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Yachtsman's Caribbean

Let us take you into hidden coves and tiny harbors no one else can reach as you fully experience the Caribbean’s private yachting scene. Explore the quaint island charm of Soper’s Hole and the inviting beaches of Jost Van Dyke as you overnight in the harbor. Sail to Virgin Gorda, with its assembly of house-sized rocks called The Baths. Savor the high life on St. Barts.

A Complimentary Windstar Private Event

A Complimentary Windstar Private Event

Prickly Pear Beach: Island Beach Party

You're invited to a private beach party – complete with sun, sand, entertainment, activities – and incredible food and drink.

During this event, for invited Windstar guests only, you'll be transported to lovely Prickly Pear Beach – an uninhabited nature refuge in the British Virgin Islands with a beautiful white sand beach and turquoise water.

You're on a spectacular secluded beach, so you can enjoy swimming in the warm Caribbean waters. Go water skiing or kayaking. If you're an avid snorkeler, don't miss this opportunity to see brilliantly colored tropical fish in crystal clear waters.

Feeling a little lazy? Grab a mat and just float. Otherwise, you can take part in our Windstar Beach Volleyball Tournament. Impress your friends with your eye for horseshoes, your skills on a large chess board, or your way with a bocce ball.

Lunch is fresh grilled local seafood plus amazing side dishes that will make your taste buds hum.

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