Windstar Cruises announces deployment through Winter 2025/26

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Small ship cruise line Windstar Cruises has released its sailing schedule through the winter of 2025/26, with several deployment moves for its fleet of six ships. Most notable are new season-long sailings in the Canary Islands, first-ever Cruise Tours in the Middle East, two new Cruise Tours in Tahiti, and the return of one epic voyage throughout the entire Caribbean. 

Here are Windstar’s latest/most newsworthy deployment updates: 

Canary Islands in Winter
Windstar previously announced several new cruises in the Canary Islands beginning in 2024; however, the 148-guest WindStar yacht now will sail the Canary Islands consistently from November 2025 through March 2026. The move will provide ample opportunities to enjoy warm weather and sun in a location infused with African and European culture, as well as chances to take advantage of quick flights from London to escape gray skies and cold weather with ease. 

Middle East – Newly Added Cruise Tours for 2024 and 2025
Windstar is excited to introduce its guests to the Middle East with first-ever itineraries beginning November 2023 on all-suite, 312-guest Star Legend, taking guests to sites from world religions to Egyptian temples, Bedouin villages, and extravagant cities that have risen from the desert over the past few decades. 

Sail dates are now listed into spring of 2025, with more than a dozen itineraries to choose from including Cruise Tours that combine a land tour with the cruise. Brand-new options are Cruise Tours for both Dubai and Muscat in 2024 and 2025, with included experiences like a star-lit local feast and belly dancing at the Al Hadeerah Resort, as well as ample time for exploring historic neighborhoods, spending time in museums, or delving further into Bedouin traditions.  

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Tahiti
Windstar has created two new cruise tour options in French Polynesia, where the line has sailed for more than 35 years and is the small ship expert. 

The new Tahiti & Moorea Foodie Cruise Tour is a three-day extension to Windstar’s seven-day Dreams of Tahiti cruise, with three nights in a garden bungalow at the Hotel Manava Beach Resort & Spa Moorea; a half-day Moorea food adventure including locally-produced liquor and juice tastings, traditional Ma’a tinito (a Tahitian twist on Chinese food), and stops at exemplary roadside stands; a full day Moorea snorkeling tour of Cook and Opunohu bays with lunch and cultural demonstrations; and transfers.  

Overwater Bungalow & Tahitian Paradises Cruise Tour is a romance-filled three-day extension to Windstar’s Dreams of Tahiti cruise featuring accommodations in an overwater bungalow at a four-star resort including three nights at the Hotel Manava Beach Resort & Spa Moorea, a breakfast delivered to the bungalow via canoe, a romantic beach dinner, a half day private car tour, and all transfers. 

In addition, starting in February of 2024, Windstar will move the all-suite, 312-passenger Star Breeze to sail in Tahiti year-round, replacing 148-passenger classic sailing yacht Wind Spirit as Windstar’s vessel of choice in French Polynesia. Windstar also recently announced new cruises to the remote Marquesas Islands beginning in 2024. 

Caribbean
Windstar is bringing back its Grand Caribbean Adventure, which returns in a revised fashion with new ports on board Windstar’s flagship Wind Surf. The cruise includes a partial transit of the Panama Canal, a new port in Scarborough (Trinidad and Tobago) as well as Saint Peirre (Martinique), plus the addition of Grand Cayman. The 55-day sailing has overnights in  Jost Van Dyke, St. Barts, and Virgin Gorda, and spends just nine days at sea.

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On Windstar’s San Juan & the Virgin Islands sailings, Windstar has replaced Montserrat with St. Kitts, as well as replaced St. Thomas with the lusher and smaller St. John.

On Windward Islands Surf & Sunsets, Windstar has replaced the port of Philipsburg with Marigot on St. Martin.