Windstar Cruises Opens Bookings for Winter 2027-28 Sailings

Image: A rendering of Windstar Cruises' new ships, Star Seeker and Star Explorer (Photo Credit: Windstar Cruises)
Image: A rendering of Windstar Cruises' new ships, Star Seeker and Star Explorer (Photo Credit: Windstar Cruises)
Sarah Kuta
by Sarah Kuta
Last updated: 2:00 PM ET, Wed February 18, 2026

Bookings are now open for Windstar Cruises’ winter 2027-28 voyages.

From September 2027 to April 2028, the brand will offer 21 new itineraries and more than 230 sailing dates to in-demand destinations in the South Pacific, Latin America, the Canary Islands, Morocco, Asia, the Caribbean and Canada and New England.

The season also features Windstar’s new motor yacht, Star Explorer, which is slated to debut in December 2026.

From now through April 30, travel advisors can offer their clients added value on select sailings, including a free All-Inclusive package (which includes Wi-Fi; unlimited select beer, wine, and cocktails; and gratuities), a $100 onboard credit per guest and an additional 5 percent savings on paid-in-full bookings. 

“Advisors are central to Windstar’s success, and this season was built with their clients and their businesses in mind,” says Janet Bava, chief commercial officer at Windstar Cruises.

“Winter 2027-2028 offers rare deployments, longer itineraries and the kind of small-ship access that larger cruise lines simply can’t offer," Bava continued. "It gives advisors a powerful opportunity to start conversations early and build meaningful, high-value journeys for their clients.” 

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