The Best Sailboat Rentals Near the Cayman Islands

46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

This was such a fun, enjoyable experience. From transportation to the water stop, we had a great time. Your staff was amazing ,courteous, and attentive. They were the highlight of the boat as they made the entire experience a 10/10! The service was amazing! I would definitely recommend this excursion to anyone visiting Jamaica. Will definitely book this service again next time! Thank you guys for such a great time.

Captained 42' Sailing Catamaran with 3 cabins and all the toys

Aaron was super fun and extremely knowledgeable. Our group of five has so much fun sailing the rougher, windier seas. We then made for a secluded spot to fish and swim while we waited for sunset. It was a glorious view and truly checked off a bucket list item for me. Bryan - Oregon

46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

an hour ago New This team was very accommodating and thoughtful! They provided our family with a safe, fun, wonderful experience. They are very kind and extremely attentive. They even helped us make a loving tribute to a family member who could not be with us. The food, drinks, and scenery were wonderful. I wouldn't hesitate to book with them again! They take great care of people!

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

James and his staff were beyond hospitable, friendly and extremely professional. Made my wife’s bday trip so special beyond words. Everything was smooth, relaxed and fun. Our friends who boat often also said it was top notch. A big thank you and will return!

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

James and Nino did an incredible job! Our group of 13 had a blast! Communication was great and very helpful and fun along the way! We will definitely book again in our next trip!

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.