Windstar Cruises Launches New Promotion to Drive Bookings with Complimentary All-Inclusive Upgrade Through June 2027

Windstar Cruises has launched a new All-Inclusive offer, designed to sustain booking momentum across its global portfolio with a limited-time complimentary All-Inclusive upgrade on voyages worldwide.

Available on select sailings booked between April 1, 2026 and June 30, 2026 for travel through June 30, 2027, the promotion includes Wi-Fi, gratuities and select unlimited cocktails, wine by the glass and beer. It’s a value of more than $1,300 on a seven-day voyage for two guests.

The offer pairs Windstar’s small-ship experience with added value across a wide range of itineraries, from winter sailings in the Mediterranean to long-haul journeys in Tahiti and Alaska — reinforcing the line’s 180° from Ordinary positioning. The promotion also positions key voyages through 2027 with clear value for both new and repeat guests.

“Our small ships allow travel advisors to present clients with a truly unique experience—sailing into city centers, visiting hidden coastal gems, and exploring iconic destinations in a relaxed, uncrowded setting,” says Janet Bava, chief commercial officer at Windstar Cruises.

“With our All-Inclusive offer, we’re making it easier for advisors to close sales by offering more value at every turn: complimentary Wi-Fi, gratuities, drinks, and enhanced culinary experiences. This promotion gives advisors a powerful story to share with clients, making Windstar’s small-ship cruises an even more attractive choice.”

What Makes Windstar Different for Advisors?
At its core, the complimentary All-Inclusive offer reflects the way Windstar approaches travel. With yachts carrying just 148 to 342 guests, Windstar offers a product that feels closer to a private yacht than a traditional cruise, giving guests access to smaller ports, city centers and hidden harbors that larger ships cannot reach.

For travel advisors, that translates into a differentiated product with clear selling points: more time in port, greater itinerary flexibility and a more personal guest experience. Guests might paddleboard straight from the yacht’s Marina, join a market visit with a local chef or stay late in port for an evening ashore.

As the Official Cruise Line of the James Beard Foundation, Windstar also delivers food and wine programming that reflects the destinations guests are visiting. This approach is built around going beyond the crowds, beyond the guidebook and beyond the expected.

A Value-Driven Approach Across Key Regions
The complimentary All-Inclusive offer applies across all regions in Windstar’s global portfolio within the travel window, with a small number of exclusions including select specialty sailings such as the Grand Prix, Eclipse and Mystery cruises. The promotion is designed to support bookings across both peak and shoulder seasons, with a particular focus on Europe and the Mediterranean, as well as year-round destinations such as Tahiti and Alaska.

Highlighted regions and itineraries include:

◉ Europe and the Mediterranean (Year-Round): Windstar continues to expand its presence in Europe, including the debut of Star Explorer launching in December 2026. Alongside peak-season sailings, winter itineraries offer a compelling option for clients seeking fewer crowds. Itineraries such as Europe’s Winter Riviera and Southern Spain Winter Escapes tap into growing off-season demand with a more local, less crowded experience. Windstar’s Mediterranean portfolio combines headline destinations with smaller ports that are often missed on larger ships, creating clear differentiation for advisors. Sailings like Treasure Troves of Corsica & Sardinia and Treasures of Southern Spain & Morocco highlight this approach.

◉ South Pacific: Year-round voyages in French Polynesia remain a core strength for Windstar, which has a long-standing presence in the region. Itineraries such as Maori Storytellers & French Polynesian Treasures (which includes the Cook Islands and extended time in Bora Bora) and Far Flung French Polynesia & Marquesas Magic (which reaches the remote Marquesas) support long-haul bookings and repeat guests.

◉ Greece: Windstar’s Greece itineraries balance iconic sites with smaller ports, offering a differentiated product in a highly competitive region. Sailings such as Postcards from Northern Greece and Enchanting Greece & the Amalfi Coast combine established demand drivers with lesser-known destinations.

◉ Canary Islands: Winter sun itineraries such as Colorful Canary Islands provide an appealing option for shoulder- and off-season travel, supported by Windstar’s ability to reach smaller ports across the archipelago.

◉ Alaska: Small-ship access continues to be a key differentiator in Alaska, with itineraries such as Scenic Alaska and Alaskan Splendors offering an alternative to larger-ship cruising through a more immersive connection to the destination.

Added Value Designed to Convert
For travel advisors and partners, the complimentary All-Inclusive offer provides a clear value proposition to drive conversion, particularly for clients comparing cruise options. It also reinforces Windstar’s positioning as a small-ship line that delivers both access and value.

The complimentary All-Inclusive offer applies to bookings made from April 1, 2026 through June 30, 2026 for sailings through June 30, 2027 and includes:

> Unlimited select wine, beer and cocktails
> > > A Strong Window for 2026-2027 Bookings
With a wide range of itineraries across multiple regions and travel styles, this offer creates a timely booking window for 2026 and 2027, supporting both advance planning and near-term demand.