Star Pride: 11-Night Caribbean
This 11-night Caribbean (Eastern) cruise aboard the Star Pride by Windstar Cruises departs San Juan on October 28, 2026, calling at St. John, St. Barthelemy, St. Kitts, and 6 more ports, and returns November 8, 2026.
San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.
Read more →Basseterre cruise port in St. Kitts uses the Port Zante terminal, a purpose-built cruise facility in the heart of Basseterre, the capital of St. Kitts and Nevis. Port Zante includes two dedicated cruise piers capable of berthing the largest modern ships plus a marina, restaurants, shops, and the Amina Craft Market.
Read more →Falmouth's historic port was purpose-built for mega-ships and sits in a town known for its well-preserved Georgian colonial architecture. Popular excursions include Dunn's River Falls, bamboo rafting on the Martha Brae River, and Montego Bay beaches.
Read more →Balcony cabin
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Other Caribbean (Eastern) departures
Questions about this sailing
Which ports does it visit?
It sails round trip from San Juan and calls at St. John, St. Barthelemy, St. Kitts, Falmouth, Les Saintes, Pigeon Island, St Georges, Jost Van Dyke and Virgin Gorda, with 1 day at sea.