Windstar Cruises Caribbean: 5 nights from Philipsburg with Wind Surf
Dec 2, 2025

Sint Maarten, British Virgin Islands, Virgin Islands, Saint Barthelemy

from $2,449

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Caribbean with Wind Surf from $2,448.57

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Cruise itinerary
Departure Port: Philipsburg ➞ Landing: Philipsburg

Tuesday, December 2, 2025 - 7:00 PM

Philipsburg
Wednesday, December 3, 2025 8:00 AM - 6:00 PM

Tortola Island
Wednesday, December 3, 2025 7:00 PM - 11:59 PM

Jost Van Dyke
Thursday, December 4, 2025 not found - 10:00 PM

Jost Van Dyke
Friday, December 5, 2025 8:00 AM - 5:00 PM

Virgin Gorda
Saturday, December 6, 2025 8:00 AM - 10:00 PM

Gustavia
Sunday, December 7, 2025 6:00 AM 11:59 PM

Philipsburg

Philipsburg

Philipsburg is the capital of Saint Maarten on the Caribbean Sea

this city is one of the best cruise ports in the Caribbean, famous for shopping.
Philipsburg is the capital of the Dutch side of St.Marteen, a Caribbean island divided in Dutch and French territories (Saint Martin).

Business seekers flock to the duty-free shops and tax-free sales along the long commercial district of Philipsburg. Visitors can also enjoy art galleries in the city, historic forts, casinos and a zoo, as well as Great Bay Beach and the promenade.

Tortola Island

Tortola Island, a lush mountainous Island which was formed by volcanic activity, is the largest and the most populated island of the Virgin Islands. Once shelter for buccaneers, today it is the ideal destination for those who love naure and water sports. Clear waters, beautiful landscapes and long beaches make the landscape of the island unique and beautiful.

Thanks to its clear waters, in the Island it is possible to play water sports such as snorkeling. Wear your swimming goggles or a diving mask, and swimfins and practice this sport in order to enjoy the beauties of the sea bottom and of the animals that inhabit there. Do not miss the opportunity to see with your own eyes these unique beauties! One of the best ways to reach Tortola Island is aborad a cruise ship.

One of the best ways to reach Tortola Island is aborad a cruise ship. Choose a cruise that depart from Tortola Island or that has the island as a stop is the ideal choice for those who want to discover the beauties of the island both during navigation and once you reach the island.