Windstar Cruises Launches Winter 2027-2028 Bookings with Early Booking Bonuses
by Marsha Mowers
Windstar Cruises has opened bookings for its Winter 2027-2028 season that includes 21 new itineraries and more than 230 sailing dates between September 2027 and April 2028 with special offers to help entice clients to book.
The newly released season spans multiple high-demand regions, including the South Pacific, Latin America and the Panama Canal, the Canary Islands and Morocco, Asia, the Caribbean, and Canada & New England.
“Advisors are central to Windstar’s success, and this season was built with their clients and their businesses in mind,” said 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. It gives advisors a powerful opportunity to start conversations early and build meaningful, high-value journeys for their clients.”
For a limited time, advisors can offer clients added value on select Winter 2027-2028 sailings, including:
- A complimentary All-Inclusive package (Wi-Fi; unlimited select beer, wine, and cocktails; gratuities)
- $100 onboard credit per guest
- The opportunity to save an additional 5% when clients pay in full at the time of booking
Early Booking Offers are available on select voyages through April 30, 2026. Fares will increase as voyages fill.
Windstar Cruises yachts carry just 148 to 342 guests, an experience that strongly appeals to luxury travellers. Its small ships can dock closer to historic city centres, navigate narrow waterways, and access smaller ports that larger vessels simply can’t reach.
The newest addition, Star Seeker, incorporates advanced environmental systems while preserving the brand’s hallmark comforts, including spacious suites, expansive open decks, and highly personalized service. Select sailings also feature Destination Discovery Events — exclusive, one-night cultural experiences that further distinguish the product and elevate the overall guest journey.
For more information or to book, advisors can book online here, call 866-258-7245, or request a call from a Windstar vacation planner.
