sailboat rental bayfield wi

Sailing adventures from Bayfield, Wisconsin in Apostle Islands National Lakeshore

True North Sailing Charters in Bayfield,  Wisconsin is committed to providing guests with a unique and safe Apostle Islands sailing experience. Help hoist the sails or sit back and relax as we navigate the gorgeous waterways of Lake Superior and the Apostle Islands under sail. We look forward to helping create magical moments with you and sailing into the sunset!

Sailing Adventures

Sailing trips depart from our slip location in Bayfield, Wisconsin

or Schooner Bay Marina.

Bayfield Adventure Sail

A 2 hour, 15 minute sail out of Bayfield, Wisconsin aboard "Starling" a 33' Cheoy Lee Clipper.  Set sail on Lake Superior and enjoy the sights of the North or West Channel, LaPointe, Madeline, Basswood and the surrounding islands.

Enjoy the original teak decks, two sitka spruce masts and the elegant lines that make for a classic maritime experience.  Meet at our dock located in Bayfield.

$85  per person  

$25 Children's Discount

(Private Boat Options Available) 

Apostle Islands Excursion

A 5 Hour sailing experience in Apostle Islands National Lakeshore.  Trip routes are dependent on wind and weather conditions that day as well as your preference but possibilities include visiting the sandstone shorelines, sand-spits and lighthouses in the surrounding area on Hermit, Oak, or Long Island.  Half day trips depart from our Bayfield location.

Typically we use our catamaran, Piper on half day trips. The shallow draft allows us to access secluded beaches and explore remote island coastlines. The spacious shaded solon leads to the forward trampolines that are great for sun bathing and watching the water rush past beneath you. 

$695  

Full Boat Reserved 

(Includes up to 6 guests)

Full Day in the Islands

A Full Day Sailing Adventure in the Islands. Trips depart from Schooner Bay Marina just north of Bayfield. and depending on wind and weather conditions as well as your preference set sail for Stockton, Raspberry or Manitou Islands.  Visit the historic fishing camp, Stockton Island hiking trails, or the remote Raspberry Island Lighthouse.  

Typically we use our catamaran, Echo on full day trips. The shallow draft allows us to access secluded beaches and explore remote island coastlines. The spacious and protected cock pit area insures a dry and comfortable sail in all conditions. The deck is a great spot as well for sun bathing and hanging out.

$1095 

Full boat reserved

(Includes up to 6 guests) 

Multi Day Apostle Islands Expedition

Sleep aboard and explore the Apostle Islands with the newest boat to our fleet named Echo, a Gemini Legacy 35 catamaran. Trips depart from Schooner Bay Marina just north of Bayfield. This adventure offers a prolonged scenic experience in a comfortable and stable multi-day vessel. Explore the Apostle Islands' rugged sandstone sea caves, unique lighthouses, and pristine remote beaches.

The trip includes opportunities for snorkeling, paddle-boarding, dinghy excursions, beach combing and islands trail hikes. Board Echo the night before at 7pm and sleep aboard in Schooner Bay Marina. The following morning the captain will join your group as you set sails into the islands where you stay one night at anchorage among the islands before returning the next day. 

$1995 

Two Days and Two Nights

If we are not able to go out due to weather or if you do not think it would be a good experience (due to rain, cold, etc.) you have the option to either reschedule or have a full refund.

WHAT PEOPLE ARE SAYING ABOUT TRUE NORTH SAILING

Our experience was amazing! Very relaxing! Captain Abe was very knowledgeable and even let us help him during our sailing tour. We would definitely recommend them to everyone!

It was a very pleasant time. Dusty was so helpful. The boat was in great shape. I could not have asked for anything more.

Our family of four enjoyed our sail outing tremendously. The skipper is kind and helpful, the lake and islands are beautiful, and sailing is too fun. Half of us helped crew the boat, and half of us just sat back and took it all in. Highly recommend.

Sailing Gift Cards! l Deals

Looking for an unforgettable gift for friends or family? True North Sailing Charters has got you covered. Our gift cards are the perfect way to give the gift of adventure and relaxation. Our sailing trips are a unique way to experience the beauty of the Bayfield area.  We offer a range of options for every type of sailor. Recipients can choose from a variety of trips, including day trips, sunset sails, and even overnight journeys.

A DIFFERENT KIND OF ADVENTURE

Step aboard one of our sailing yachts and feel the outside world melt away. Close your eyes. Feel the sun on your face. Breathe in the fresh Lake Superior air. Listen to the wind fill the sails and feel the waves slap against the hull.

A sailing tour offers a unique and special experience you won’t find anywhere on land. See Bayfield, Wisconsin and the Apostle Islands National Lakeshore from a new perspective.

Frequently Asked Questions

• Can I reserve a private tour? Yes! Private tours are available for up to six guests. Enjoy a romantic escape, plan the perfect anniversary, or create a one-of-a-kind family adventure. For larger groups, check out our group sailing charters. Choose your destination, and go!
• What about bad weather? Lake Superior is known for beautiful weather. Still, there may be the rare case where the weather takes a turn on the day of your charter. If it were up to us, every sailing day would be amazing. On days when it isn’t, we do our best to wait out the weather to see if it clears. Our boats will sail in light rain and other “safe weather”. Ultimately, all departures are at the sole discretion of the Captain. In cases where poor weather risks safety and we absolutely must cancel a scheduled charter, voyages will be rescheduled.
• What should I wear? On Lake Superior, the wind can add a chill to the air. Be sure to check the weather forecast on the day of your sail, and consider bringing a light jacket just in case. Storage for personal gear is available in the cabin. Light-colored clothing with long sleeves can help reduce the effects of the sun. Guests may wish to bring sunscreen along for their trip. Correct footwear is important while sailing. Decks can become wet with sea spray; we recommend comfortable, fast-drying shoes with good traction. White or light-colored soles are preferable, as dark soles can leave marks on the yacht.
• Will I get seasick? Seasickness is a reaction to unfamiliar motion while aboard a vessel. While most of our guests do not experience seasickness, a small percentage of people may be prone to seasickness. In our experience, this often includes people susceptible to other forms of motion sickness. If you do get seasick, it’s OK! Alert a crew member and we can help you overcome it. To help reduce your chances of becoming seasick: Stay above deck and breathe fresh air Look to the horizon, instead of into a phone or book Avoid the restroom and cabin area Get plenty of shade and avoid direct sunlight Sail on a full stomach, and avoid foods that may upset you

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715-513-6284

[email protected]

OUR LOCATION

232 S 1st Street

Bayfield, Wisconsin 54814

HOURS OF OPERATION

9:00 a.m. - 5:00 p.m. Daily

Open Seasonally May - October

& CAPTAINED CHARTERS

Sail the apostle islands.

No sailing experience! Our captained charters enable you to escape the mainland. Sit back, relax and enjoy the ride or sail the boat yourself, with a US Coast Guard licensed captain not far away to provide guidance. Overnight at the marina or anchor out - it's your choice.

Frequently asked questions: 

Sample charter agreement. Download for information only. A specific contract will be sent to you after you have booked.  

Link to our Fleet of Sailboats . Select a yacht to see pricing. Charter availability can be limited at peak season - Book today. Check Availability    Gift Cards

Contact : More Info (email)

Text or Phone : 612 423-1410

We will actually get you into the Sea Caves!

This website will be getting retired once we get the new one built out.  Please be patient for the new one to come. 

To book call Captain Ashley @ 641-757-2796.  

Summer 2022

Ashley- 641-757-2796

Is it time to Boat Yet?

Boats launched... check

Training...check

Warm weather... Check

We are now taking booikings for the 2018 boating season.

If you would like to get out to the Sea Caves

Visit the Singing Sands of Stockton Island

Tour the lighthouses

Need a ride to your campsite

Give us a call or email

Captain Ashley 641-757-2796

Captain Peter 262-337-3078

Page 1 of 3

Apostle Islands

Superior Sailing

Bayfield, WI

What to Eat

You have lots of choices while sailing in the Apostle Islands. Here are some suggestions:

Dine ashore at one of the many fine restaurants in nearby Bayfield or on Madeline Island, the only inhabited island in the archipelago. 

Grill ashore and picnic at one of the many public spots among the outer islands.

There is a fully galley with stove, icebox, and gas grill at the back of the boat. Plenty of storage for dry food items, so it's just like being at home. Your Captain will gladly help with the stove and meals. He is also available for meal planning prior to your trip.

Come Sailing with your own Captain in the Apostle Islands

What to Wear

Plan to dress in layers...this time of year cotton is OK for warm days, but a good windbreaker is a must:

Underwear changes, socks

2 pairs of pants

2 pairs of shorts

3 t-shirts and 2 long sleeve shirts

sweatshirt or sweater

windbreaker

2 pairs of tennies or boat shoes

1 pair of sandals, tevas, and/or water shoes

 rain gear with pants and a hat or hood

sun hat and sunglasses – it’s bright on the water

sleeping bag, and pillow, if needed

towel and toothbrush, etc.

We have plenty of sunscreen, motion medicine, first aid stuff, etc.

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Captained Lake Superior Sailing Charters

Leave the navigating to us.

Want a carefree getaway or not qualified to sail on your own?

Superior charters offers a roster of uscg licensed captains to skipper your boat on your apostle islands boating vacation.

This option is available on any of our sailboats and is the best choice for families or couples who don’t have extensive sailing experience and are looking for a unique vacation experience. So, leave the details to us at Superior Charters and we will help pair you with one of our professional U.S. Coast Guard licensed captains who are very familiar with the cruising grounds. They will safely take your group into the islands, anchor out or slip back into a marina – it’s up to you. Our boats are privately owned and therefore there is a limit of six passengers when you have a paid captain. Sailing is a physical activity that people of all ages can participate in and appreciate, but being physically fit will increase sailing performance and safety. These trips are hands-on activities that require complete, unaided mobility getting on and off docks, boats, and dinghies, as you’ll be helping the Captain during certain aspects of the sailing trip.

• Chevron down Accommodations, Schedule, & Other Important Information

Accommodations:   Our fleet of late model sailboats offer our guests premium accommodations. Our wide variety of boats also means that we can meet your needs regarding crew size and budget. While out sailing, the captain will be allotted their own private cabin onboard, with the crew sharing the balance of the sleeping quarters. Guests should bring their own bedding and towels. Boats are equipped with all the creature comforts you could want, including heads on board.

Provisions:   Plan to bring your own food and beverage, and please include the captain in your meal plans. The galley will be equipped with pots, pans, utensils and dishes. You can prepare your meals on the stove, in the oven or on the grill. There will be a fridge on board your boat, so you’ll have safe storage for perishables. Guests typically bring water with them for drinking as well. We can talk through provision suggestions and meal plan ideas!

Schedule:   Trips vary in length from a minimum of 2 days to as many as 10 or 14 days! Crew arrives at the marina in the afternoon, just in time to meet the Captain and get situated on the boat before you spend the night on the boat in the marina, this is considered our complimentary sleep aboard. The adventure begins the next morning, when you set sail for the islands (that is, after a safety talk and introduction to the boat). Each night will be spent at anchor in the islands, with eating, living and sleeping on board with the Captain. The trip concludes on the last day, with crew off-boarding by 3:00 pm.

Cost:   Pricing ranges anywhere from $500 – $2000/person

Booking:  Custom, captained trips are meant to be booked directly with our office, where we can walk you through all the costs, options, itinerary and timing. We will also answer your questions that we may not have covered here. Call us at 715.779.5124

Make it easy and choose one of our Sailing Packages!

Four person package.

Carefree captained trip on your very own private 39′ sailboat! This trip is ideal for four people and has two private cabins and a shared bathroom for the guests.

• Clock 3 Days
• Key Hole 3 Cabins
• Users Sleeps 6

Six Person Package

Carefree captained trip on your very own private sailboat! This trip is ideal for six people and has three private cabins and a shared bathroom for the guests.

Create your own custom trip! Choose a boat and let's craft an adventure!

results result

No Charters found.

• Key Hole 2 Cabins

Pearl – 32′ Beneteau Sailboat

Book and learn more about Pearl, our 32′ 2001 Beneteau sailboat. Great for Lake Superior charters, Pearl is easy to handle and very versatile for all types of charters.

Breeze – 33′ Jeanneau Sailboat

Learn more about the specs, details, and accommodations on Breeze, our 33′ 2010 Jeanneau sailboat! Take her for a spin when you book an Apostle Islands boat rental.

North Twin – 33′ Jeanneau Sailboat

Take a ride on our 33′ 2014 Jeanneau sailboat, North Twin, for some fun sailing in the Apostle Islands. Easy handling and safety make for an excellent charter experience.

• Second most popular small boat

Pavati – 33′ Jeanneau Sailboat

Come aboard our 33′ 2013 Jeanneau sailboat, Pavati, which sleeps six comfortably in two cabins. Enjoy use of a large galley, roomy aft cabin, and other amenities.

South Twin – 33′ Jeanneau Sailboat

Learn more about South Twin and book a fun Lake Superior cruise. Check out our 33′ 2014 Jeanneau sailboat, complete with standing headroom throughout and lots of storage.

• Users Sleeps 8

Bella – 34′ Jeanneau Sailboat

Bella, our 34′ 2015 Jeanneau sailboat, is at the ready for your next family vacation on Lake Superior! Bella’s pure lines and inviting cockpit are sure to thrill sailors of all backgrounds.

• New to the Fleet! Limited Edition!

Sterling – 34′ Jeanneau Sailboat

Experience true happiness aboard Sterling, our brand new, limited edition 34′ 2023 Jeanneau sailboat! She sleeps six and comes with an easily accessible swim platform, functional galley, quality woodwork and more.

• Users Sleeps 7

Mackinau – 36’ Hunter Sailboat

Grab your friends and family and come aboard this classically styled Hunter.  Enjoy the great outdoors with a large cockpit that is fully covered with a bimini and dodger.  The swim platform, with cockpit shower and swim ladder are easy to access with the walkthrough transom.

• Most Popular Midsize Boat
• Users Sleeps 9

Twilight – 36’ Jeanneau Sailboat

Learn more about Twilight, a 36’ 2008 Jeanneau sailboat that sleeps nine. Lounge in the spacious cockpit and soak up the sun. Book a trip aboard this beautiful boat and explore the area.

Clear Air – 37’ Jeanneau Sailboat

Book the Clear Air, our 37’ 2012 Jeanneau sailboat, for an unforgettable Apostle Islands boat rental. Take her for a spin!

• Most Popular Catamaran
• Key Hole 4 Cabins
• Users Sleeps 10

mehitabel – 38’ Lagoon Catamaran

Book and learn more about mehitabel, our 38’ 2010 Lagoon catamaran that sleeps up to ten guests! Enjoy the comfort package with cockpit cushions, speakers, and more.

Rivulet – 38’ Jeanneau Sailboat

Rivulet, our 38’ 2016 Jeanneau sailboat, is the perfect size for an enjoyable Bayfield sailboat charter. Have fun sailing the Apostle Islands aboard Rivulet!

• Second Most Popular Midsize Sailboat

Oasis – 39’ Beneteau Sailboat

This 2004 39′ Beneteau sailboat has three cabins and sleeps up to eight guests. Enjoy recent upgrades to electronics and personal touches by the owners. Go for a sail on Oasis when you book a charter online.

Summerland – 39’ Beneteau Sailboat

It’s all about summer sailing aboard Summerland, our 39’ 2004 Beneteau sailboat. This classic sailing vessel has everything you need to have a great vacation!

Sweet Freedom – 39’ Jeanneau Sailboat

Feel Sweet Freedom aboard our 39’ 2010 Jeanneau sailboat. Perfect for large groups, this sailboat is sleek, fast, and graceful; a modern classic. Reserve this beauty online!

Liberty – 40′ Lagoon Catamaran

Added to our fleet in 2019,  Liberty  is a modern and comfortable take on a catamaran. Learn more about it and start planning your next sailing trip aboard Liberty !

True North – 40’ Jeanneau Sailboat

Book and learn more about True North, our 40’ 2014 Jeanneau sailboat. Clean lines and safe deck layout make for a carefree sailing experience that everyone can enjoy.

• New to the Fleet!

Windeavor – 41’ Jeanneau Sailboat

Book Windeavor, this brand new Jeanneau for your next family vacay! This newly styled Sun Odyssey 410 has walk-around decks and a spacious interior.

L42 – 42′ Lagoon Catamaran

This brand-new Lagoon 42′ Catamaran arrived in Bayfield in the spring of 2022, and she is beyond beautiful! The perfect setting for those very experienced catamaran sailors and for laid-back captained trips.

• Second Most Popular Large Sailboat

Alyeska – 43’ Jeanneau Sailboat

Set sail on our 2014 43′ sailboat that is big enough to accommodate a large group of friends and family with its spacious interior and exterior! Book online now.

• Most Popular Large Sailboat

Sanctuary – 49’ Jeanneau Sailboat

Sanctuary – our 49’ 2008 Jeanneau sailboat – is waiting and ready to take you on a fun Lake Superior cruise! Revel in the harmony between performance, elegance, and comfort.

Windigo – 50’ Jeanneau Sailboat

Set sail on the spacious Windigo 50′ Jeanneau Sailboat. Sailing vacations start at 3 days in length. Book online today for this great sailboat adventure!

Port Superior Marina is located just two miles south of downtown Bayfield, Wisconsin on Highway 13. We’re tucked into the well-protected Pikes Bay Harbor on Chequamegon Bay - right at the entrance of the Apostle Islands National Lakeshore. The Apostle Islands and Chequamegon Bay offer some of the best freshwater boating, fishing, and recreational opportunities in the country. The waters here are clean and clear. In the islands, the pristine beaches, hiking trails, sandstone sea caves, and spectacular sunsets are not to be missed! Known as Lake Superior’s Premier Resort Marina, Port Superior offers all the services and amenities possible to make sure our members’ and guests’ experiences on Lake Superior are they best they can be.

Our sincerest ‘Thanks!’ to Ryan Rivard and Dan Rivard who filmed and edited this stunning video, and kindly shared it with us.

Port Superior’s complex offers a beautiful 200+ slip facility

Our well-lit docks are outfitted with potable water, hoses and electrical hook-ups. We offer slip ownership for those interested in establishing a permanent home on the water here at Port Superior. We also offer annual slip rental for those looking to spend some quality time here, and transient slip rental for visitors just passing through. If you’re looking for dry storage options, we’ve got a list of options to suit a variety of storage needs.

We’re a full-service marina. Our Service Department is staffed with Raymarine® and ABYC certified technicians year-round to handle all your repair and maintenance needs. Our Ship Store is well-stocked with boat supplies, marine equipment, electronic gear and hardware,as well as everyday convenience items. Our fuel dock and pump out station is convenient and easily accessible for vessels of all shapes and sizes.

The reason we’re known as Lake Superior’s Premier Resort Marina is because of our lifestyle amenities. We’ve got options to make your stay a pleasant one – no matter how long you’re here.

Take a look at our view! Live feed from Port Superior Marina on Lake Superior in Bayfield, WI

LAKE SUPERIOR

Port Superior

Port Superior Marina is located just two miles south of downtown Bayfield, Wisconsin on Highway 13, in northern Bayfield County. We're tucked into the well-protected Pikes Bay Harbor on Chequamegon Bay - right at the entrance of the Apostle Islands National Lakeshore.

Only two miles south of Bayfield, Wisconsin, Port Superior is the premier resort marina complex on Lake Superior. The 200+ slip facility is situated in an extremely well protected harbor at the entrance to the Apostle Islands National Lakeshore and has all the amenities to make boating a positively pleasurable experience.

CONTACT DETAILS

We want to hear from you. Contact us!

34480 Port Superior Road Bayfield, WI 54814

715-779-5360

[email protected]

© 2020 Copyright. All Rights Reserved. Designed by Allie's Custom Designs

Apostle Islands Cruises on the National Lakeshore

Tour the apostle islands of lake superior.

The best way to see Wisconsin’s “Crown Jewels” , the 21 island archipelago, is on the water — on an Apostle Islands Cruise out of Bayfield, WI. Unleash your sense of wonder with the adventures, stories, and awe-inspiring beauty that await you on Apostle Island National Lakeshore.

Today's Status

The 2024 schedule is now available! 

Tomorrow's Status

The 2024 schedule is now available!

713 reviews

Apostle Islands Cruises | 4.5

Apostle Islands Cruises | 4.4

Explore Apostle Islands Cruises’ Tours, Shuttles, And More

Most Popular

The Grand Tour

Narrated scenic island cruise.

The complete, must-do Apostle Islands experience with entertaining and insightful narration from the captain. Over the course of 2.5 hours and 55-miles, you’ll see all the most iconic sights , from historic lighthouses to intricate sea caves.

All Day Adventures

Lighthouse Tours

Hop-on, hop-off to nps guided tours.

Our Michigan Island Lighthouse Tour transports you to see twin beacons that saved countless lives. Our Raspberry Island Lighthouse Tour takes you back in time to see the beautifully restored lighthouse and island.

Outdoor Lover’s Favorite

Camping & Hiking Shuttles

Round-trip & drop-off, pick-up options.

Our Stockton Island Day Hiking shuttle brings enthusiasts to gorgeous routes and breathtaking views. Our Stockton Island and Oak Island overnight camping shuttles allow campers to spend amazing nights in nature.

Why Should You Visit the Apostle Islands National Lakeshore?

Stunning natural scenery, windswept beaches, eight historic lighthouses , nature-carved rock formations, marine wildlife, and intricate sea caves – this is Apostle Islands National Lakeshore. Along the g orgeous Lake Superior shoreline is an array of natural animal habitats and old-growth remnants forests that make Apostle Islands one of the most beautiful outdoor spaces to explore. From 100-year-old lighthouses to extensive sea cave formations, there’s endless beauty when exploring the Apostle Islands National Lakeshore.

About Apostle Islands Cruises

Welcome to Apostle Islands Cruises, where adventure meets tranquility. With a rich history spanning decades, our mission is to provide unparalleled experiences amidst the untamed beauty of Apostle Islands. Embark on our cruises and immerse yourself in the captivating landscapes, rugged sandstone cliffs, and gorgeous Lake Superior waters. We have the perfect voyage tailored just for you. Discover the wonders of the Apostle Islands and create memories that will last a lifetime. Get ready to set sail and let your journey begin!

11 Stunning Photos of the Apostle Islands

From mesmering rock formations to the startling beauty of Lake Superior, these gorgeous images demonstrate why so many love the archipelago.

5 Best Hikes in the Apostle Islands

From lagoons & “singing sands” to historic lighthouse & abandoned towns, the Apostle Islands have 50+ miles of maintained trails to explore.

What People Are Saying About Apostle Islands

Took the cruise in late June in near perfect weather so we were able to fully enjoy the sea caves and lighthouse cruise on the catamaran. The captain provided a lot of narration that was informative and fun. Lots of Dad-worthy jokes. The scenery was beautiful and it was nice to learn about the various islands as we passed by. Saw two lighthouses and the captain was good to turn the boat around so people on both sides could get good views and picture. The sea caves were fascinating to see.

⭐️⭐️⭐️⭐️⭐️ , TripAdvisor

See the Wonders of Apostle Islands

Taking a photo of Devils Island Lighthouse

The Two Lighthouses of Michigan Island

The Blue and Red Layers of Sandstone on Devils Island

Waves Crashing into Intricate Apostle Islands Sea Caves

The Lone Rock Formation off Stockton Island

A ranger at the top of Michigan Island Lighthouse during a Guided Tour

Flowers surround the entrance of Raspberry Island Lighthouse

A Grand Tour next to the Cliffs of Devils Island

Welcome to apostle islands national lakeshore.

Nestled on the stunning shores of Lake Superior, Apostle Islands is a hidden gem that awaits your exploration. Immerse yourself in the untamed beauty of these 21 breathtaking islands, each boasting its own unique charm and allure.

Explore infinite splendor at the Apostle Islands National Lakeshore. Gaze at the multicolored layers of sandstone on Devils Island that weave a geological tapestry . Walk in the sands of Julian Bay, that “ sing ” when stepped on with bare feet — due to a special quirk of nature. See gray foxes prowling , white fish wandering , and bald eagles roosting .

Discover the magic, embrace the adventure, and create memories that will last a lifetime with Apostle Islands Cruises.

All Hands Sailing

• See all photos

Similar Experiences

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

All Hands Sailing - All You Need to Know BEFORE You Go (2024)

Spend The Night In An Airbnb That's Inside An Actual Yacht Right Here In Wisconsin

Ben Jones is at heart an adventurer who delights in inspiring others. A former reporter and photojournalist, he explored towns large and small as a Wisconsin correspondent for USA Today. He later became a lead photographer and senior copywriter for an award-winning destination marketing agency, before founding Boldland Creative, a company that produces photography, video, and other content for travel destinations. Jones has completed photography and content projects in more than 15 states and when he’s not looking through a camera or at his Macbook you’ll find him exploring the world’s lakes and forests. 

More by this Author

As local travel experts, we know what travelers are looking for when it comes to finding the perfect accommodations for their next trip. To compile our lists, we scour the internet to find properties with excellent ratings and reviews, desirable amenities, nearby attractions, and that something special that makes a destination worthy of traveling for.

If you’ve ever dreamed about a getaway on a private yacht, a Bayfield vacation rental can make all of your dreams come true. You’ll have no worries on a vintage 38-foot yacht that’s appropriately named, “No Worries.” Enjoy the good life as you take in all of the beauty of the largest of the Great Lakes. Ready to step aboard? Here’s what’s waiting for you at this yacht Airbnb in Wisconsin…

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Make you reservation early for this unique rental – the summer bookings fill up quickly! And don’t forget your sunglasses and boat shoes for this yacht Airbnb in Wisconsin ! And when you’re staying in Bayfield, here are some ideas for fun things to do .

OnlyInYourState may earn compensation through affiliate links in this article. As an Amazon Associate, we earn from qualifying purchases.

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Featured Addresses

Call us: 715-209-3216

Kayak Rentals

Kayak day rentals.

Book Now »

Camping Site

Paddle board rentals.

Beginner paddlers are encouraged to use Basswood, Oak, Stockton, Madeline, Long and Hermit Island. These islands are protected and offer a safer paddling experience. Paddlers with experience can utilize Sand, York, Raspberry, Bear, Otter, Rocky, Ironwood and Manitou Island. These islands are more exposed and require that you can paddle in three-foot waves. We only allow expert paddlers to plan rental itineraries that travel to Devil’s, South Twin, Cat, Outer and Michigan Island. North Twin and Eagle Island are off limits due to NPS restrictions.

Sea Caves can be found at the following locations and are listed from most impressive to least: Devil’s Island, Sand Island, Meyers Beach, Romans Point, Stockton Island, Outer Island, Ironwood Island, Cat Island, Bear Island, Oak Island, Madeline Island. You can expect crowds of paddlers and motor boats at Meyers Beach and Madeline Island which really detracts from their splendor. The other sea cave locations you have mostly to yourself.

Sit on top kayaks do not require a $25 safety course, but they include free instruction. Sit-on-top kayaks are much safer for beginner paddlers because they are self-bailing. However, sea kayaks are the only kayaks allowed for Island crossings. We require a free safety test and optional safety course (one hour, $25) for sea kayaks rentals. 

Delivery Rates

Fee is based on location only and not how many items you have delivered.

• Bayfield — $50
• Cornucopia- $50
• Red Cliff- Free
• Madeline Island $50
• Sand Bay- $50
• Meyers Beach – $50

All multi-day sea kayak rentals are required to bring their own or rent from us a handheld waterproof VHF radio (one per group).

Rentals Travelling to exterior islands; Bear, Devils, Rocky, Cat, Outer, Stockton, and Michigan islands will be required to rent from us or bring their own SPOT satellite messenger / EPRB for $15/day (1 per group). These devices work where cell phones do not and allow you to; (1). check in when arriving safely at your destination, (2.) Pay a water taxi to pick you up and (3.) Send an SOS message to the coast guard station in Bayfield, Wi. WATER TAXI RATES

You must be able to do a T-rescue, wet exit, and re-entry to be able to rent sea kayaks for island crossings (illustrated in the three videos at the bottom of this page) If you do not know how to do these sea kayak skills we have a safety course available for $25. We are quite strict about our guidelines for renting sea kayaks for island crossings. If you plan on taking the sea kayak safety course, you must still pass the skills in the safety test to be able to rent a sea kayak for island crossings.

Includes — boat, paddle, life jacket, spray skirt, paddle float, and pump.

*You must bring your own fully charged cell phone. Verizon has the best service. If you are traveling to the exterior Islands a VHF radio or ham radio is highly encouraged.

Additonal Items for Rent

• Safety Course — $25/person
• Wet Suit — $5/day, $20/maximum per person
• Roof Racks & Straps — $5/day
• Dry Bag — $3/day, $20/maximum
• VHF Radio — $8/day, $50/maximum
• 2.5 watt VHF radio- $12 / day
• Extra Paddle — $5/day, $20/maximum
• Spot GPS EPRB— $15/ day $50/ maximum