Windstar Cruises has launched its 2026/2027 Caribbean and Latin America season with 13 different itineraries including the return of many of the line’s most popular voyages taking place on the 148-guest sailing yacht Wind Star and 312-guest all-suite yacht Star Pride. In addition to returning guest-favourites 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 10th November 2026 from Lisbon for an ocean transit to Barbados and cruising among the islands before heading to Colombia and Panama.
Windstar is encouraging travellers to book now for the best value and staterooms and suites with an early booking offer. Book before 31st May 2025 to receive a complimentary upgrade to All-Inclusive fares, which include Wi-Fi, gratuities, and unlimited select beer, wine, and cocktails, plus $200 onboard credit per stateroom. Additionally, Windstar Cruises’ valued Yacht Club members receive an additional 5% off their bookings.
“Windstar embraces a laid-back, yachting vibe in the Caribbean. We focus on relaxing beaches and the more exclusive islands such as Jost Van Dyke, St. Barths and Virgin Gorda. We layer on our signature experiences like a beach barbeque on a remote island and swimming from the ship’s stern platform,” says Jess Peterson, Windstar’s director of destination experience and itinerary planning. “A small-ship Caribbean cruise is a totally different experience.”
Windstar’s Watersports Platform (located on the stern of the ships) is in action on nearly every itinerary in the region (weather/ports allowing) with various complimentary water toys and included gear from kayaks to paddle boards and floating mats for lounging and enjoying the scenery. The tropical cruises also feature Windstar Cruises’ signature deck and beach barbecue experiences.
All Caribbean and Latin American cruises offer an array of curated shore excursions that range from lounging at iconic beach clubs (like the Le Barthélemy Resort and Spa) to a more active selection of snorkelling adventures, deep sea fishing, jungle hikes to waterfalls and even sailing America’s Cup Race sailboats in St. Maarten. Cultural outings, such as visiting the Embera Indigenous Tribe in Panama, allow cruisers to immerse more deeply in the region with a special connection to local life. Additional guest favourites include foodie walking tours in Bequia, cruising to the Pitons in St. Lucia - a UNESCO World Heritage Site, and rum master classes in Martinique.
Prices start from £2,301 per person for a seven-night Windward Islands Surf & Sunsets sailing departing 3rd January 2027 or for a seven-night San Juan & the Virgin Islands sailing departing 10th January 2027. Both cruises are round trip San Juan on Star Pride and are inclusive of all meals and drinks, WiFi, gratuities and port fees.
For enquiries and reservations call Windstar’s UK General Sales Agent on 0800 008 6682. For more details https://www.windstarcruises.co.uk/booking-in-the-uk/. For more information visit www.windstarcruises.co.uk