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Winter Mediterranean Cruises

Windstar Cruises 2025-2026 Winter Mediterranean Collection


Explore the Mediterranean Like Never Before with Windstar Cruises.

Windstar Cruises invites you to embark on a unique Mediterranean adventure during the winter season of 2025-2026. As one of the few cruise lines offering sailings in this region during the quieter months, Windstar’s small luxury ships provide an intimate, immersive way to discover the Mediterranean’s hidden gems, iconic cities, and festive spirit. With fewer crowds, mild weather, and off-season pricing, this is the perfect opportunity to explore Europe in comfort and style.

Why Sail the Mediterranean in Winter with Windstar?

Milder Weather & Fewer Crowds

Enjoy the famous Mediterranean climate with cooler, comfortable temperatures and the beauty of uncrowded landmarks. With average temperatures around 20 degrees (70 Fahrenheit), winter is ideal for visiting iconic cities like Rome, Athens, and Málaga without the high-season bustle.

Festive Atmosphere & Unique Celebrations

The winter months are a special time in Europe, with magical holiday markets, festive decorations, and unique local events. Sail with Windstar and experience Venice’s Carnevale, Florence’s Christmas celebrations, or Greece’s Epiphany festival, a stunning festival of lights in January.

Exceptional Value

Aside from the various benefits above, choosing to cruise the Mediterranean in the winter is an excellent investment. Firstly, airfare prices are seriously reduced, and it’s possible to save hundreds compared to flying to the same destinations during peak season. Furthermore, Windstar offers complimentary all-inclusive upgrades on their Winter in the Mediterranean collection, which means you’ll enjoy added-value extras like complimentary WiFi, gratuities and unlimited beverages during your cruise.

Featured Itineraries

Windstar’s 2025-2026 Winter Mediterranean season offers six unique itineraries plus longer Star Collector voyages for a more in-depth experience. Here are just a few of the unforgettable journeys you can look forward to:

Myths & Marvels of the Aegean (8 days)

Immerse yourself in the legends of Greece and the beauty of the Aegean Sea. Sail through history with stops in Athens, Crete, and the spectacular Corinth Canal.

A Piece of Greece, a Slice of Sicily & the Corinth Canal (8 days)

Explore the stunning contrasts of Greece and Italy, from ancient ruins to vibrant modern culture. Highlights include Catania in Sicily and the incredible Corinth Canal.

Southern Spain Winter Escapes (7 days)

Discover the rich heritage and sun-soaked charm of southern Spain. Visit vibrant cities like Valencia and Málaga, where winter temperatures are ideal for exploration.

Winter in Italy & the Adriatic (8 days)

Visit the Mediterranean’s winter gems, from Venice to the Dalmatian Coast. With overnight stays in Dubrovnik and Livorno, you’ll experience Italy and Croatia in their off-season splendour.

Europe Winter Riviera (7 days)

Experience the glamour of the French and Italian Rivieras without the summer crowds. Stay overnight in Nice and Barcelona and enjoy the Riviera’s understated winter elegance.

Star Collector Voyages: Extended Winter Adventures

For those who wish to delve deeper into the Mediterranean’s charm, Windstar offers Star Collector Voyages. These longer sailings, ranging from 14 to 24 days, combine itineraries for an extended, immersive experience, complete with complimentary laundry service. With Star Collector sailings, you’ll have the chance to visit more ports, experience diverse cultures, and truly unwind during your journey.

New Ports & Extended Stays

The 2025-2026 season introduces exciting new destinations and overnight stops, offering guests more time to explore. Windstar’s winter cruises will take you to new ports such as Genoa, Italy, where you can visit the largest aquarium in Europe or explore the Palazzi dei Rolli, a UNESCO-listed collection of Renaissance palaces. Additional overnights in cities like Venice, Livorno (gateway to Florence and Pisa), and Barcelona allow you to experience Europe’s vibrant cities by day and night.

Luxury on Board the Star Legend

Windstar’s winter Mediterranean voyages sail aboard the Star Legend, a 312-guest, all-suite ship designed for luxury and intimacy. Every suite offers ocean views, and many feature step-out verandas, providing the perfect setting to soak in the Mediterranean’s winter beauty. The Star Legend’s five dining venues, including Cuadro 44 by Anthony Sasso and Star Grill by Stephen Raichlen, ensure you’ll enjoy world-class cuisine with fresh, locally sourced ingredients throughout your cruise.

As the Official Cruise Line of the James Beard Foundation, Windstar brings the flavours of the Mediterranean directly to your plate. Winter sailings also coincide with Europe’s wine season, offering guests the chance to partake in exclusive vineyard tours and tastings while winemakers are in their cellar season.

Book Your Windstar Winter Mediterranean Cruise Today

To start planning your Mediterranean cruise with Windstar in 2025 or 2026, please call our Voyage Consultants on 0800 008 6677. Alternatively, choose from the itineraries below and submit an online enquiry via our website.

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