San Juan to San Juan

San Juan & the Virgin Islands
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. Then explore Puerto Rico’s best-kept secret: the island of Culebra. It’s a natural paradise, home to one of the oldest bird sanctuaries in the United States and to Playa Flamenco, rated the third-best beach in the world. As you continue on this bewitching cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports like St. Thomas and Philipsburg in favor of less-visited destinations like Marigot and Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant yacht is already there.   
TODAY'S FARES: Starting at $979 pp

A Complimentary Windstar Destination Discovery Event

San Juan & the Virgin 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 Destination Discovery Event, you can choose to do a lot or nothing at all.

Please note: This Destination Discovery 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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