From $ 3,799 pp
departure date

Gems of the Leeward Islands

From $ 3,799 pp

San Juan to San Juan

Gems of the Leeward Islands
By departing from magical San Juan instead of from Florida, your Caribbean cruise vacation begins earlier, on day one. And with ten days instead of the usual seven, you have time to take the full measure of this most iconic part of the Caribbean. Everywhere you look is another cover shot image. Dazzling white sand turns the shallows mesmerizing shades of peacock and mermaid, weathered fortresses point canons at long-vanished schooners, natural pools warm gently under the mid-day sun. On your private yacht, you’re equally at home in exclusive harbors and anchored off barefoot beaches, so you can see it all. Snorkel or dive on vibrant coral reefs. Follow your siren inland to rainforest adventures or duty-free boutiques. Thank your lucky Star Legend for bringing you here.

A Complimentary Windstar Private Event

Gems of the Leeward Islands

Prickly Pear Beach: Island Experience

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 with a beautiful white-sand beach and turquoise water. The fun begins when you are greeted by crew members with coconut drinks to welcome you. Our amazing beach buffet here is worth working up an appetite for — and there are plenty of activities to make that happen. While the chefs work their magic, we’ll help you find the fun. Highlights include an Officer vs. Guest volleyball tournament, bocce ball, Steiner Fitness Program, and a mixology class featuring a local-themed drink. We definitely suggest you take advantage of our snorkeling equipment here. When you come up for air, take a selfie with your lovely yacht in the background … or … sneak away for beachside relaxation at umbrella cabanas. All in all, a special day where, at this Windstar Private Event, you can choose to do a lot or nothing at all.

Please note: This Private Event has been scheduled in a way that will allow you to book and experience another shore excursion on the same day and you will not miss anything.

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