yacht party annapolis md

Annapolis, Maryland Boat Tour

Come experience annapolis from the water, let's go cruisin', your tour boat is waiting to take you on a one-of-a kind tour through annapolis harbor and ego alley, special occasions.

Celebrate any occasion with Annapolis’s premier tour boat rental company! Our boats are perfect for birthdays, holidays, and anniversaries. Gather your friends and family for a memorable time on the water. Book now, and let’s make your next event unforgettable!

Corporate Events

Great way to get out of the office and do something fun. Hold a meeting or do some team building. A perfect blend of professional service in a relaxing environment. Jump aboard, we promise your team will leave feeling refreshed and connected.

Sunset Cruise

Experience a breathtaking sunset in the Annapolis Harbor aboard your tour boat! Our sunset cruises are the perfect way to capture the moment and create unforgettable memories. It’s no wonder they’re our most popular outing! Don’t miss out on this stunning experience – book now!

Adventure Cruise

Looking for an adventure with the family in Annapolis? Look no further than our top-of-the-line city sightseeing boat rental! Enjoy fantastic views of the city’s harbor and create unforgettable memories with your loved ones. Our friendly atmosphere ensures everyone will have a great time on the water! Book now for an unforgettable experience.

Looking for a fun family outing in Annapolis? Book our top-of-the-line city sightseeing boat rental! Enjoy stunning views of the city’s harbor while creating memories with your loved ones. Our kid-friendly atmosphere ensures everyone will have a great time on the water. Don’t miss out on this unforgettable experience!

Date Night Cruise

Come do date night with us! Why not change it up a little. We provide a chill setting for couples to enjoy the peaceful serenity of being on the water. You and your significant other are sure to remember the evening for a life time

What To Expect

• Fun, friendly and knowledgeable staff
• A great atmosphere to cruise and chill
• State-of-the-art bluetooth accessible sound system (connect your device to play your favorite tunes!)
• Fun after dark lighting
• Easy access to the vessel with free PARKING
• Intimate setting for up to 6 passengers
• Vessels are clean and well-maintained
• A perfect way to make memories
• Bring your own beverages and snacks if you choose (ice, waters and coolers are provided). There will be no beverage sales onboard
• The 90 minute tour will strictly remain in the protected water of the harbor from the naval academy through ego alley and up into spa creek

Pricing: We offer 2 different size tour boats to choose from!

6 passenger tour boat.

• Monday-Thursday $55 per person (up to 6 people) 4 guests minimum, or $220 base rate.
• Friday-Sunday $65 per person (up to 6 people) 4 guests minimum, or $260 base rate. 

32 Passenger Tour Boat

• Monday-Sunday $55 per person (up to 32 people) 8 guests minimum, or $440 base rate. 

Crew gratuity is not included but is expected, 15-20% is customary.  

We are always happy to see you again! We want to thank you for being a loyal customer and will provide a 10% discount for your second boat trip with us. Contact us to get your discount.

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Captained and Bareboat Charters in Annapolis, Maryland

The Chesapeake Bay is among the world’s top cruising and sailing destinations. A true American treasure, the Bay delivers a long enjoyable sailing season from early Spring to late Fall, with over 11,000 miles of shoreline to explore. From quiet, unspoiled anchorages, to historic seaside towns like St. Michaels and Oxford, to the vibrant ports of Baltimore and Annapolis, the Chesapeake Bay offers something for everyone.

Our docks in historic Eastport overlook the celebrated city of Annapolis and the Naval Academy. Take a short stroll or dinghy ride into town and enjoy the quaint shops and world-class restaurants before heading out on your Chesapeake Bay adventure.

Charter with Waypoints Annapolis to Experience:

• Daily, Weekend, and Week-Long Charters 
• Skippered, Bareboat, and ASA Certification Charters 
• New Luxuriously Appointed Fountaine Pajot Sailing and Motor Catamarans, Dufour Sailing Monohulls, Jeanneau Sailing Monohulls, and Jeanneau Powerboats
• Yachts Equipped with Air-Conditioning and Generators 
• Provisioning and Personal Concierge Services

An Insider’s Viewpoint

“How would we describe the perfect cruise from Annapolis to St Michaels? Talk to Susan and Traci at Waypoints and hire Mike to be your captain and chef extraordinaire! Booking was easy and Dark Star was the perfect venue for our sail on the Chesapeake. We were blessed with beautiful weather and we never lacked in getting the details we needed quickly when we asked questions and made requests. We launched the boat from their very accessible location on the Eastport side of Spa Creek. They helped us navigate parking and Waypoints had people help us with our luggage. We can’t say enough good things about our experience. They exceeded our expectations!” Julie M.

“If you are looking for a Five-Star full-service charter experience and marina, look no further than Waypoints Annapolis. The boat was in mint condition and the service at the Marina was exceptional. Annapolis is a beautiful historic city with great restaurants and a fun nightlife for those who want to spend an evening onshore.” Mike

“This may be the best charter company I have ever used. Fantastic customer service, wonderful, perfectly maintained boats, price competitive, perfect location right on the Severn next to Chart House, boat choice from small to large.” Sandy

“Phenomenal company, team, and experience, from start to finish! Waypoints Annapolis offers the finest yachts for charter and boat-as-business opportunity we’ve ever seen!” Karen

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Annapolis, MD

boating guide

In addition to the best offers we have for boat and yacht charters in Annapolis, MD, see also options available for rent in these nearby locations:

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Explore Annapolis, MD with Sailo - an yachting playground waiting for you!

Rent a yacht in Annapolis to see this stunning location like you’ve never seen before. With a private Annapolis boat rental from Sailo, you and your family or friends will have the freedom to discover some of the most beautiful parts of Maryland. Whether you choose a sailboat charter Annapolis , catamaran or a motorboat, you are in for a thrilling, romantic and unforgettable adventure aboard your private yacht charter.

The best Annapolis, MD private party boat charters available on Sailo

Planning for a private event with your family or friends or a business occasion that you’d like to celebrate in a special way? Choose one of our top rated party boat rentals in Annapolis, MD! Various event boats with capacity of 13+ guests are available in Annapolis, offering a variety of catering package options, entertainment and professional crews trained to make your special event unique and memorable. Rent a party yacht in Annapolis, MD from Sailo: it’s easy, quick, secured and the best way to surprise your guests with an exclusive experience on the water!

Learn how to find the best boat for you

Choosing the perfect Sailo boat for you in Annapolis, MD is easy and quick thanks to our advanced filters! First we recommend filtering by date and trip duration. Whether you look for a 2, 4 hrs or a full day rental in Annapolis, the group size is very important, as well as the type of boat you want for your adventure in the waters of Maryland. Use the price filter to see only options according to your budget and click on the 'Crew' button to choose if you want a boat with a captain or you want to drive it yourself (option Bareboat). Once a Annapolis charter catches your eye, click on it to see the boat page with more photos and a detailed description. Check the reviews and send a direct message to the boat owner to ask more details!

How much does it cost to rent a yacht in Annapolis, MD for a day?

Boat charter prices in Annapolis, MD vary significantly. You can find great budget friendly rentals starting from €250 for a daily trip. Luxury or party yacht rentals for the day can cost up to €6500 where service fees and mandatory extras are not included. Your budget per day will vary depending on whether you are renting the boat in Annapolis with captain and/or crew, fuel cost, special requests for pick-up and drop-off or other special arrangements you may want to make with the owner.

What is Sailo FREE 24 hours Reservation?

Not sure if the boat you like suits your vacation plans? You can place a free reservation for 24 hrs, no credit card required, for most of our weekly boat rentals, allowing you more time to discuss details with the boat owner, talk to your family or friends or customize your budget to suit your needs. Once you have placed the reservation, boat is blocked for 24 hours. During the 24 hours of your reservation, you can book the boat, cancel the reservation or ask for a one-time extension of 24 hours by contacting us at  [email protected] . If you do nothing, your reservation will automatically expire and the boat will become available for other renters.  Read more about free reservations.

Responsible boating guidelines

However long you’re on a boat, it’s always a thrilling and fun experience. Here at Sailo, we like to make sure that the stunning beauty of the seas, lakes and rivers of our planet stay as pristine as possible. If you’re going to charter a yacht, from a few hours to week, try to follow these sustainable boating tips:

• Take your rubbish home
• Use eco-friendly sunblock
• Avoid single use plastic

Much of the world’s plastic ends up in the sea, so reduce, reuse and recycle.  Read more about responsible boating.

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Party Boat Annapolis Launches Tomorrow

Party Boat Annapolis is the first pedal-powered pontoon paddle boat in Annapolis, Maryland. Annapolis residents and visitors can enjoy the stunning water views along Annapolis Harbor and Spa Creek, including Ego Alley.

Party Boat Annapolis makes its on-the-water debut on April 1st and has available tours every day throughout the summer (weather permitting).

Party Boat Annapolis, from Marine Entertainment, LLC, is the perfect way for friends, families, and colleagues to pedal, sip, and celebrate any occasion on a private floating bar. The 30’ vessel is built to carry six passengers plus two crew members. It has bike pedal stations around the bar top and bench seating. The pedaling of the passengers ultimately powers the large paddle wheel on the back. The vessel is also equipped with a small outboard motor to maintain control. It allows passengers to take a break from pedaling while enjoying the beautiful views of Annapolis’ cityscape.

Passengers are encouraged to bring their own beverages and food; coolers, ice, and water are always provided, and guests can enjoy a state-of-the-art Bluetooth sound system and after-dark lighting.

Depending on the day, guests will be picked up and dropped off from one of two locations in downtown Annapolis, either Eastport or City Dock (Ego Alley)

The 90-minute tour allows passengers to learn about the area, celebrate an occasion, or simply get out and enjoy the water. A certified captain pilots each tour.

Marine Entertainment is owned and operated by Trevor Hardman, an experienced boater. Party Boat Annapolis was inspired by his love for boating and the water and his deep desire for others to safely enjoy the local waterways, which he and his family have spent over two decades enjoying. He is also the Owner and Operator of Shoreline Fuel and Marine Services . As a local himself, he is ecstatic to bring this one-of-a-kind tour to the Annapolis residents and visitors alike.

Reservations are now being accepted here !

Stay tuned for a Local Business Spotlight podcast with Trevor!

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Rent the best Annapolis luxury yacht charters of 2024

• Luxury Yacht Charters
• Maryland Luxury Yacht Charters

Top Annapolis luxury yacht charters

Oxon Hill, MD

51 foot luxury Power Catamaran - The ultimate DC experience

Stable, comfortable & fast - sleeps 8 w/4 baths!

Washington, DC

Beautiful time for DC Potomac Cruisin’!

Annapolis, MD

ESCAPE--Leopard 43’ Sailing Catamaran

Galesville, MD

Das Boot Custom Sailing Charters

Edgewater, MD

Sailing Vessel (S/V) DreamCatcher

VIP Yacht Charters, LLC - Let the adventures begin

Luxury Private Yacht at National Harbor MGM

DOS MILAGROS - Beneteau Oceanis 45

46' Meridian Airbow for charter in Oxon Hill, MD!

Classy 51 ft. Cruiser

46' Sailboat Landfall cruiser plenty of rooms!!

Luxury parties on Maryland party boat

Sail on the Pintita

LANI - Leopard 42' Catamaran Sailboat

STARZ - 2018 Lagoon 42 (3 Cabin / 3 Head)

Luxury DC Yacht Charter

Stevensville, MD

Lavish Pershing Italian Yacht for Charter

How to rent a luxury yacht charters in annapolis, find the perfect boat.

Enter your desired location and date to explore our fleet of luxury yacht charterss.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for luxury yacht charters

Top luxury yacht charters reviews in Annapolis, MD

51 foot luxury...

This is boat and crew to charter. Captain Todd and the team made sure we were well taken care at every moment.

VIP Yacht...

Captains Roderick and Maya turned a very rainy Saturday into the best thirtieth birthday one could ask for. 10/10...

Captain Rod and Myra did an awesome job at making our event so special. Amazingly, they were able to operate during...

Beautiful time...

Our celebration of my daughter's 50th birthday aboard the boat, A Blast, could not have been more perfect! The...

I booked this boat for my friends bachelorette trip and it was the highlight of the weekend! There is a big speaker...

LANI - Leopard...

I had a great time for my birthday on “A Blast”. I was worried about the weather and it possibly raining but there...

Hands down great boat and great Captain

We had a fun evening with friends aboard the beautiful A Blast! Prior to the outing, my questions were promptly...

Luxury DC Yacht...

I actually read all the reviews before booking this boat for my wife’s Birthday and guess what, all the 5 star...

This was my 2nd time renting the Good Vibes Charter and we are already planning to do it again next year! The yacht...

ESCAPE--Leopard...

My party and I had an awesome time! The original boat we booked was having trouble and Cap Shawn accommodated us with...

Luxury Yacht Charters in Annapolis, MD

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Own a boat?

Boatsetter lets you make money renting out your boat. Peace of mind and insurance is included in every rental, and you choose who rents your boat.

Ready to set sail?

Search and find the perfect boat.

Need assistance?

Get in touch with one of our success experts.

Saturday, October 14 | 6 to 10 p.m.

Announcing eyc's party in the 'port - boat show edition   this waterfront party will feature a classic case, open to the public bring your friends, make sure to visit eastport yacht club at the sailboat show - booth ab23 learn about the eyc's lights parade , eyc's junior fleet ,  and more, party in the 'port is eastport yacht club's boat show bash (open to the public) featuring live music by a classic case , the high-energy six-piece all-classic-rock band of stan & joe's tavern fame that will have you dancing and singing all night long burgers, hot dogs, loaded tots, eyc’s famous libations and more will be available for purchase., general admission ticket price to enter party: $20 in advance $25 (door) rain or shine get tickets here, no entrance fee for children ages 5 and under. sorry, no pets allowed., eastport yacht club’s “party in the port“ will be a sailors for the sea clean regatta event”, are tickets refundable no. this is a rain or shine event.  can i come by boat no entrance to the party from eyc marina docks. if you take the water taxi to eyc, you must walk up to the main gate on first street to get a wristband to be allowed into the party. are dogs welcomed sorry, not at this event. are lawn chairs allowed yes. is this a kid-friendly event yes. where can i park members can park in the eyc lot as long as they have a current sticker displayed on their windshield. the public may park on neighboring streets or in yacht haven across from the club. the water taxi can also drop you off at the chart house if you are coming from the boat show. do you accept credit cards yes. will you accept cash yes, but we would prefer credit card to lessen the handling of cash. there will be an atm on site if needed..

Thanks go to our generous sponsors, who are helping to make this a memorable event!

EYC Special Events: [email protected]

410-267-9459

Party in the 'port.

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dISCOVER A Cruise Near You

Washington dc area, richmond va, baltimore md, annapolis md.

Party Boat Rentals, Cruises & Private Charters

Whether you’re celebrating a holiday, special occasion, or just looking to let loose, at Sea Suite Cruises you’ll discover unique party boat rentals that combine a rousing get-together with a relieving getaway.

Bartended & BYOB Cruises

Choose from bartended cruises or BYOB options, don’t forget snacks!

Single Tickets & Private Charters

Book a private ride with friends & family or mingle on a shared cruise!

Events & Sightseeing Tours

Host a celebration or S ea your favorite cities from a new perspective!

BE "NAUTI" – Bachelorette & Bachelor Parties

Ladies and gentlemen, we want to let you in on an open secret…  There’s a reason that a large percentage of our tours are for bachelor/bachelorette parties:

• Our cruises can fit you and your whole wedding party
• Everybody loves being out on the water and catching a tan
• Let’s be honest — it’s perfect for creating a picturesque moment on Instagram

» Bachelor and Bachelorette Cruises

GET ROWDY – Birthday & Anniversary Celebrations

Sip and set sail with close friends and family for a birthday to remember. With our boat, your buds, and a bar or cooler full of provisions, you’re guaranteed that perfect Instagram pic for the shameless “HBD to me” post 😉

» Anniversary and Birthday Party Cruises

LET LOOSE – Corporate Events & Team Building

Discover Sea Suite Cruises – your go-to for corporate team events, company outings, and client entertainment. Our diverse boat sizes cater to groups ranging from a few colleagues to 50 people (varies by location). Our nautical offerings paired with the unique backdrop of the city from the water offer a seamless blend of luxury and professionalism for effective team building and client relations.

For larger groups or conferences please Contact Us for availability.

» Corporate Event Cruises

Explore Local Cruises for Any Occasion

We welcome residents and visitors alike to enjoy boating experiences with local charm. Our cruises make you and your crew feel both at home and away!

Georgetown | The Wharf | Navy Yard

Rocketts Landing

Inner Harbor

Nautilus Point

Check out Paddle Club Cruises for our paddle boat booze cruises. We have cycle stations for guests who want to pedal, but we also have a motor on board to help out or even take over for those who don’t.

Tiki Club Cruises and Whitlow’s on Water DC are our tiki bar boat experiences energizing nautical neighborhoods near you.

We also offer Retro Boat Rentals in Washington, DC. Drive an eco-friendly, vintage boat from 1958-1963!

Book Your Perfect Cruise in Minutes

Booking is quick and easy! Just follow the steps below and you’ll be on the water in no time!

1. Find Your Location Locate the nearest Sea Suite city. 2. Select Your Cruise Decide which boat type and cruise you want to experience. 3. Choose Your Date & Time Find a date and time that work for you. 4. Reserve Your Ride Enter your group size, book, and pay. If you’re not sure what your final group size will be, you can book for the minimum and add more passengers later on as needed! 5. You're All Set, See You on the Water! Review your confirmation email/text and get ready! Get Together, Get Away!

Island Chill Yacht Charters

Chesapeake Boat Cruises

• Full Moon Rising
• Raft-Up Party!
• Specialty Charters
• Friend-Ships
• Birthdays!!!
• Anniversary
• Bachelorette
• Mother’s Day
• Father’s Day
• Blue Angels USNA
• Memorial Day
• Island Celebrations
• Team Building
• Natural History
• Chesapeake History
• Night Owl Party
• Fishing Trips
• Full-Moon Rising
• Aqua Studios
• Irie Vibes – 34′ Powerboat
• Therapy – 43′ Sailboat
• Tallawah – 20′ Bow Rider
• About ICYC-CBYC
• How to Book
• (410) 212-4476

2-Boat Party - Powerboat and Sailboat

WIth Birthday Celebration Package

Welcome Aboard, 2024!

Island chill yacht charters (icyc), & chesapeake bay yacht charters (cbyc), 'to bring people together to create memories and  strengthen friendships & family connections', new location : 'the marina', 1444 shore drive, edgewater, md 21037 (map), email: [email protected].

Island Chill Yacht Charters (ICYC) creates the 'Relaxing Excitement of the Islands' on our Chesapeake Bay sail and powerboat private cruises for Families, Friends and Couples. We're conveniently located in historic Londontowne in Edgewater, close to Washington D.C. & Baltimore, and just 6 miles south of Annapolis - the 'Sailing Capital of America!'

We're the perfect venue for hot summer days and chill sunsets. Celebrate Birthdays, Anniversaries, Bachelorette Parties, Corporate Retreats - add our 'Sail-E-Bration' special occasion decoration packages! National Holidays and Special Events too. Chose our 43'-sailboat (Therapy), or either our 34'- (Irie Vibes)  or 20'-bow-rider (Tallawah) powerboats for captained cruises along the shores of the South and Rhode Rivers, the magnificent Chesapeake Bay as well as get close to the Thomas Point Shoal Lighthouse. At anchor, enjoy swimming, paddle boards, floating lily pad; sun, beaches, sand bars and islands; even kayak and fishing options too. Endless possibilities - endless fun!

Chesapeake Bay Yacht Charters (CBYC) focuses on Storyteller and Specialty cruises - full of Captain John Smith, historic landmarks, President George Washington, lighthouses, pirates, birds, striped bass, wildlife, blue crabs, ospreys and Chesapeake Bay habitats. You'll be an active participant on Storyteller   charters - it's like you are Sir David Attenborough and Ken Burns for a day! There's also Family and Friends Fishing Charters as well as Full Moon Rising trips. Aqua Creative Studios is a great venue for photo and video shoot productions. We even offer exciting opportunities to Crew on Therapy on Windy-Day sailboat expeditions too! 

• Irie Vibes :  34' Powerboat ( 6-Guests)
• Therapy :  43' Sailboat (6-Guests)
• Tallawah : 20' Powerboat (4-Guests)
• Half-Day : am or pm (2h, 3h or 4h)
• All Day (am/pm; pm/Sunset (7.5 h)
• Sunset  (2.5 h)
• Night Owl Parties
• Lighthouse Charter
• 2-Boat Party : Up to 12-Guests
• Custom Cruises
• Kids-Adolescents
• Romantic Couples

Special Occasions:

• Anniversaries
• Mother's Day - May 12th
• Father's Day - June 12th
• 2-Boat Party , Up to 12-Guests
• Decoration Packages

National Events:

• Blue Angels
• Island Heritage Days

Corporate Events:

• Team-Building

Chesapeake Bay Yacht Charters:

• Storyteller - Natural History
• Storyteller - Chesapeake History
• Family and Friends Fishing Trip
• Windy Day Sailboat Adventure

Aqua Creative Studios:

• Aqua Creative Studios

Reservations:

• Marina Location (Maps)

Therapy (Up to 6 guests)

Irie Vibes ( Up to 6 guests)

Tallawah (Up to 4 guests)

2-Boat Raft-Up (Up to 12 guests)

So, click the links to see excursion options and what to expect. Call with questions or just go ahead and book our Half-Day, Full-day and Sunset cruises for Families, Adolescents and Kids, Friend-Get-Togethers and Couples Getaways. We're ideal for Special Occasions – Birthdays, Anniversaries, Bachelorette Parties and Graduations (each with add-on 'Sail-E-Bration' Decoration Package options). We're a private and exclusive charter company, so we're happy to customize your cruise! Call us. Catering options too. We also offer Corporate Retreat and Reward packages. We celebrate National Events: Memorial and Labor Day, July 4th fireworks, Mother's Day, Father's Day, Jamaica Day, Canada Day and honor the Blue Angels display over the Naval Academy during Commencement Week in Annapolis. Book early! We also have special 2-and 3-Boat combinations for up to 12- and 16-Guests for Special Occasion celebrations. Some bookings need you to call us directly (410) 212-4476 to give time to organize. Our Aqua Creative Studios are an innovative venue for music video shoots, fashion photo presentations, video features and personal portfolios - we even have equipment: drones, cameras, models and photographers too. So, no travel hassles, no airport chaos, no traffic, no lines, no exorbitant gas prices - just an all fun-adventure-party. 

ICYC and CBYC are unique on the Chesapeake Bay. We'd love to welcome you aboard. 

Please Review: Booking/Reschedule/Cancellation/Refund Policy - Safety Policy - Weather Policy - Motion Sickness Policy - Smoking/Lighters/Vaping Policy - Alcohol/Food Policy - Bathroom/Down-Below Policy - Black-Soled Shoes Policy - FAQs

2024 Photo Updates

Spring is here.

Therapy waits patiently for Spring.....

New Year's Eve Annapolis Yacht Party

Dates available.

Sunday, December 31st

Upcoming Dates

Description.

Make your New Year's Eve memorable with this special celebration on the water in Annapolis. Ring in the New Year on an exclusive and fun cruise aboard a luxury yacht with a DJ, dancing, desserts, a complimentary glass of bubbly, and fireworks! A magical beginning to the new year. This event is 21 and over. If the fireworks displays are cancelled for weather or other reasons, Watermark will still cruise.

Departure Location

Annapolis City Dock 1 Dock Street, Annapolis MD, 21401

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