Sales of Windstar Cruises second President’s Mystery Cruise are outpacing all other 2026 cruise bookings since its launch last week, the cruise line has revealed, as it declared the inaugural voyage, which wrapped up last month, a resounding success.
The new itinerary will depart on 20 March 2026 aboard the 224-guest Star Seeker, Windstar’s newest yacht. The Caribbean-oriented voyage based from San Juan, Puerto Rico, is already nearly sold out.
It showcases the strong demand for spontaneous travel experiences “paired with Windstar’s trusted service and expertise”, according to the cruise line, which flagged more itineraries like this on the horizon.
The inaugural President’s Mystery Cruise through the Mediterranean aboard Star Legend wrapped up on 27 April, with the sold-out voyage hosted by Windstar President Chris Prelog.
The journey embarked from Athens (Piraeus) on 19 April before calling at a number of mystery ports, with guests given a clue to their identity just 36 hours before each visit.
Subscribe to LATTE Cruise’s free eNewsletter to keep up to date with everything in the luxury cruise space.
The itinerary featured three ports previously unvisited by the cruise line. The all-new ports included Italy’s Taranto and Reggio Calabria as well as Greece’s Kalamata. The ship also called at Sicily’s Naxos Giardini, near Taormina, a signature port for the line.
Shore excursions in each destination ranged from urban history to countryside rambles, with a destination discovery event held on a coastal hilltop in Reggio Calabria as a special touch. The Tarantella, a romantic dance ritual in Puglia, was also performed onboard Star Legend while docked in Taranto.
“So many of Windstar’s guests are wonderfully adventurous and curious about the world they live in that we wanted to create a trip around the idea of discovering new destinations in a spontaneous fashion,” Prelog said.
“The Mediterranean offered so many opportunities to venture to places, such as Italy’s Puglia and Calabria, that hadn’t been on their radar – yet.”
Some of these new ports, like Reggio Calabria and Taranto, both in Italy’s “boot,” have already been incorporated into 2026 itineraries, he added.
