Join Windstar on a Winter-Med cruise to behold some of the world’s most enchanting destinations — all at your own pace, without the rush that can come with peak season.
Early booking offer for 2025/2026 sailings
Reserve your 2025/2026 Winter Mediterranean cruise by Oct. 31, 2024, and enjoy a complimentary All-Inclusive Upgrade — Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus a $200 USD onboard credit per stateroom.
Windstar in the Mediterranean
Step outside your usual winter routine and into the unexpected with a Windstar cruise across the Mediterranean. Explore Greece, Italy, Spain and beyond during the quieter winter months, when the summer heat is gone, and the streets are bustling with locals.
Sail through amazing destinations aboard the newly redesigned Star Legend. Serving just 312 guests, the all-suite Star Legend features two new dining venues, along with a new spa, elevated pool, and fitness area. The yacht also boasts newly renovated suites with at least 277 square feet of space- an onboard experience that can only parallel the allure of the Winter Mediterranean shores.
Here are some of the sailings eligible for this offer:
Southern Spain Winter Escapes
Enjoy the warmest winter weather in Europe, in a collection of delightful coastal villages and seaports, where the old meets the new, narrow alleyways contrast with grand boulevards and trendy cuisine meets homemade tapas. Walk in the shadows of architectural splendors and sip decadent Spanish red wines paired with savory tapas during an overnight stay near the heart of Barcelona's Gothic Quarter. Master the toasty, crackling craft of perfect socarrat as you cook up paella from regional ingredients at an exclusive cooking class hosted in a Malaga home.
Sailing aboard Star Legend (Porthole Suite)
9 days | Departing: Feb. 27, 2026
Roundtrip → Barcelona
Destinations: Barcelona, Spain; Valencia, Spain; Cartagena, Spain; Gibraltar; Málaga, Spain; Palma de Mallorca, Spain; Barcelona
Early booking offer gets you a complimentary All-Inclusive upgrade — with Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus a $200 onboard credit per stateroom.
Bonus rewards
Early booking offer gets you a complimentary All-Inclusive upgrade — with Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus a $200 onboard credit per stateroom.
Myths & Marvels of the Aegean
Savor the enticing islands and historic wonders of Greece and Turkey on this roundtrip voyage from Athens, surrounding yourself by the magic of ancient ruins, quaint villages, and medieval cities of this enchanting region.
Sailing aboard Star Legend (Porthole Suite)
8 days | Departing: Oct. 14, 2025
Roundtrip → Athens
Destinations: Athens; Mykonos, Greece; Heraklion, Greece; Rhodes, Greece; Bodrum, Turkey; Kusadasi, Turkey; Patmos, Greece; Athens
Bonus rewards
Early booking offer gets you a complimentary All-Inclusive upgrade — with Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus a $200 onboard credit per stateroom.
This journey aboard Windstar includes a complimentary Destination Discovery event, dining under the stars at the ruins of Ephesus. Join us for a once-in-a-lifetime experience after hours during this Evening in Ephesus event exclusive to Windstar guests. Enjoy a 5-course, white-glove-service dinner under the stars accompanied by a trio from the Aegean Chamber Orchestra.
Winter in Italy and the Dalmatian Coast
Experience Italy and the Adriatic from a different perspective on this unique off-season voyage, where you’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors. Take your time looking over the red roofs of the medieval city during an overnight stay. Hike in tranquil Dalmatian parks, dine in family homes in small villages, and learn to cook authentic pizza in a Sicilian kitchen. Immerse in the winter celebrations, and festive lights, from grand gothic and baroque cathedrals to luminous canals.
Sailing aboard Star Legend (Porthole Suite)
8 days | Departing: Dec. 27, 2025
Rome → Venice
Destinations: Rome, Italy; Naples, Italy; Messina, Italy; Dubrovnik, Croatia; Zadar, Croatia; Venice, Italy
Bonus rewards
Early booking offer gets you a complimentary All-Inclusive upgrade — with Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus a $200 onboard credit per stateroom.
Ready to book? Call Cruiseable
Call me to hear about the dozens of cruise itineraries available under this offer. You'll be able to take advantage of these special savings — and to lock in all the perks. We work for you for free. Call me at 1-877-322-3773 or email me at [email protected].
