Dream Island Escapes

Craving an island vacation? Get inspired by these exotic destinations.

Our Favorite Caribbean Destinations

Escape to paradise with our top picks for romance, adventure, seclusion, and local flavor in the Caribbean.

Virgin Gorda: The Best Playcation
Photographer: Annie Schlechter, Writer: Steele Thomas Marcoux

Virgin Gorda: The Best Playcation

Accessible only by helicopter or water, the eastern tip of this sliver of land may the world's largest water sports playground. It's sheltered by Virgin Gorda's steep mountains on one side and a smattering of low-lying islands on the other—ideal conditions for sailing, kayaking, windsurfing, kiteboarding, and snorkeling. There are no large swells but plenty of wind, which means it's calm enough for a beginner but still fun for the more skilled.

Good to know: The U.S. dollar is the official currency on Virgin Gorda.

More playcation islands: Little Cayman, Roatan, Bonaire

More Ways To Get Coastal Living



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Dreamy Massachusetts Cottage

A colorful oceanfront cottage captivates a whole new generation of beachgoers in a dreamy Massachusetts resort town.

Cottage by the Sea