Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. KL

   Kisha

   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.

2. EJ

   Ed

   Private San Juan Bay Cruise 37' Sailboat

   A beautiful sunset cruise with my family. Wind was amazing on the bay and there was a bright moon and amazing breeze when we sailed back. Captain Luis and his deckhand Gabby were filled with information about Puerto Rico and the history. Highly recommended!

3. BC

   Bryan

   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

4. RC

   Robin

   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!

5. JL

   James

   Private San Juan Bay Cruise 37' Sailboat

   We took a private boat tour with Captain Luis and Gaby, and it was hands-down one of the best parts of our vacation. From the moment we arrived, we were greeted warmly and walked right over to the boat, which was the perfect size for our group of friends to relax and spread out. Captain Luis is an incredible captain—he navigated the waters with total ease, took us to gorgeous spots all over, and shared fascinating tidbits about Puerto Rico along the way. Both he and Gaby kept the vibes immaculate, sharing delicious sangria and making sure we had everything we needed. We spent the day listening to our favorite music, swimming, enjoying some snacks, and soaking up the sun. If you are looking for a top-tier, stress-free day on the water, I cannot recommend Captain Luis and Gaby enough! We’d book them again in a heartbeat.

6. AM

   Alex

   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!