Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. MB

   Michele

   Enjoy cruising the Montego Bay coastline In a 46 feet Searay yacht

   Used this company for a Birthday celebration. Had an awesome time on the yacht. The staff, Deidrick, and Shadika was friendly, fun, and very accommodating. The food was delicious and we had such a fun time. The yacht is nice and we will definitely be back. I highly recommend.

2. SM

   Sheri-Kae

   Enjoy cruising the Montego Bay coastline In a 46 feet Searay yacht

   Amazing experience booking through GetMyBoat with Knot Stressing JA in Montego Bay. The yacht was spacious, the scenery was beautiful, and the crew made the entire day feel effortless and personalized. We cruised the coastline, stopped at Doctor’s Cave Beach, enjoyed great food and drinks, and even got to watch planes flying low overhead near the airport. The hospitality really stood out from start to finish. Highly recommend for anyone visiting Jamaica and looking for a private boating experience.

3. GM

   Gia

   Saint Kitts Private Boat Charter

   Book your tour on Captain Ricky’s charter! You will have a good time!! This was the best time I’ve had in a long time!

4. 

   John

   🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

   The staff was great. Made it an excellent experience. The drivers of our 22 passenger van were helpful and treated us right. The boat and drinks were fantastic. A photographer was added and we spent too much on photographs. Negotiate before you start drinking or tell them to get off the boat. It’s a party!

5. CC

   Carmen

   🏆🎉LUXURY YACHT RENTED BY OWNER- Best 2025- 2026 Awards TOTALLY PRIVATE 🎉

   You will not regret this! We celebrated my daughters 16th Birthday in style and Kimbara’s boat and crew did not disappoint!!! All of our guests had an amazing time and we will have these memories to last a lifetime! Thank you! Thank you! THANK YOU!!!!

6. PC

   Paul

   Marlowe Hunter 33’ Sailing In Fort Lauderdale

   Captain Thomas was great and made the experience a real pleasure. He did an excellent job explaining some basics of sailing and allowed me to captain the boat with his guidance. Great value was icing on the cake. Don’t hesitate to book with Captain Thomas.