15-night Star Collector Cruise: Caribbean Explorations From Philipsburg, St. Maarten, The Netherlands

Windstar

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.
Windstar's WInd Surf sailing yacht at sea.
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Sailing Nov 20 - Dec 19, 2027

Your 15-night Caribbean Cruise at a Glance

Sailings aboard Wind Surf depart from Philipsburg, St. Maarten, The Netherlands with 12 stops in ports-of-call including Roseau, Dominica, Gustavia, and Road Bay. The Cruise Web can help you find the best deals and stateroom prices on any of the 3 upcoming sailings in 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 Road Bay on day 5 and Sopers Hole, Tortola on day 6. 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.