Sail Caribbean Fleet Living

We travel in fleets of 2 to 6 boats depending on the sailing program.

Sailing with a fleet of other boats in your program, you'll enjoy both the close camaraderie of your crew and the opportunities in being part of a larger group. In our summer sailing camps, we travel in fleets of 2 to 6 boats depending on the program. During daytime watersports or beach activities, and evenings in quaint island towns, you'll have plenty of time to make friends with sailors from other boats—exploring, playing, eating and dancing together.

More than just safety in numbers, sailing as a fleet enables the mates on our staff to rotate from boat to boat every day, sharing their own unique knowledge and energy with each crew. Each of our staff has an interesting personal background. They have been Olympic sailors, radio personalities, ski patrol veterans, and volunteers who have traveled the world and been closely involved in numerous projects to help those less fortunate. All take a genuine interest in the lives of teenagers and are excited to tell you about themselves and learn all about you too.

You'll race the fleet from island to island, gaining practical experience in right-of-way rules and racing strategies. But your boat is not always part of the fleet. Itineraries also include independent days when the fleet breaks into smaller groups and the students determine their own schedule, activities, and anchorages.

Because you're sailing with other boats as a fleet, you'll have plenty of opportunities to make lots of new and amazing friends. Fleet living provides a balance between the best of both worlds: the close friendships with your own crew and the social diversity of a community of teenagers who have different goals and interests and come from all over the US and abroad.