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Boat holiday rentals in Caribbean Sea

Find and book unique boat rentals on Airbnb

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Popular amenities for boat rentals in Caribbean Sea

Family-friendly boat rentals

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.
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.
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"!
Boat
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.
Boat in Bocas del Toro
4.58 out of 5 average rating, 19 reviews

Come live the dream : Pretty life*

AnnikaRating, 5 stars21 months ago
Spectacular - trip of a lifetime! The boat and the context were amazing. John is kind and professional and an exquisite cook. Our 4 year old son had a blast. We can't to do it again sometime!

Waterfront boat rentals

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
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.
Boat in Hopkins
4.79 out of 5 average rating, 91 reviews

Sail away on a vintage pirate sailboat!

KarlRating, 5 stars13 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
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!
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 favourite
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.
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 favourite
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

Destinations to explore