Hold times may be longer than usual: We're currently undergoing a reservation system upgrade and are still fixing some issues. Please contact us if you have any questions.
New 2025 & 2026 Mediterranean Sailings

Your Seaside Getaway, Reimagined

Step outside your usual winter routine and into the unexpected with a Windstar cruise across the Mediterranean.

Come aboard our newly redesigned all-suite Star Legend and explore some of the world’s most enchanting destinations during the calmer winter months — when attractions are less crowded and the summer heat has given way to the region’s mild winter climate.

Winter is when the locals across the Mediterranean come out to play. The streets are more relaxed, giving you time to mingle with residents, enjoy local festivals and more.

Our winter itineraries include unique harbors not available during the summer months, including Naples, Catania, Valencia and more. We’ll even call in Genova, a new-to-Windstar destination.

Reserve your 2025/2026 winter Mediterranean cruise by October 31, 2024, and enjoy a complimentary All-Inclusive upgrade — with Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus a $200 onboard credit per stateroom.

Or set sail on a Mediterranean cruise this year and enjoy an upgrade to our All-Inclusive Fare when you book before June 30.

Filter Results
Showing 300 of 300 voyages from this special