Windstar Announces Itineraries through Winter 2025/26

Windstar Cruises has unveiled its itineraries through the winter of 2025/26, with several exciting updates for its fleet of six ships. Among the most notable highlights are the new seasonal sailings in the Canary Islands, the introduction of Cruise Tours in the Middle East, two new Cruise Tours in Tahiti, and the return of an epic voyage across the entire Caribbean.

Among the itineraries offered by the cruise line, you can find a mix of timeless classics and fresh options, all featuring extraordinary destinations around the globe. Here’s a quick overview:

Canary Islands in Winter

Windstar had previously announced several new cruises in the Canary Islands starting in 2024. Now, the 148-guest Wind Star yacht will consistently sail in the Canary Islands from November 2025 to March 2026. This move provides ample opportunities to bask in warm weather and sunshine in a place infused with African and European culture. It also offers quick flights from London, making it easy to escape gray skies and cold weather.

Middle East – New Cruise Tours for 2024 and 2025

Windstar is thrilled to introduce its guests to the Middle East with never-before-offered itineraries starting in November 2023 on the all-suite, 312-guest Star Legend. These itineraries will take guests to sites significant to various world religions, from Egyptian temples to Bedouin villages and extravagant cities that have emerged from the desert in recent decades. Sail dates are now available through spring 2025, offering over a dozen itineraries to choose from, including Cruise Tours that combine land excursions with the cruise experience. Brand-new options include Cruise Tours for both Dubai and Muscat in 2024 and 2025, complete with experiences like starlit local feasts and belly dancing at the Al Hadeerah Resort, as well as ample time for exploring historic neighborhoods, visiting museums, and immersing in Bedouin traditions.


Windstar has introduced two new Cruise Tour options in French Polynesia, where the company has been sailing for over 35 years and is considered a small ship expert. The new “Tahiti & Moorea Foodie Cruise Tour” is a three-day extension of Windstar’s seven-day Dreams of Tahiti cruise. It includes three nights in a garden bungalow at the Hotel Manava Beach Resort & Spa Moorea, a half-day Moorea food adventure featuring locally-produced liquors and juice tastings, a traditional Ma’a tinito (a Tahitian twist on Chinese food), and visits to exemplary roadside stands. Additionally, guests can enjoy a full day Moorea snorkeling tour of Cook and Opunohu bays with lunch and cultural demonstrations, as well as transfers.

The “Overwater Bungalow & Tahitian Paradises Cruise Tour” is a romantic three-day extension to Windstar‘s Dreams of Tahiti cruise. It offers accommodations in an overwater bungalow at a four-star resort, including three nights at the Hotel Manava Beach Resort & Spa Moorea. Guests can look forward to breakfast delivered to their bungalow via canoe, a romantic beach dinner, a half-day private car tour, and all necessary transfers.

Starting in February 2024, Windstar will relocate the all-suite, 312-passenger Star Breeze to offer year-round sailings in Tahiti, replacing the 148-passenger classic sailing yacht Wind Spirit as Windstar’s preferred vessel in French Polynesia. Windstar has also recently announced new cruises to the remote Marquesas Islands starting in 2024.


Windstar is once again presenting its Grand Caribbean Adventure. This cruise includes a partial transit of the Panama Canal, a new port in Scarborough (Trinidad and Tobago), as well as Saint Pierre (Martinique), and the addition of Grand Cayman. The 55-day journey features overnights in Jost Van Dyke, St. Barts and Virgin Gorda, with just nine days spent at sea. In Windstar’s San Juan & the Virgin Islands sailings, Montserrat has been replaced with St. Kitts, and St. Thomas has been replaced with the lusher and smaller St. John. For the Windward Islands Surf & Sunsets cruise, Windstar has substituted the port of Philipsburg with Marigot on St. Martin.

This diverse and captivating range of itineraries offers the opportunity to embark on adventures in the world’s most exclusive destinations, all while aboard a renowned fleet known for its hospitality and class.

Don’t miss further news, information and reviews of Windstar Cruises on Cruising Journal with photos, videos and cruises on offer.

Gabriele Bassi