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Windstar Opens Winter 2027-28 Season for Booking

  • February 18, 2026
Star Seeker

Windstar Cruises opened bookings for its winter 2027-28 season, offering 21 new itineraries and more than 230 sailing dates between September 2027 and April 2028.

The deployment spans the South Pacific, Latin America and the Panama Canal, the Canary Islands and Morocco, Asia, the Caribbean, and Canada and New England, according to the company.

“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.”

For a limited time through April 30, advisors can offer clients added value on select winter 2027-28 sailings.

These include a complimentary all-inclusive package covering Wi-Fi, unlimited select beer, wine and cocktails, and gratuities, plus $100 onboard credit per guest and an additional five percent savings when clients pay in full at booking.

Key deployments include the Star Breeze in the South Pacific with a full 52-night voyage from Papeete to Singapore, the Star Pride in Latin America with Costa Rica and Panama Canal voyages, the Wind Spirit in the Canary Islands with a new Málaga to Tenerife itinerary featuring two full days in Casablanca, the Star Seeker in Asia with Grand Japan and Southeast Asia sailings, and the Star Pride, Star Legend and Wind Surf in the Caribbean.

Canada and New England late-season voyages include an updated Southeast Canada Exploration with an overnight in Halifax, a Celtic Colours Festival sailing, and a Greenland North Atlantic Odyssey voyage from Reykjavik to Boston.

 

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