On a day when the wind is perfect, the sail just needs to open and the world is full of beauty. Today is such a day.
– Rumi

In the U.S. Virgin Islands, the wind is nearly always perfect, the weather nearly always balmy and warm, and the seas nearly always smooth and calm.  On our skippered charters, you’ll  even have a captain to open the sails and steer you to the adventure of a lifetime.

Virgin Island Sailing School’s standard charters last 7-days and 6-nights (custom pricing for trips lasting from one day to as many days as you wish is available on request.) We provide a luxury sailboat that sleeps up to 8 in 4 private queen cabins, some of the best sailing conditions on the planet, and a skilled, licensed captain with deep local knowledge of the islands.

Your itinerary is yours to create. You let us know your idea of a perfect week in paradise, and we’ll do our best to exceed your expectations. No idea where to start? Excellent – we kind of consider ourselves experts at engineering happiness.

We also firmly believe that learning how to sail, and to sail safely, is a means to unlimited discovery – in fact, it’s why we started our sailing school in the first place. So those eager to learn to sail while chartering have come to the right place. We’ll “show you the ropes” as much as you wish, with informal lessons on cruising and navigating, or with official ASA certified course instruction in conjunction with your charter. More details on that are on our sailing school page here.

The ocean is waiting. See you soon!

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