Windstar Cruises Adds $1,300 Savings on 2026 and 2027 Voyages

Some of the world's most memorable journeys begin with saying yes. Today, Windstar Cruises announced More Reasons to Say Yes, a limited-time offer that makes saying yes to an intimate yacht voyage even easier. Available on new bookings made between July 1 and November 17, 2026, the promotion combines a complimentary All-Inclusive upgrade worth more than $1,300 for two guests on a 7-night voyage, a reduced $300 per stateroom deposit, and additional loyalty savings for Yacht Club Members — all while putting the spotlight on Windstar's most compelling voyages across the Caribbean, Tahiti, the Canary Islands and Greece. 

"At Windstar, the destination is always the reason to travel," said Janet Bava, chief commercial officer at Windstar Cruises. "Our yachts let guests discover places in a way that's personal, relaxed and genuinely connected to the local culture. More Reasons to Say Yes simply removes even more barriers to taking that journey — adding exceptional value while letting travelers focus on where they'll wake up next rather than what they'll spend along the way." 

How Does This Offer Meet Advisors’ Bottom Line?  

For advisors, More Reasons to Say Yes creates a timely reason to re-engage clients who have been dreaming, browsing or waiting for the right moment to book. The offer is easy to explain and easy to sell: more than $1,300 in complimentary All-Inclusive value for two on a 7-night voyage, a reduced $300 per stateroom deposit and added savings for Yacht Club Members on select voyages sailing through the end of 2027. 

Just as important, Windstar gives advisors a product with a story behind the savings. Intimate yachts serving 148 to 342 guests, destination-rich itineraries, direct access to the water from the Marina and culinary programming as the Official Cruise Line of the James Beard Foundation help advisors move the conversation beyond price and into experience — the kind of personal, memorable yacht voyage clients are more likely to say yes to. 

Where Can Travelers Say “Yes” During the Promotion?  

The limited-time offer shines a spotlight on four regions throughout 2027: 

• Caribbean: Tradewind Island hopping takes center stage with voyages through Barbados, St. Lucia, Antigua and the Grenadines, including Windward Islands Surf & Sunsets, where guests sail between idyllic islands under billowing sails, and San Juan and the Virgin Islands, a classic Caribbean voyage made personal through Windstar's smaller yachts and welcoming crew. 
• Tahiti: With two yachts sailing year-round in French Polynesia — Wind Star and Star Breeze — Windstar continues to offer one of the region's most comprehensive small-yacht programs. Far Flung French Polynesia & Marquesas ventures beyond familiar lagoons to rarely visited atolls and the remote Marquesas Islands, creating an experience designed for travelers seeking genuine exploration. 
• Canary Islands: Beyond the familiar Mediterranean icons, Windstar's Canary Islands itineraries explore the Fortunate Isles and Madeira, where volcanic coastlines, centuries-old maritime traditions and vibrant island cultures offer a different perspective on the region aboard an intimate yacht. 
• Greece: Postcards from Northern Greece offers a refreshing perspective on one of Europe's most beloved destinations, exploring lesser-photographed ports and storied coastal communities beyond the iconic island circuit. 

Additional featured ‘More Reasons to Say Yes voyages include: Dreams of Tahiti, Tahiti & the Tuamotu Islands, Treasures of Southern Spain & Morocco, Vietnam & Cambodia Revealed, Tantalizing Thailand & Sparkling Singapore, Naturally Costa Rica, Costa Rica & Panama Canal, Bermuda Bliss and Windstar's signature transatlantic Ocean Crossing. 

What makes this offer different? 

Rather than leading with savings alone, More Reasons to Say Yes layers meaningful value onto Windstar's signature private-yacht style experience. Guests who book qualifying voyages receive: 

• A complimentary All-Inclusive upgrade, including unlimited Wi-Fi, gratuities and select beer, cocktails and wine by the glass — valued at more than $1,300 for two guests on a 7-night voyage 
• A reduced $300 deposit per stateroom on qualifying voyages outside 90 days of departure 
• Yacht Club Member loyalty savings of 5%, stackable to 10% when booked on board 

The result is an offer that makes the decision to travel easier without changing what matters most: extraordinary destinations experienced aboard Windstar's intimate yachts. 

Advisors can book online at windstarcruises.com, contact Windstar Cruises by phone at 866-258-7245, or request a call from a Windstar vacation planner.