Free All-Inclusive Upgrade on Windstar Cruises

Windstar Cruises is offering travellers a complimentary all-inclusive upgrade on select voyages through March 31, 2026 on bookings made now through September 30, 2025.

 The “Travel is Better When You’re All In” promotion covers beverages, gratuities and Wi-Fi, valued at $99 per guest, per night and is available on all Windstar yachts, from the newly transformed and luxurious all-suite Star Class to the classic masted Wind Class sailing vessels. 

“With this new offer, advisors and their clients can focus on designing their dream Windstar journey, instead of narrowing in on smaller, itemized costs.” says Dianna Rom, vice president of sales at Windstar Cruises. “It’s about leaving the mental math at home and simply enjoying the moment – sipping, savouring, and staying connected, all included.” 

Voyages that offer the All-inclusive upgrade cover the globe and a wide range of adventures, from UNESCO World-Heritage listed sites and architectural marvels to culinary-rich destinations and cultural landmarks. Destinations include:  

• Canada & New England – August – October 
• The Canary Islands – November – February  
• The Caribbean – October – March 
• Costa Rica & Panama Canal – November – March 
• Greece – through November and starting again in March with Star Collectors 
• Iceland – July – September 
• The Mediterranean – July – March 
• Northern Europe – July – September 
• Ocean Crossings – August – December & March 
• South America – November – December 
• Tahiti – July – March 

The promotion follows recent news Windstar is set to debut its newest yacht, Star Explorer and the return of its winter sailing to Europe, beginning December 28, 2026.    The 224 guest vessel marks the latest addition to Windstar’s Star Class fleet and is built for exploring the small ports and hidden harbours throughout the Mediterranean.