Windstar Cruises Announces 2026 Mystery Cruise in the Caribbean

Looking for a true adventure? Windstar Cruises has opened bookings for a new “mystery cruise”—and guests won’t know where they’re going until they arrive.

The voyage will take place in the Caribbean aboard new ship Star Seeker’s inaugural sailing season.

Called the 2026 President’s Mystery Cruise, the sailing will be hosted by Chris Prelog, president of Windstar Cruises.

The 7-night voyage will sail round trip from San Juan, Puerto Rico. But, other than that, the rest of the itinerary is a total mystery.

Crew members will reveal each port 36 hours before arrival.

Guests who book by June 30 can enjoy a complimentary all-inclusive experience, with Wi-Fi, unlimited select wine, beer and cocktails, and gratuities. Members of the line’s loyalty program, Yacht Club, can save an extra 5% off cruise-only fares.

The company recently finished its first-ever mystery cruise, a round trip voyage from Athens to destinations in Italy and Greece.

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