Windstar Cruises has launched its 2026/2027 Caribbean and Latin America season with a choice of 13 different itineraries.
Many of the line’s most popular voyages take place on the 148-guest sailing yacht Wind Star and 312-guest all-suite yacht Star Pride.
In addition to returning guest-favorites such as the 18-day Star Collector: Reefs & Rainforests and seven-day Costa Rica & Panama Canal, Wind Star also sails a 25-night Southern Caribbean Thanksgiving Jubilee sailing departing 10 November 2026 from Lisbon.
It sails to Barbados and cruises among the islands before heading to Colombia and Panama.
Bookings made before 31 May 2025 will receive a complimentary upgrade to All-Inclusive fares, which include Wi-Fi, gratuities, and unlimited select beer, wine, and cocktails.
It also includes $200 onboard credit per stateroom.
Additionally, Windstar Cruises’ Yacht Club members receive an additional 5% off their bookings.
Windstar’s Watersports Platform on the stern is in action on nearly every itinerary in the region (weather/ports allowing) with various complimentary gear from kayaks to paddle boards and floating mats for lounging.
The cruises also feature Windstar Cruises’ signature deck and beach barbecue experiences.
