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Boat vacation rentals in Caribbean

Find and book unique boat rentals on Airbnb

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Popular amenities for Caribbean 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.
The interior of the yacht showcases a modern galley with a spacious layout. Light wood cabinetry and soft seating create an inviting atmosphere. Large windows provide natural light and captivating views of the ocean, while easy access to the cockpit enhances the space's functionality.
Boat in Key West
4.8 out of 5 average rating, 25 reviews

Airbnb Exclusive Offer! 51' Catamaran Yacht

ErikaRating, 5 stars1 month ago
We really enjoyed our stay on the boat and also our two hour sunset cruise. All the staff we interacted with were friendly, knowledgeable and helpful. Great location and very fun experience.
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
4.62 out of 5 average rating, 21 reviews

GIRL 13.76 m monohull sailboat (Port MARIN)

MorganRating, 5 stars6 months ago
Nothing to say! Awesome

Boat rentals with beach access

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.
Boat in Puerto De Jobos
4.85 out of 5 average rating, 274 reviews

Ocean Life (boathouse)

MarisolRating, 5 stars2 weeks ago
The area was really nice, clean and quiet.
Superhost
A cabin-yacht is moored along the tranquil banks of the Jupiter River, surrounded by lush tropical vegetation. Palm trees are visible, enhancing the serene atmosphere. The boat features multiple decks, with a spacious area for relaxation. Reflections of the vessel can be seen on the water's surface.
Boat in Jupiter
4.41 out of 5 average rating, 37 reviews

Sea Chateau ~ Jupiter Motor Yacht

ChrisRating, 5 stars8 months ago
Our stay in Jupiter was great. Location on the water gave us opportunity to fish off the rental and soak up some sun. Walking distance to waterfront restaurants and close to the beach/inlet. Our fishing charter even picked us up at the houseboat. Overall, we had a great experience.
Superhost
A cozy interior features rich wood cabinetry and green upholstered seating. A small, enclosed space leads to the sleeping area, showcasing nautical decor. Linens and towels are neatly arranged, and decorative pillows add subtle color against the dark furnishings. Art adorns the walls, enhancing the boat's charm.
Boat in Miami
5 out of 5 average rating, 13 reviews

Sailboat with a view

HeatherRating, 5 stars2 months ago
This was a perfect experience!!!! Exactly what I needed!!! It a very unique experience and a perfect way to getaway and unwind simply!! My husband and I took a quick Florida getaway to beat the NJ winter and this place was exactly what I needed. It was such a wonderful change of pace. It truly reminded me that life is simple. Keeping it simple is where happiness lives. Thank Alejandro. You are amazing!!!!
Guest favorite
The interior of the boat features a warm wood finish with seating areas comprising dark upholstery and a central table. The galley is visible in the background, highlighting kitchen essentials. Natural light filters through the windows, creating a cozy and functional living space.
Boat in Sainte-Anne
4.92 out of 5 average rating, 13 reviews

Living on the sea

CamilleRating, 5 stars1 month ago
Great night on Eric's boat. Very friendly and full of stories to tell. We had a great evening on his boat. This was a first for us. Thank you very much! Eric is awesome!
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!
Guest favorite
A sailboat is anchored on calm water, framed by lush green hills in the background. The boat features a yellow and white hull, with a green awning providing shade over the deck. The sky is clear, illuminated by soft sunlight.
Boat in Sainte-Anne
4.9 out of 5 average rating, 50 reviews

Exceptional stay on a boat in Sainte-Anne

StéphanieRating, 5 stars3 weeks ago
Thank you Alex and Luc for your kindness, kindness and availability. Sacred exotic experience for us who did not have the sea foot but we came out with our hands and the whole family loved it! Good continuation to you 🙂

Waterfront boat rentals

Top guest favorite
A white houseboat is docked at a marina, featuring a spacious upper deck and a lower level with large windows. A railing encircles the deck, and outdoor seating is visible. The surrounding dock is made of wooden planks, and the water reflects the sky.
Boat in Marathon
5 out of 5 average rating, 42 reviews

Dan’s 2024 catamaran cruiser vessel

PamRating, 5 starstoday
Perfect home base for our trip to the keys! Easy to find, beautiful boat and Ron was a perfect host! Thanks for a lovely stay!!
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
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 stars3 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 charming boat features a classic design with a white hull and navy trim, docked at a marina. The spacious deck is equipped with seating areas, and large windows allow for ample natural light. Nearby greenery and the marina facilities are visible in the background.
Boat in Tavernier
4.7 out of 5 average rating, 43 reviews

57ft DeFever in Islamorada Marina

MarieRating, 5 stars13 months ago
Don was there to welcome us and show us around the boat. He was helpful available for any queries, generous with advice and local information. We felt very safe. Bring in the boat bought back childhood memories of being on the U.K. canals with my father. Great holiday. Thank you Don
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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