
Windstar Cruises enhances Mystery Cruise concept with Caribbean journey on Star Seeker | Cruise News
Following the success of its inaugural President’s Mystery Cruise in April 2025, Windstar Cruises has announced a second voyage under this concept, scheduled for March 20, 2026. This upcoming cruise will take place aboard the line’s newest vessel, Star Seeker, and will depart from San Juan, Puerto Rico, exploring undisclosed destinations in the Caribbean.
The initial Mystery Cruise, an 8-day journey aboard Star Legend, departed from Athens (Piraeus, Greece) and featured ports that were revealed to guests only 24 hours before arrival. This approach introduced passengers to new destinations, including Taranto and Reggio Calabria in Italy, and Kalamata in Greece, which had not been previously visited by Windstar. The positive reception of this spontaneous travel experience has led to the development of the upcoming Caribbean itinerary.
Star Seeker, set to join Windstar’s fleet in December 2025, will offer a range of itineraries across the Caribbean, Alaska, and Japan. The ship’s inaugural voyage will commence on December 28, 2025, from Malaga, Spain, culminating in Miami, Florida, on January 13, 2026. Following its christening in Miami, Star Seeker will embark on an eight-day Caribbean voyage from Miami to San Juan, with stops in the Dominican Republic and the British Virgin Islands. The vessel will continue its Caribbean season before transiting the Panama Canal en route to Alaska.
The 2026 Mystery Cruise has garnered significant interest, with bookings nearly sold out shortly after its announcement. This enthusiasm reflects a growing demand for unique and adventurous travel experiences. Windstar Cruises plans to continue offering such itineraries, combining the allure of undisclosed destinations with the comfort and service of its luxury fleet.
Why Book Your Cruise with Lask Travel Advisors?
We don’t just plan vacations—we curate experiences. As CLIA-certified cruise specialists and seasoned travelers, we help clients find the perfect itinerary, cabin, and excursions to match their style. Want the best private snorkeling guide in Grand Cayman? Looking for a quiet stateroom away from the noise? We’ve done it, and we’ll tailor it for you.
Our clients appreciate the insider knowledge, personalized attention, and stress-free planning we bring to every booking. Plus, we’re always happy to chat cruises over coffee if you’re near Folsom.
Ready to Set Sail?
Let’s turn your dream cruise into reality. Whether you’re cruising for the first time or looking to upgrade your next adventure, we’ll help you navigate every detail—from ship selection to shore excursions.
📧 Contact us today to start planning your getaway. Your next adventure begins here—with Lask Travel Advisors
To explore a variety of cruise options and find the best fit for your next adventure, be sure to visit our Cruise search and booking page. From family-friendly holidays to luxurious getaways, your ideal cruise awaits!
Disclaimer: This post may contain affiliate links. If you purchase through these links, SecureNomad may earn a small commission at no extra cost to you.