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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 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 stars87 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 stars41 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 stars2 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"!
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
4.36 out of 5 average rating, 45 reviews

Adventure Boat + Snorkeling option

Marc-AntoineRating, 5 stars4 months ago
For a visit to Anse d 'Arlette , I advise everyone to come and live an experience of staying on a sailboat. Peace and quiet by always being self-sufficient.
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 stars2 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!

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
4.83 out of 5 average rating, 30 reviews

3 Bedrooms on Water BVI

Catherine & PhilRating, 5 stars1 month 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 stars11 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.
Top 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, 20 reviews

Imagine972 Martinique Boat Unusual Sailor Hotel

FredRating, 5 stars3 weeks ago
Everything was perfect. We had a great time on the boat. Sleeping is very good and for those who have seasickness, the boat does not tangle which is very nice. It is also perfectly equipped (we who love to cook, we found everything we needed). The welcome was perfect and the instructions were clear. And responsiveness was there when we had questions. It was a great experience that we will definitely try again
A spacious sailing catamaran is depicted with a white sail raised against a bright blue sky. The deck features a shaded area with a table and a kitchenette. Nearby, people are seen engaging with the boat's amenities, highlighting an inviting atmosphere for relaxation and social interaction.
Boat in San Blas Islands
5 out of 5 average rating, 3 reviews

San Blas Private Catamaran Sailing -All Inclusive

KellyRating, 5 stars3 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!
The classic 45 ft dual cabin trawler is moored at Green Cay Marina, showcasing a white hull with a sunshade covered flybridge. Clear blue skies and calm waters reflect the boat's silhouette, with surrounding greenery and other boats visible in the background.
Boat in Christiansted
4.74 out of 5 average rating, 19 reviews

LIVE THE CARIBBEAN DREAM ABOARD THE TRADEWINDS.

PaulaRating, 5 stars26 months ago
It was everything we expected. Charming, older boat. Colin and Amy explained everything to us. We can’t wait to go back. Perfect spot with friendly people. Marina quiet and relaxing.
Guest favorite
The houseboat is anchored amidst vibrant blue waters, with a background of lush green hills under a partly cloudy sky. Its sleek design is highlighted by a spacious upper deck, providing a scenic vantage point of the surrounding seascape.
Boat in Flamenco
4.95 out of 5 average rating, 20 reviews

Wanderin’ Star:Culebra Houseboat ~ Queen Beds ~ TV

WilliamRating, 5 stars1 month ago
Best adventure ever, the boat life was a blast. So much fun! Great hosts, everything was as described and exceeded our expectations! Be prepared to relax, sleep to the gentle swells, watch the tarpon play under the lights, and greet the sunrise looking out over the water.
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 stars13 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!
Guest favorite
Boat in San Blas Islands
5 out of 5 average rating, 27 reviews

Private All-Inclusive Sailboat: Authentic San Blas

KatieRating, 5 stars2 months ago
One of the best, most unique trips we have taken. 4 nights truly wasn’t long enough! Guadalupe, Estoban, and Magga were friendly, welcoming, and made us feel completely at home. Spending 5 days on a sailboat with strangers can feel intimidating, but we truly felt connected to them as soon as we got there. We sailed each day to a new island and were given the freedom of how we wanted to spend our time. Guadalupe prepared a variety of beautiful, delicious meals - it felt like we were at a restaurant! We would recommend this trip to anyone. San Blas is incredible and exploring the area on Thyra will exceed your expectations. Guadalupe, Estoban, Maga - thank you for being amazing hosts. What a beautiful life you live! Love, your new friends Katie & Ross

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