7-night Beach Fun & Sun: A Remote Caribbean Getaway From Philipsburg, St. Maarten, The Netherlands

Windstar

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
Windstar's WInd Surf sailing yacht at sea.
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Sailing Dec 5, 2027

from $2,553 per person* taxes and fees included

Your 7-night Caribbean Cruise at a Glance

Sailings aboard Wind Surf depart from Philipsburg, St. Maarten, The Netherlands with 6 stops in ports-of-call including Falmouth Harbour, Antigua, Gustavia, and Jost Van Dyke. The Cruise Web can help you find the best deals and stateroom prices on the next sailing December 5, 2027.

Philipsburg is the vibrant capital of Dutch St. Maarten, where colorful streets, turquoise waters, and duty-free shopping welcome visitors with Caribbean charm. Before you depart Philipsburg, St. Maarten, The Netherlands, we can help you plan travel and accommodations for your Caribbean cruise.

Destination

Caribbean

Stops on your Caribbean voyage will include Sopers Hole, Tortola on day 4 and Jost Van Dyke on day 5. We can help you with excursions and making the most of any itinerary.

Cruise Ship

Wind Surf

Wind Surf, built in 1990 and refurbished in 2024, carries 342 passengers with a crew of 210.

Cruise Line

Windstar Cruises

Get away from the crowd and journey to unique destinations aboard Windstar’s intimate small ships. We can help you maximize deals on Caribbean cruises aboard Wind Surf or 7 of Windstar’s other ships.