Windstar Cruises Caribbean Cruise with eSIM
Sail-powered yachts carrying just 148-342 guests. Windstar accesses tiny Caribbean harbors and hidden bays that no other line can reach. The retractable marina lets you kayak, paddleboard, and swim right from the ship.
Boutique 3-4 ships in Caribbean Year-round from San Juan, seasonal from Barbados
Windstar Cruises Caribbean Routes
Eastern Caribbean Cruise
7-10 nights
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Southern Caribbean Cruise
7-10 nights
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Windstar Cruises Caribbean Ports of Call
San Juan St. Maarten St. Barts Dominica Barbados St. Lucia Grenada Tobago Aruba Curacao Nevis Bequia
Departure Ports
San JuanBarbados
Why Choose Windstar Cruises
Sail-powered motor yachts
Smallest ports in the Caribbean
Retractable marina platform
Intimate 148-342 guests