Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. sa

   steven

   Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena

   It was an amazing experience! Everyone was nice and welcoming. Great flexibility and understanding. I would book this again!

2. 

   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!

3. 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!!!!

4. 

   Philip

   34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena

   An amazing day! Communication was flawless, service was beyond expectations! Every step of the way Manny and his team tool us from getting ready to meeting to setting up lunch and drinks and snack items and offering dives and dive lessons for our beginners.. The destination was quiet and beautiful and had a great place to snorkel and dive. They were super nice and friendly and professional every step of the way. Already booking our next trip with them! Thanks again to all! You made our day perfect.

5. DW

   David

   46' Oyster Sailboat in St. Thomas, Virgin Islands

   What a great trip! Our family of 6 had a great time sailing to Christmas Cove where we swam, snorkeled, and enjoyed the sun. Nick and Shana were great - great drinks and an excellent lunch. They communicated and planned well and made sure we had a great time. They were sweet with our kids and made sure to accommodate dietary requests. Highly recommend!

6. 

   Mariella

   46' Oyster Sailboat in St. Thomas, Virgin Islands

   BOOK NOW! this sail was one of the greatest experiences we have had on the water. The boat was beautiful, comfortable, and sailed like a dream. The food was DELICIOUS! The drinks - amazing! The service was unmatched. Shana and Nicholas made sure to make our day we so special. We found some great snorkeling spots, enjoyed a sail around the islands, and a gorgeous sunset. We feel blessed to have been a part of their sail today - we will be back!! Communication 10/10. On time 10/10. Kind and great hosts 10/10!!!