Awesome sailboat rentals in the Caribbean.

Sailing Reviews in Caribbean

1. ZH

   Zach

   Sailing Cruise Saint John

   Great boat. Great food (legit the best pizza in the islands). Great hosts. Great Day! Highly recommend spending your day with Shana and Nicholas. Highlight of our vacation.

2. SF

   Steven

   S/Y Timshel Day and Term Charters, Grenada and Grenadines

   We had a great, relaxing day on our private charter for 2. Lunch was delicious and the crew was awesome! The owner always replied to our inquiries promptly during the booking phase. Would recommend to anyone looking for a perfect day on the water.

3. JB

   Julia

   45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

   Carrie is a great host, very responsive and easy to communicate with. We had a great time, this boat was very spacious and comfortable for our group of 11. We even got to swim with some turtles during our trip!

4. 

   Caitlin

   Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

   This was one of the best days of our lives! Christina and Jon were beyond accommodating. The drinks, the FOOD (get the lobster and mahi), the music, the snorkeling (saw so many beautiful fish and sea turtles!!) and the conversation were so enjoyable. These people know the islands so well and teach you a lot on top of giving you one of the best experiences of your life! Could not recommend it enough!!!!!

5. KR

   Kelsey

   Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

   Jon and his team delivered the best experience of our St. John’s vacation. This is an island best seen by boat. Our kids are young (2,5,7). He customized an itinerary, snacks etc to the group. We went to one beautiful beach with turtles and a great snorkeling spot with fish. As our kids say, three thumbs up!

6. LK

   Liz

   Sailing Charters On 37' Hunter Legend Cruising Monohull In Virgin Islands

   Jon and Christina were absolutely amazing! They made the experience so much fun and were very accommodating to everything we wanted to do, whether snorkeling, bringing us into to hang on the beach or whatever we wanted to experience. They also served the best food and drinks, it was the best part of our trip!