Some info is shown in its original language. Translate

Boat vacation rentals in Caribbean Sea

Find and book unique boat rentals on Airbnb

0 of 0 items showing
1 of 3 pages

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 Samaná.

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

Bateau-logement Aventure+option plongée bouteille

DanielRating, 5 stars1 month ago
Faut quand même s’attendre à dormir dans un vieux bateau à l’abandon mais ie est très propre. Nous avons quand même beaucoup apprécié notre séjour, situé dans un endroit paradisiaque
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 Bateau Hotel insolite Marin

FredRating, 5 stars3 weeks ago
Tout était parfait. Nous avons passé un excellent séjour sur le bateau. Le couchage est très bon et pour ceux qui ont le mal de mer, le bateau ne tangue pas ce qui est très appréciable. Il est également parfaitement équipé (nous qui aimons cuisiner, nous y avons trouvé tout ce qu'il faut). L'accueil était parfait et les instructions claires. Et la réactivité était au rendez-vous quand nous avions des questions. C'était une super expérience que nous retenterons certainement
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

Logement les pieds dans l'eau !!!

RealRating, 5 stars12 months ago
Un Top comme experience de logement inusite, different.Bravo Celine et Airbnb.Quel bonheur de dormir a bord de ce superbe voilier avec le murmure de l'alize dans les haubans.Tous les systemes a bord ont fonctionne a merveille.Tres bien situe, a la marina Royale de Marigot, avec de jolies collines aux alentours.Mais surtout la boulangerie a 100 metres.Mon cafe matinal accompagne de croissants et pain au chocolat.Le paradis!Et la Petite auberge des iles juste a cote.Saint Martin, destination culinaire. C'est vrai que les gens sont Friendly.Aussi des plages extraordinaires. Enfin et non le moindre, Celine,la anfitriona.Disponible, detailliste, genereuse, super efficace. La meilleure ambassadrice de Saint Martin!!!Bon vent et happy sailing.
Guest favorite
Boat in San Blas Islands
5 out of 5 average rating, 27 reviews

Private All-Inclusive Sailboat: Authentic San Blas

NicoleRating, 5 stars6 months ago
Tuvimos una estancia única a bordo de Thyra y unas de las vacaciones más bonitas (y viajamos mucho). Aunque Guadalupe estaba de vacaciones, se encargó de que estuviéramos atendidos por un equipo maravilloso. Ana, Federico y Alvin hicieron de nuestros 5 días en las islas una experiencia muy personal e inolvidable. Tuvimos la oportunidad de visitar varias islas, hacer snorkel en preciosos arrecifes de coral y, dependiendo del viento, navegar un poco. Alvin, nuestro capitán local, nos contó mucho sobre la cultura Kuna y nos mostró los mejores lugares para hacer snorkel. Y a pesar de las limitaciones en las islas, había comida fresca deliciosa todos los días, a menudo pescado o marisco, que comprábamos directamente a los Kunas. Aunque la vida en un pequeño velero no es un gran lujo, fue un gran lujo tener una tripulación para nosotros solos y explorar las islas a nuestro antojo. Nos dio mucha pena tener que dejar este hermoso lugar y a nuestros nuevos amigos. Realmente muy recomendado!!!

Destinations to explore