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Windstar Cruises Introduces Complimentary All-Inclusive Upgrade on Global Voyages Through 2026: What You Need To Know

Enjoy all-inclusive luxury on Windstar Cruises through 2026 with free drinks, Wi-Fi, and gratuities on voyages to Greece, Iceland, Caribbean, and more.

Seattle, Washington — Windstar Cruises is enhancing the luxury cruise experience across the globe with its new complimentary All-Inclusive upgrade, available on select itineraries through March 31, 2026. From the cultural riches of Greece and the volcanic wonders of Iceland to the lush jungles of Costa Rica and the sun-soaked beaches of the Caribbean, this special promotion brings added value and effortless indulgence to every journey.

Launched under the aptly named “Travel is Better When You’re All In” campaign, the promotion transforms Windstar’s already immersive small-ship experience into a fully-inclusive escape. With unlimited beverages, complimentary Wi-Fi, and prepaid gratuities now included, guests can relax and explore without hidden costs, enhancing both the journey and the destination.

A Luxurious Upgrade That Adds Value

Valued at $99 per guest per day, the complimentary All-Inclusive upgrade offers a seamless cruise experience on Windstar’s Star Class and Wind Class ships. Whether you’re sipping a chilled Sauvignon Blanc on deck, enjoying a locally-inspired cocktail, or uploading glacier photos from Iceland, everything is covered—making it easy to unplug from stress while staying connected to what matters most.

This limited-time offer is available on new bookings made through September 30, 2025, across a wide selection of itineraries through early 2026. It’s Windstar’s way of delivering even greater value to its guests, while continuing to redefine small-ship cruising in destinations that span continents.

What’s Included in the All-Inclusive Upgrade?

Guests taking advantage of this promotion will receive:

  • Unlimited beverages (including wines, craft cocktails, beers, sodas, premium coffees, and non-alcoholic drinks)
  • Complimentary Wi-Fi for sharing memories or staying in touch
  • Prepaid gratuities, so there’s no need to budget for tips

Beyond these perks, Windstar’s standard amenities remain in place, including:

  • Gourmet dining at no extra charge, including specialty restaurants
  • 24-hour room service
  • Access to fitness center and sauna (on Star Class vessels)
  • Signature onboard celebrations and marina water sports platform
  • Exclusive Discovery Events in select destinations

This combination of inclusivity and personalization is what sets Windstar apart in the world of boutique cruising.

Explore Iconic and Hidden Destinations Worldwide

Windstar Cruises’ itineraries cover some of the world’s most breathtaking and culturally rich destinations, from remote islands to historic coastal cities. The 2025 and 2026 sailing calendar includes:

🌍 Canada & New England (August – October)

Cruise past fall foliage and historic harbors, including visits to Quebec City, Bar Harbor, and Newport.

🌊 Caribbean (October – March)

Island-hop through the Lesser Antilles or Windward Islands, including calls at St. Lucia, Dominica, and Grenada.

🌴 Costa Rica & Panama Canal (November – March)

Explore rainforests, volcanoes, and cross the legendary Panama Canal aboard a small ship that fits where others can’t.

🇬🇷 Greece & the Greek Isles (March – November)

Sail to Mykonos, Santorini, and off-the-beaten-path ports like Patmos and Monemvasia on intimate Aegean voyages.

❄️ Iceland (July – September)

Discover waterfalls, fjords, and geysers on summer sailings around Iceland’s dramatic coastline.

🌐 Mediterranean & Northern Europe (July – March)

Journey from Spain to Croatia, or north to the Baltic and Norwegian fjords, experiencing timeless cities and scenic wonders.

🏝 Canary Islands (November – February)

Soak in year-round sunshine while exploring Lanzarote, Tenerife, and hidden gems like La Gomera.

🌊 Ocean Crossings & South America (August – December; March)

Long-haul explorers can enjoy transatlantic crossings or delve into South American ports like Lima and Valparaíso.

🐠 Tahiti & French Polynesia (July – March)

Sail aboard Windstar’s signature sailing ships through turquoise lagoons and palm-lined beaches in Bora Bora and Moorea.

Each destination offers a blend of adventure, culture, and relaxation—further enriched by shore excursions that take guests deep into the heart of local communities, history, and nature.

Small Ship Advantage with Big Experiences

Windstar’s fleet of six boutique ships—three elegant all-suite Star Class yachts and three classic Wind Class sailing vessels—provides an intimate setting with no more than 342 guests per voyage. This means:

  • Access to smaller ports that large ships can’t reach
  • Faster boarding and disembarkation
  • A personalized level of service that feels more like a private yacht than a cruise ship

Whether guests are diving into the waters off the coast of St. Lucia or sampling wine in a tucked-away Greek village, the small-ship design brings them closer to the essence of each destination.

Book Now for a Seamless Escape

With the “Travel is Better When You’re All In” promotion available only for a limited time, early bookings are recommended to secure the best sailings and stateroom selections. Windstar’s award-winning service, immersive excursions, and elevated onboard offerings make this all-inclusive upgrade one of the most valuable cruise deals currently available.

Final Thoughts

As global travelers seek effortless luxury and deeper connections, Windstar Cruises’ 2025–2026 All-Inclusive promotion delivers on both. By eliminating surprise costs and enhancing the guest experience with premium inclusions, this offer invites guests to relax, indulge, and truly immerse themselves in some of the world’s most awe-inspiring destinations.

From the glacial landscapes of Iceland to the warm breezes of Tahiti, Windstar is redefining what small-ship luxury means—making every journey not only memorable but completely all-included.


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