle that promises both incredible joys and inevitable challenges. From forging lifelong friendships within the boat community to embracing the freedom of coastal living, the experiences gained from life on the water are truly priceless. So, if the call of the sea resonates deep within you, consider following your dreams and exploring the wonders of living on a boat.

The post Exploring the Joys and Challenges of Living on a Boat appeared first on Things That Make People Go Aww .

Living on a Sailboat Living on a sailboat is a dream for many adventurous souls. The thought of waking up to the gentle sway of the ocean, feeling the salty breeze on your face, and exploring new horizons every day is incredibly alluring. However, just like any lifestyle choice, living on a boat comes with...

They moved into floating homes and houseboats — and discovered a world of adventure and hidden expenses

  • Forget buying a home on land — some people are heading for rivers and lakes instead.
  • They're investing in floating houses, houseboats, and narrowboats.
  • While the lifestyle has perks, it's not necessarily cheaper than owning a house on land.

Insider Today

Moving into their 360-square-foot floating home a year ago was a dream come true for Sarah Spiro and Brandon Jones.

The house, located on Fontana Lake in North Carolina, has loft-style interiors with high ceilings and windows all around.

"I just love that no matter what you're doing, you can look out the window and have this super peaceful view — even if you're just doing dishes," Spiro, 27, told Business Insider.

Spiro and Jones spent $90,000 building their floating home and say it would have been difficult to buy a house on land for that price. They pay a $5,000 annual mooring fee for their floating home.

Now, they can't imagine returning to life on land.

"I guess it depends on the person, but for us, we would never go back," she said. "It beats living on land."

Embracing life on the water

Living on water is big on social media, where it's spawned popular hashtags like #houseboat and #narrowboatlife , and helped push creators like Adam Lind of @adam.floatinghome to extreme visibility.

It's also a part of the alternate living movement that sees people choosing to stay in tiny houses , homes on wheels , or other forms of housing over traditional brick-and-mortar homes.

National data on the number of people who live in floating homes, houseboats, and narrowboats is hard to come by as there isn't a single authority responsible for tracking all these housing forms across the US.

However, regional data suggests the lifestyle is still quite niche.

In 2023, there were 70 floating home sales reported on the Regional Multiple Listing Service, or RMLS, which covers the Portland area and a significant part of northwest Oregon, Portland Floating Homes real-estate broker John McPherson told BI.

In the case of houseboats, US inventory is highest in the cities of Portland and Seattle, with an average of 47 and 23 monthly listings in 2023 respectively, per data provided by Realtor.com.

The cities with the next highest houseboat listings are Scappoose, Oregon, Sausalito, California, and Johns Island, South Carolina — each had between five and 10 houseboat listings per month in 2023, per data from Realtor.com.

Comprehensive data on the trend abroad is similarly hard to find.

The Canal & River Trust, which looks after 2,000 miles of canals and rivers across England & Wales, told BI there are about 34,760 boats along its waterways. Of those, 21% describe themselves as "liveaboard."

A punishing housing market is driving people to alternatives

Elizabeth Earle lives in a narrowboat that she bought for £35,000, or about $44,000, in 2022. She previously told BI's Jordan Pandy that the lifestyle was the least expensive way for her to buy a home in the UK.

"The price for a house in England is a bit ridiculous at the moment," Earle, 34, said. "Even if you're able to save £200 a month, how on earth are you going to save £20,000 towards a mortgage? It feels so unattainable compared to how our parents did it."

Earle's comments echo true across much of her generation around the world.

Millennials are saddled with debt, struggling to build up their net worths , and getting priced out of cities. Some are moving in with their parents because they can't afford to live on their own.

Houses are also getting more expensive . In the US, most major forecasts predict that home prices could rise between 1.4% and 4.1% in 2024.

And while millennials might be suffering the most in the real-estate market, people of all ages are among those seeking out a life on the water.

"What I have observed is that a lot of buyers seem to be in their 40s, 50s, or 60s. Some are in their 70s," McPherson said.

Related stories

It's often people who are downsizing and want to do something specifically for themselves now that they're older — which is enjoy the river, the views, and boating, he added.

"Housing has become increasingly unaffordable for many Americans because of historic high prices coupled with mortgage rates approaching 8%," Daryl Fairweather, Redfin's chief economist, told BI. "This is mainly due to the intense housing supply shortage in the US — we're short millions of homes, which is driving up costs."

A recent survey by Realtor.com also found that more than half of potential home buyers were second-guessing their plans to buy a home, Hannah Jones, a senior economic research analyst at Realtor.com, told BI.

"The relatively high barrier to homeownership may push would-be buyers towards renting for longer or seeking out  alternative living arrangements  to save money for a home purchase," Jones said.

Hidden costs

But if slashing expenses is the goal, life on the water might not be the answer.

"I wouldn't say that owning a floating house is much cheaper than owning a typical house on land, but it is a much lower-priced alternative to owning waterfront property in Portland," McPherson said.

Home insurance for a floating house tends to be about double what it is for a regular house on land, McPherson said. Most floating-home owners also have to pay a monthly fee to either rent or maintain the slip their house is in.

Additionally, the float — the part of the floating house that's equivalent to a foundation — deteriorates over time, McPherson said.

"Depending on what needs to be done, maintenance could cost around $10,000 or so," McPherson said. If a float is too old, it needs to be replaced — and it's not a do-it-yourself kind of job.

"Currently, to replace a float it could cost approximately $80,000 to $130,000 — or even more, depending on the size of the house and what exactly needs to be done," he said.

Laura Woodley, 35, took out a loan to buy a narrowboat in the UK in 2020. Her repayments cost about £650, or $810, a month.

"Many people think that I'm living on a boat to save money, but I actually spend more than I did when I was renting, although I now live alone instead of with roommates," Woodley previously told BI.

A boat license, heating expenses, and maintenance costs add up to roughly another £425 a month — and that's without emergency payments.

"A couple of winters ago, half of my chimney fell off, and my heating broke, and I had to pay £700 to fix it," Woodley said. "Living on a narrowboat is not as simple as having a set of fixed monthly expenses like you would if you lived in a house."

Value in the lifestyle and the community

Money aside, the lifestyle has perks.

"It's a very serene and calm way of life compared to downtown," Kate Fincham, 35, told BI . Her houseboat is moored in Bluffers Park Marina, about 30 minutes from downtown Toronto.

"There are lots of woodlands and trails by the water, and two beaches as well," Fincham added. She spends her summer mornings kayaking on the lake.

Lily Rose, 32, lives on a houseboat on Lake Union in Seattle with her husband Dylan.

"Having ducklings and goslings pay us visits in the late spring and early summer months has been a big highlight of our time on the houseboat," Rose said.

"We enjoy taking our paddleboards out for a quick lunch break during the week or cruising down to the south end of Lake Union in our little 11-foot Boston Whaler to watch the Duck Dodge sailboat races in the summer," Rose added.

For Fincham, there's value in the community and freedom she's found through the houseboat lifestyle.

"I think it's always kind of inspiring for people to think, 'Oh, I don't have to save up to buy a condo,' or whatever. There are alternate avenues and ways to live, too," Fincham said.

Houseboat life has helped her bond with her neighbors.

"The neighbors, we're all very close, and there are always activities and game nights, movie nights, or people going for dinner together," she said. When she lived in a house downtown, she barely knew the people who lived around her.

"You need to be able to roll with the punches," Fincham said. "Sometimes it's not the easiest way of life, but I always think, for me, it's the best way of life."

Watch: Inside the most expensive neighborhoods of Singapore, home to TikTok CEO Shou Zi Chew

living on a sailboat in the keys

  • Main content

The Best Places to Learn How to Sail, From the Greek Islands to the Florida Keys

By Hannah Towey

Image may contain Water Waterfront Nature Outdoors Scenery Landscape Architecture Building Cityscape and Urban

Sailing is one of the best ways to explore some of the most beautiful, untouched coastal destinations around the globe. But from the outside, learning how to sail might seem like an intimidating—and expensive—pursuit.

However, learning to sail isn’t as difficult as it might seem. And contrary to what some may believe, “sailing is for everyone,” Zeke Quezada, the Director of Communications at American Sailing (ASA) tells Condé Nast Traveler.

“It is important to understand that anyone can sail, and it is really easy to learn,” Quezada says. “Sailing is not just for the affluent; head into a community sailing club at your local marina, and you'll have options to get out on the water for little to no cost.”

While mastering the art of sailing takes consistent practice, hopeful captains looking for a crash-course to jumpstart their journey may consider a sailing vacation . These educational charters allow you to fully immerse yourself in the nautical lifestyle —and you can earn official certifications along the way. On these types of trips, “you have a qualified skipper on board who is offering instruction, as well as advice on how to become a safe and confident sailor,” Quezada explains. “The best part is that you can have your family onboard, and everyone is having a vacation while you check off the bucket list item of learning to sail.”

When planning your first sailing trip , look for trips and schools that offer credentialed schools and instructors; organizations such as ASA, US Sailing, and the Royal Yacht Association are internationally recognized. By following these certification tracks, you can become licensed to sail a charter without a captain on board, also known as a “bareboat charter.” Though not required in some places, a bareboat certification makes it much easier (and safer) to rent your own boat .

No matter which route you take, sailing is a lifelong skill that will open doors to a community of people passionate about getting out on the water and protecting the oceans. “Most importantly, you will learn how to sit back, turn off the phone, and feel the wind in your hair and the sun on your face,” says Quezada. “You might start listening to Jimmy Buffet as well.”

Below, we’ve rounded up the best places around the world for learning how to sail—including destinations in North America , Europe , Asia , and Australia —plus, the sailing courses and trips to book in 2024.

Image may contain Water Waterfront Nature Outdoors Scenery Landscape Harbor Pier Sea Sky Plant and Vegetation

The Virgin Islands

The British Virgin Islands and US Virgin Islands are some of the best training grounds for novice sailors “because of their line-of-sight sailing, predictable wind, and sailor-friendly destinations,” Quezada says. “In the BVI, you can learn to sail and have a beach vacation simultaneously.”

If you’re looking to get your bareboat license, there are several ASA-certified sailing schools in the BVI and US Virgin Islands. Offshore Sailing School , one of the world's preeminent sailing institutions, offers fast track courses for all levels of sailing. Alternatively, charter a captained catamaran, one of the most popular ways to explore the Caribbean.

Image may contain Land Nature Outdoors Sea Water Transportation Vehicle Yacht Coast Shoreline Boat and Sky

Florida Keys

Warm temperatures, calm turquoise waters, and consistent easterly winds make the Florida Keys one of the best places to learn to sail in the US. Stay at the Key Lime Sailing Club and cottages resort on Buttonwood Sound in Key Largo and take lessons at the American Sailing Academy , located onsite.

Alternatively, outdoor education organization Outward Bound, which offers program scholarships, is hosting a Florida Keys sailing excursion for adults in March/April 2025. Participants will live on a 30-foot open sailboat for slightly over a week learning beginner, intermediate, and advanced skills in chart and compass navigation, small boat seamanship, weather observation, and anchoring.

Image may contain Nature Outdoors Sea Water Boat Transportation Vehicle Coast Shoreline Architecture and Building

Greek Islands

With its calm, clear waters and warm Mediterranean climate, the Ionian sea offers ideal conditions for beginner sailors. Quezada recommends sailing down the western coast of Greece and the island of Corfu, where Fairwinds Sailing School offers “learn to sail” vacations from April to October. For a route closer to Athens, join a flotilla and hop between the Argo-Saronic Islands in the Aegean Sea, but be aware that the Meltemi winds, which are especially strong during July and August, can make for trickier sailing conditions in this region.

Image may contain Nature Outdoors Sea Water Shoreline Coast and Bay

Sea of Cortez, Mexico

Sail through crystal clear waters between a whopping 971 uninhabited islands in the Sea of Cortez, located between the Baja peninsula and mainland Mexico. Nautilus Sailing offers liveaboard courses on catamaran and monohull ships for sailors looking to earn their ASA 101, 103, 104, and 114 certifications from January–June and October–December. The curriculum covers sailboat terminology, engine operation, docking procedures, sail trimming, navigation rules, anchoring, weather, and maritime safety, among other skills. Plus, expect to encounter some stunning marine life, including sea turtles, whale sharks, dolphins, and humpback whales.

The Happiest Countries in the World in 2024

Sarah James

We Asked Experts: When Is It Okay for Children to Miss School for Vacation?

Jessica Puckett

15 Best Family Vacation Spots in the US, From Cape Cod to Charleston

Kimberly Wilson

17 Running Shoes Worth Packing&-Whether You're a Casual Runner or a Marathoner

Rachel Chang

Image may contain Boat Sailboat Transportation Vehicle Nature Outdoors Scenery Sea Water Architecture and Building

New England

There’s no better way to experience a quintessential New England summer than by sailboat. The sailing season in the Northeast runs from April to October, with ASA and US Sailing accredited schools located in major metropolitans like New York City and Boston as well as coastal enclaves like Newport and Cape Cod .

For adults seeking a basic introduction to the sport, US Sailing offers “first sail” lessons in dozens of locations up and down the Eastern seaboard. Pull on a striped sweater, pack a bottle of rosé, and you’re good to go!

Image may contain Water Waterfront Nature Outdoors Sea Architecture Building Cityscape Urban and Boat

Croatia’s Adriatic Coast is home to a vibrant sailing community with picture-perfect weather conditions. Beginner sailors will appreciate the gentle winds of Dubrovnik, the Split Islands, and Kornati National Park , whose sheltered coves and bays supply calm and predictable winds. Enjoy incredible natural wonders only accessible by boat, like the famous Blue Cave.

Student sailors can earn beginner, intermediate, and advanced ASA certifications aboard 8-day learn to sail vacations in July, August, and September 2024. Hosted by American Sailing partner Sailing Virgins, the catamaran and monohull ships—each a minimum of 40 feet with 3-5 cabins—visit the Croatian islands of Brac, Korčula, Šćedro, Komiža, Vis, and Hvar.

Image may contain Nature Outdoors Sea Water Shoreline Coast Bay Boat Transportation and Vehicle

Gulf of Thailand

The Gulf of Thailand offers lovely year-round sailing conditions, making it an accessible and exciting destination for both beginner and advanced sailors. Most sailing schools and marinas in Thailand are based in Pattaya. Island Spirit Sailing Schoo l offers an eleven-day “zero to hero” course that combines crew and skipper training, including land-based and overnight sea lessons.

Image may contain Nature Outdoors Sea Water Land Coast Shoreline Boat Transportation Vehicle and Aerial View

Whitsunday Islands, Australia

Located in Northeast Australia, the Whitsunday Islands are a year-round sailing mecca and idyllic gateway to the Great Barrier Reef . Brisk southeast trade winds blow throughout the winter season, attracting sailors from across the country to annual sailing races hosted on Hamilton Island and Airlie Beach. For beginner sailors, Mainstay Sailing offers introductory courses certified by the internationally-recognized Royal Yacht Association out of the Coral Sea Marina.

By signing up you agree to our User Agreement (including the class action waiver and arbitration provisions ), our Privacy Policy & Cookie Statement and to receive marketing and account-related emails from Traveller. You can unsubscribe at any time. This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Advertisement

The Dali was just starting a 27-day voyage.

The ship had spent two days in Baltimore’s port before setting off.

  • Share full article

The side of a large ship, painted blue, with the words “Dali” and “Singapore,” sitting at a port.

By Claire Moses and Jenny Gross

  • March 26, 2024 Updated 8:41 a.m. ET

The Dali was less than 30 minutes into its planned 27-day journey when the ship ran into the Francis Scott Key Bridge on Tuesday.

The ship, which was sailing under the Singaporean flag, was on its way to Sri Lanka and was supposed to arrive there on April 22, according to VesselFinder, a ship tracking website.

The Dali, which is nearly 1,000 feet long, left the Baltimore port around 1 a.m. Eastern on Tuesday. The ship had two pilots onboard, according to a statement by its owners, Grace Ocean Investment. There were 22 crew members on board, the Maritime & Port Authority of Singapore said in a statement. There were no reports of any injuries, Grace Ocean said.

Before heading off on its voyage, the Dali had returned to the United States from Panama on March 19, harboring in New York. It then arrived on Saturday in Baltimore, where it spent two days in the port.

Maersk, the shipping giant, said in a statement on Tuesday that it had chartered the vessel, which was carrying Maersk cargo. No Maersk crew and personnel were onboard, the statement said, adding that the company was monitoring the investigations being carried out by the authorities and by Synergy Group, the company that was operating the vessel.

“We are horrified by what has happened in Baltimore, and our thoughts are with all of those affected,” the Maersk statement said.

The Dali was built in 2015 by the South Korea-based Hyundai Heavy Industries. The following year, the ship was involved in a minor incident when it hit a stone wall at the port of Antwerp . The Dali sustained damage at the time, but no one was injured.

Claire Moses is a reporter for the Express desk in London. More about Claire Moses

Jenny Gross is a reporter for The Times in London covering breaking news and other topics. More about Jenny Gross

IMAGES

  1. This family lives on their sailboat. Here’s how they make it work

    living on a sailboat in the keys

  2. How to make a living on a sailboat ~ Dory Plans Easy to build

    living on a sailboat in the keys

  3. Living on a sailboat full-time is a dream. Five reasons why I love it!

    living on a sailboat in the keys

  4. Sailing The Keys Sailboat Rental

    living on a sailboat in the keys

  5. Challenges of living on a sailboat in the Keys!

    living on a sailboat in the keys

  6. BOAT TOUR

    living on a sailboat in the keys

VIDEO

  1. Sailboat Key West

  2. Boat Camping in total Isolation

  3. LOST AT SEA ? Struggles of Living on a boat in a Remote Location in the Bahamas- Ep 21

  4. Sailing to Marathon Boat Yard

  5. OFF GRID Living in the Florida Keys Ep.4

  6. Dream 3

COMMENTS

  1. Liveaboard Life In The Keys Isn't The Easy Ride You Might Think ...

    Liveaboard life is one of last ways to live relatively cheaply in the Florida Keys is on a boat, especially "on the hook." Gregory said she wouldn't live on land, even though there's always ...

  2. The Perfect Spot for Liveaboards in the Florida Keys

    It sounds like the perfect vacation getaway, but for people who live aboard their vessels, this is an everyday reality. Living aboard a sailboat, catamarans, houseboats, and other vessels can give you a whole new perspective on life. Liveaboards in the Florida Keys offer a fresh take on the tiny living lifestyle.

  3. How To Live on a Boat in Florida: Laws, Liveaboard, and Houseboats!

    The boat. A marina slip or a boat slip is like a parking space for your boat, that is, the place where your boat will be anchored. A monthly slip for a 40-foot (12-meter) boat can cost between $800 and $2000, depending on the location. The price of the slip depends on the location - the more popular your area is, the more it's going to cost.

  4. Tips To Living On A Boat In Key West

    ‍ Best Tips to Living on a Boat in Key West. Key West is a beautiful spot to live aboard in your boat, especially with the living coral barrier reef, magnificent marine life, and arguably one of the best places to sail. But there are important factors to consider to boating full time in the Florida Keys.

  5. Challenges of living on a sailboat in the Keys!

    We visit with our friends Janelle and David to take a look at live-aboard life here in the Keys. You gotta see how we get their diesel engine into the boat! ...

  6. Living on a Boat in Florida

    Many marinas charge a transitory fee on a daily, weekly, or monthly basis, with discounts for longer stays. Annual slip holders, on the other hand, benefit from the best rates. In Florida, monthly slips for a 40-foot sailboat can cost anything from $800 to well over $2,000 per month.

  7. LIVING ON A BOAT in the Florida Keys Islands Ep.7

    Im Living on my liveaboard sail boat in the Florida Key Islands and it's my last day here so im singlehand sailing from Key Largo to 7 Mile Bridge, Then to P...

  8. Living aboard in the Florida Keys...

    6696 posts · Joined 2010. #1 · Mar 14, 2015. Without a doubt, the Florida Keys is the most expensive place in the United States to vacation - that is unless you are a live aboard. Prices for rental homes range from $3000 to $10,000 a month, depending on just how lavish you wish to go, restaurants are incredibly expensive, and the cost of ...

  9. Living In Key West

    Irma destroyed a lot of the low-income housing in the Florida Keys (mostly mobile homes), so there is a real crunch for affordable housing, which then puts a crunch on finding employees who can afford to live locally. Mooring In Key West. Living on a boat really helps with the housing costs.

  10. LIVING ON A BOAT

    Living On a Boat With Manatee | How To Build a Floating Cottage| Florida Keys | Salt LifeTo rent one of these contact Dallas at the Resort and mention Exoman...

  11. How to Live on a Sail Boat and Embrace the Ultimate Seafaring Lifestyle

    Living on a sailboat offers the ultimate freedom and flexibility. Here are the key benefits that come with this unique lifestyle: 1. Exploration: Living on a sailboat allows you to freely explore various destinations and coastal areas at your own pace. You have the freedom to change your location whenever you desire, embarking on new adventures ...

  12. living in a boat in the keys

    151 reviews. 231 helpful votes. 3. Re: living in a boat in the keys. 13 years ago. Save. Mike Mongo lives on a boat moored off the channel. You might want to get in touch with him via a PM. And Captain Dennis of Danger has a boat moored at the Westin marina and IIRC he lives on that.

  13. Living on Your Boat in Florida: What You Need to Know To Liveaboard

    Living on a boat in Florida is cost-effective and offers boaters freedom, flexibility, stress-free living, a sense of community, and a connection to nature. One of the most important factors to consider when deciding to live on a boat in Florida is the marina. There are many marinas throughout the state that offer different amenities and services.

  14. Best Boating Destinations in the Florida Keys

    Key Largo (Upper Keys) One of the best places to boat in Florida is Key Largo. The upper Florida Keys begin south of Miami and extend into the lower corners of the state. The most popular attraction in this section of the Keys is the John Pennekamp Coral Reef State Park. Key Largo is the northernmost island in the Florida Keys and the first ...

  15. A Guide To Sailing In The Florida Keys

    A Guide to Sailing in the Florida Keys. There are over 880 reasons why the Florida Keys are the best yacht charter destination in America. This endless chain of coral islands wiggles from Miami to Key West in a sandy necklace licked by the sun. Only 30 of the islands are populated - mainly by lucky park rangers and oyster shack shuckers.

  16. Sailing the Florida Keys: 2 week Florida Keys Sailing itinerary

    Florida Keys Sailing Guide: A 2 week itinerary. 1. Sailing from Dinner Key to Rodriguez Key. 49 Nautical Miles // 8 hours of sailing. If you decide to spend the first night of your journey at Dinner Key, the city has moorings available for $29.16 a night for vessels under 40 feet.

  17. Living On A Sailboat

    Living on a sailboat brings us closer to nature. We tend to go to sleep when the sun sets and rise with the sun. You're dealing with the weather on a daily basis, whether it's heat, wind, rain, or cold. You experience weather more intensely on a boat. This causes us to appreciate the good weather all that much more.

  18. Living On the Hook in Key West Harbour

    Enjoy the lovely setting of this romantic spot in nature on Aurora a 46 ft Bavaria Sailboat Anchored in Key West Anchorage (Not on Land). Aurora is set up as a live aboard world cruiser eco friendly , fridge and freezer runs off solar. 11 ft Boston Whaler available to rent to get back and forth or you can use one of the local water taxis (not included in price)The boat is anchored not on land ...

  19. 'On the Hook' photo exhibit in Keys explores living on boats

    They live "on the hook," meaning on a boat tied to a mooring ball or anchored in the near shore waters of Key West, some living beyond the marinas or the city's mooring field.

  20. Sailing The Florida Keys

    Living aboard a sailboat, scuba diver, cat parent, cyclist, blogger, love the water and exploring new places. View all posts by Mel Author Mel Posted on January 24, 2019 December 5, 2023 Categories Adventure Sports , Florida , Key Largo , Key West , Miami , North America , Sailing , Scuba Diving , Travel , United States Tags Cruisers net , Food ...

  21. Ep. 78, Arriving (Key West) on a Sailboat! ⛵

    Part 42 of a series: Sailing Miami to Key West. As we approach Key West, emotions are high! Excitement, joy and the feeling of accomplishment are overwelming...

  22. Exploring the Joys and Challenges of Living on a Boat

    More for You. Living on a Sailboat Living on a sailboat is a dream for many adventurous souls. The thought of waking up to the gentle sway of the ocean, feeling the salty breeze on your face, and ...

  23. What Living in Houseboats, Floating Houses Is Really Like: Costs, Perks

    Elizabeth Earle lives in a narrowboat that she bought for £35,000, or about $44,000, in 2022. She previously told BI's Jordan Pandy that the lifestyle was the least expensive way for her to buy a ...

  24. The Best Places to Learn How to Sail, From the Greek Islands to the

    Warm temperatures, calm turquoise waters, and consistent easterly winds make the Florida Keys one of the best places to learn to sail in the US. Stay at the Key Lime Sailing Club and cottages ...

  25. Dali Ship That Hit Key Bridge Was Destined for Sri Lanka

    March 26, 2024, 5:18 a.m. ET. The Dali was less than 30 minutes into its planned 27-day journey when the ship ran into the Francis Scott Key Bridge on Tuesday. The ship, which was sailing under ...

  26. Dateline Philippines

    Stay up to date with the biggest stories of the day with ANC's 'Dateline Philippines' (23 March 2024)

  27. Living on a boat in the keys

    What it's like to live on a boat in Key West with no AcWhat happens when you forget to close your hatches & check the weatherAnd how go steal coconuts from a...

  28. Rich California area may be underwater. Here's plan to save homes

    Advertisement. That's why residents of Bel Marin Keys voted to approve a $30 million parcel tax this month aimed at building stronger and taller levees, plus an improved set of locks to keep ...

  29. Living on a houseboat in the Florida Keys !

    Take a tour of our houseboat "The MystiC" and join us as we discuss and show you why we love our floating home here in Islamorada Florida.