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Boat vacation rentals in Caribbean Sea

Find and book unique boat rentals on Airbnb

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Popular amenities for Caribbean Sea boat rentals

Family-friendly boat rentals

A 46-foot Amel Maramu sailboat is anchored in clear turquoise waters, surrounded by a serene landscape. Another sailboat is visible nearby, with lush greenery on a small island in the distance. The scene reflects a tranquil atmosphere, ideal for a peaceful getaway.
Boat in Panamá

Private San Blas Sailboat Experience - min 2 Guest

AlbertRating, 5 stars87 months ago
Michael is an exceptional host that goes above and beyond . Easy to communicate with, helped with transport, and gave an experience far greater than most. Will book again with him and will tell all my friends. The area of Portobello was beautiful, did not feel cheated not being able to go to San Blas
A 40' catamaran is anchored in clear turquoise waters, with a mountainous coastline visible in the background. The vessel is equipped with a spacious deck, and its sails are raised, catching the gentle breeze under a partly cloudy sky.
Boat in Saint George's
5 out of 5 average rating, 7 reviews

Grenada: Stay at sea

ChadRating, 5 stars89 months ago
There aren't enough words to describe our experience on the Yacht Freedom with Gerrie & Hettie. From the time we checked-in, to departing, everything was perfect. We had a great time snorkeling, sharing stories and drinking rum punch. Gerrie and Hettie are the best hosts and all-around amazing people. If you have the opportunity, it's a must stay.
An aerial view of a sleek sailing yacht is presented, showcasing a white hull against vibrant blue waters. The boat features a spacious deck with navy seating, a main sail raised, and a tender attached at the back, ready for exploration.
Boat in PA
5 out of 5 average rating, 7 reviews

Holliday in French Polynesia with Micamale

EzraRating, 5 stars42 months ago
This is a one of a kind experience that I cannot recommend enough. We had a group of four (two couple's in our late 20's) and the experience we had on Andrea's boat is not one we will ever experience. Andrea is such a warm, kind, unique person who had a flair for life and the cooking skills to go along with it. We were eating like royalty the entire time and Andrea's experience and connections in the area ensure that you get access to some of the freshest items the sea has to offer. We genuinely felt that Andrea wanted us to have a good time, and he often laid out multiple options on where we could go/what we could see and let us choose our own adventure. We sailed all over the place, saw incredible sights, and made incredible memories. He can also put on quite the musical show if the stars align and he's in the right mood! Just remember that you have to sing along.
The layout of the sailboat is presented, highlighting a spacious interior design. Two sleeping areas are located at the back, while the front features a cozy lounge area and kitchen appliances arranged thoughtfully along the central passage.
Boat in Samaná
4.53 out of 5 average rating, 36 reviews

Boat Experience, Marina Puerto Bahía Samana.

Alex & KatyaRating, 5 stars3 months ago
Roberto's sailboat was comfy and since his large vessel was moored in peaceful Bahia Marina, the minimal waves rocked me gently to sleep. Nice! Bring your own ice, if you want to bring anything cold aboard. The cabin and cockpit are very comfy. Sipping a fine Brugal Leyenda rhum after an hour and a half or so drive to the Marina where "Roberto" greeted me was a wonderful way to end the day and my 10 days in wonderful DR (4 days in Cabarete, 4 days in Las Terrenas and just 2 in Samana)! Roberto was very responsive and was okay greeting me around 8:30 PM or so (within his 6 to 10 pm arrival window). It would have been great to sail in the light WSW winds of 18km/h or so the next day, but scheduled repairs and maintenance took precedence, over my fairly last-minute booking. Still, Roberto, was kind enough to facilitate a snorkeling excursion into Samana Bay (for a fee) with one of his contacts. All in all, I had a wonderful time! Thank you, "Roberto"!
Superhost
The yacht is showcased in its sleek form, anchored in the marina. Its white exterior reflects the warm hues of the sky during sunset. Masts and rigging are visible, with other boats and a scenic waterfront providing a serene backdrop.
Boat in Cole Bay

54' Destiny in Rodney Bay Marina

Bobbi DawnRating, 5 stars16 months ago
We loved staying on Destiny. We had never experienced living on a boat and wanted to try it out. It is extremely well equipped & clean. The location of the marina is close to restaurants, shopping and excursions. Being on the water was calming, peaceful and made for a great night's sleep(the beds are amazing). Michael was a responsive and friendly host. We would love to come back.
A spacious sailboat is anchored in calm waters, surrounded by lush green hills. The vessel features two tall masts and is partially covered by a navy blue canopy. The serene landscape includes a glimpse of buildings and palm trees along the shoreline.
Boat in Grande Anse d'Arlet
4.37 out of 5 average rating, 46 reviews

Adventure Boat + Snorkeling option

MargauxRating, 5 stars1 day ago
Great stay. What a beautiful atypical experience. Great exchange filled with good advice. I highly recommend it, see you soon for a future stay ;)
A sailboat is anchored on calm waters, surrounded by a scenic backdrop of clouds at sunset. The boat displays a classic design with a sturdy mast and is equipped with a canopy for shade. Soft, pastel colors adorn the sky, reflecting on the tranquil surface of the water.
Boat in Bocas del Toro
4.6 out of 5 average rating, 20 reviews

Come live the dream : Pretty life*

EmilyRating, 5 stars4 months ago
Loved our day sailing so much we booked a second day! Lovely and relaxing with a delicious lunch and very custom experience. Thanks!
A sleek monohull sailboat is anchored in calm waters, showcasing a spacious deck and a classic white hull. Lush green hills rise in the background, dotted with houses under a partly cloudy sky. Nearby, other boats are visible, creating a serene nautical scene.
Boat in Le Marin
4.45 out of 5 average rating, 22 reviews

GIRL 13.76 m monohull sailboat (Port MARIN)

MorganRating, 5 stars7 months ago
Nothing to say! Awesome

Boat rentals with beach access

A spacious yacht is anchored in clear turquoise waters, with tropical islands visible in the distance. People can be seen engaging in water activities nearby, while the sky is partly cloudy, creating a serene ambiance of a coastal getaway.
Boat in Road Town

Truly a dream vacation.

Sunnyforoutan@Gmail.ComRating, 5 stars5 months ago
Paul is incredible. I didn’t want to go through charter companies and pay a big commission. Paul helped me plan my trip and on his beautiful catamaran we got to see some of her most exclusive remote areas of BVI and also go to more trendy and fun places. The experience was priceless. Paula was extremely responsive, knowledgeable and helpful. My 3 daughters and young adult nieces all had the best time. This is the only way to experience the BVI. Can’t wait to come back.
Superhost
A sleek yacht is docked at the marina, featuring a clean white exterior with multiple fishing rods mounted on the top. The surrounding area includes palm trees and a calm waterfront, presenting a serene atmosphere by the water.
Boat in Maria Chiquita

Yacht in Playa Escondida

YadurisRating, 5 stars3 months ago
The stay has the amenities as stated in the description at the time of booking, Mellissa is a very good host and was always available for any call. The person in charge of the yacht is a collaborator and supported us during our stay. Thank you
The image displays the bow of a catamaran named 'Mascali', securely docked. A small motorboat is tied alongside, with wooden steps leading onto the deck. The surrounding water is calm and has a rich turquoise hue, with other boats visible in the background.
Boat in Le Marin

Catamaran at the pontoon

FlorentRating, 5 stars1 month ago
Very family-friendly welcome! Cata very clean and very well equipped! The location at the dock is perfect! Exceptional value for money! Sylvie and Stephane are very accessible and attentive owners! They will do everything so you can have a great stay! I would highly recommend 🙂 Thanks again and see you soon! 😁 Flo, Berth, Mathias and Valentin.
The yacht Barbara Jane is anchored in clear waters, showcasing a sleek, modern design. A paddle board is secured on top, while the spacious deck is equipped with sun protection. Surrounding yachts are visible in the background, highlighting the serene marine environment.
Boat in Saint Martin

Beachfront 3 BR 3 Bath Bali Catamaran Barbara Jane

Superhost
Boat in Cancún

Cancun yachts

The yacht Beauport is anchored in the clear blue waters, showcasing its sturdy hull and spacious deck. Its two levels are visible, along with various outdoor seating areas. The background features the coastline of Cozumel, complementing the tranquil maritime setting.
Boat in San Miguel de Cozumel

Mega Yacht in Cozumel - 1

A sailboat is anchored near a private dock, surrounded by lush greenery and vibrant flowers. The calm waters reflect the clear blue sky, with distant hills visible along the horizon. The well-maintained gardens offer a serene atmosphere for relaxation.
Boat in Bastimentos Island

Sailboat that includes 3 rooms

The spacious cockpit area is designed for relaxation, featuring comfortable lounge seating and a large dining table. Ample natural light illuminates the space, while the surrounding waters and distant hills create a serene backdrop.
Boat in English Harbour
New place to stay

Antigua: Catamaran Experience by Sunset Seas

Waterfront boat rentals

A classic 43 ft Slocum yacht is docked in a marina, featuring a vibrant red and blue hull. The sailboat is surrounded by other vessels, with masts reaching high above. Calm waters reflect the sky, enhancing the tranquil setting.
Boat in Road Town
4.81 out of 5 average rating, 31 reviews

3 Bedrooms on Water BVI

Catherine & PhilRating, 5 stars2 months ago
Chantelle was a great host. We really appreciated her going above and beyond for us. The boat is a beautiful monohull. Our friends were all jealous.
A catamaran is anchored in clear turquoise waters under a partly cloudy sky. The boat features a blue canopy, and the French flag is visible at the top of the mast. Other sailboats are in the background, contributing to a serene maritime atmosphere.
Boat in Saint George's
5 out of 5 average rating, 3 reviews

Catamaran Timaiao G, Breakfast & Lunch incl.

TishaRating, 5 stars13 months ago
My mom wanted to go on a sailing trip to celebrate her 80th birthday. She said it was an unforgettable trip of a lifetime for her. Jaro and Anouk completely pampered us and had wonderful ideas and suggestions of places we could go and things to do. We highly recommend them for your next Caribbean getaway.
Guest favorite
A compact cabin space is highlighted, featuring a comfortable sleeping area dressed in blue fabric. Storage cabinets are built into the wall, and a small window lets in natural light. A private bathroom area is visible, equipped with a sink and a toilet.
Boat in Le Marin
4.9 out of 5 average rating, 21 reviews

Imagine972 Martinique Boat Unusual Sailor Hotel

LilianeRating, 5 stars1 month ago
Very good hospitality, we thank Marie-Ange for all the small touches we received (breakfast + aperitif + water and fruit), very clean and functional, close to shops and restaurants, as well as the covered market. The room was very comfortable with air conditioning, the outdoor dining area was very good with a great view of the sunset in the evening. Everything you need for cooking and comfort (2 fridges, a microwave, stove, everything you need to eat and have breakfast). For very functional toilets and enough space, as well as the shower, but you have a shower and toilets 50 meters away, private with the boat key, so reserved for very clean boaters. Very quiet, very peaceful environment despite the world, everyone respects the neighbor.
Top guest favorite
A white sailboat is anchored in calm turquoise waters, surrounded by lush greenery and palm trees in the distance. The clear blue sky is dotted with a few white clouds, enhancing the tranquil scene of the sailing experience.
Boat in Deshaies
5 out of 5 average rating, 6 reviews

carribean voilier

VéroniqueRating, 5 stars4 months ago
We spent a dream week around Guadeloupe thanks to Pauline and Laurent who were able to meet our expectations. Pauline concocted good little dishes with local products, Laurent introduced us to sumptuous places with their beautiful sailboat. Laurent is a very good skipper, knowing the surrounding islands perfectly, always attentive, very friendly, pleasant, caring… The week of discovery was much too short given the beauty of the landscapes. We'll be back to continue this beautiful journey. Thanks again you two!
A vintage sailboat, painted in soothing blue, is docked at the marina. The sailboat features a prominent black pirate flag and multiple masts adorned with bright blue tarps. The boat's deck is spacious, providing ample room for outdoor activities and relaxation.
Boat in Hopkins
4.79 out of 5 average rating, 91 reviews

Sail away on a vintage pirate sailboat!

KarlRating, 5 stars14 months ago
This was an amazing experience. Marianna went the extra mile with communication to make sure we arrived ok and also helped us arrange transport to our next destination afterwards. The boat was awesome and all as described. We sailed also and although we were not used to sailing we really enjoyed the experience and would recommend to anybody looking to cruise the seas. Thanks for wverything
A panoramic view from the deck of a catamaran, showcasing clear turquoise waters and a bright blue sky dotted with white clouds. The horizon is lined with distant islands, and a gentle breeze can be felt over the inviting sea surface.
Boat in San Blas Islands
5 out of 5 average rating, 3 reviews

San Blas Private Family Catamaran -All Inclusive

KellyRating, 5 stars5 months ago
We had an AMAZING stay with Diego and Moni. Even before the trip, they were very helpful with explanations about what to expect, how to organize transportation there and what to bring. The catamaran is beautiful and well equipped. Diego pays attention to every detail and we always felt very safe and comfortable. They prepared delicious home cooked meals for us, taking into account our preferences and including fresh caught seafood. They showed us around the most beautiful areas in San Blas and took into account the activities we were interested in. Their children are lovely and so sweet, our kids got along great with them. We can definitely recommend this for a trip to the San Blas islands. Thank you so much for an unforgettable adventure and for welcoming us into your home!
A 10-meter sailboat rests gently on the clear turquoise water, surrounded by lush green hills. The boat features a blue canopy and a red kayak floats nearby, adding a pop of color to the serene scene.
Boat in Marigot
4.85 out of 5 average rating, 33 reviews

Waterfront accommodation!!!

GerriRating, 5 stars15 months ago
We had so much fun staying on this boat! The location is beautiful and greatly positioned for wonderful restaurants, as well as walkable access to the ferry to other islands. I would absolutely love to stay here again in the future!
A sailboat is anchored beside a wooden dock under a bright blue sky. The boat features a tall mast and is equipped with a canopy. Decorative lights are visible along the dock, enhancing the coastal ambiance.
Boat in Holbox
4.7 out of 5 average rating, 10 reviews

Patience Sailboat with 1 Bedroom

AriRating, 5 stars5 months ago
Lovely boat in a private setting with everything you need nearby. Fast enough wifi to work remotely or stream tv. Friendly hosts. I highly recommend staying here and falling asleep to the relaxing motion of the sea.

Destinations to explore