Windstar Cruises: Melt Away Winter Blues in the Med

Up to $2,000 Onboard Credit + 1-Night Hotel Stay + Transfers

Booking Period: Today – March 31, 2026

Travel Period: Today – March 31, 2026

Winter Belongs to the Mediterranean

When winter settles in and the days feel shorter, there’s something deeply satisfying about knowing warmth is closer than you think. The Mediterranean in winter offers a quieter, more intimate version of Europe — mild temperatures, fewer crowds and an authentic rhythm of local life that summer travelers rarely experience.

With Windstar Cruises, winter in the Med isn’t just an escape — it’s an invitation to slow down and experience Europe the way locals do. Cobblestone streets feel more personal. Cafés linger longer. Historic cities breathe easier without the rush of peak season.

Add Windstar’s new winter-focused itineraries, more overnight stays and exclusive seasonal ports, and suddenly a Mediterranean cruise becomes one of the most rewarding winter travel choices you can make.

Why Winter Is the Best Time to Sail the Med

Winter sailings unlock a completely different side of the Mediterranean — one that’s refined, relaxed and deeply immersive.

• Mild, comfortable weather perfect for walking historic streets and coastal towns

• Fewer tourists, allowing for deeper cultural connections

• Seasonal experiences not available during summer months

• More overnights so you can enjoy evenings ashore

Windstar’s small ships slip into ports larger vessels simply can’t reach, creating a boutique travel experience that feels personal rather than packaged.

Beyond Inclusive: Added Comfort, Added Value

When you book this winter Mediterranean sailing through our travel agency, you’ll enjoy Windstar’s Beyond Inclusive Package, designed to remove friction and elevate your experience from the moment you arrive.

Your exclusive benefits include:

• One-night pre-cruise hotel stay

• Seamless transfers

• All-inclusive onboard perks

• Up to $2,000 in onboard credit

That onboard credit can be used toward curated shore excursions, spa services, specialty dining, wine packages and more — letting you personalize your voyage exactly the way you want.

A More Intimate Way to Explore Europe

Windstar’s fleet of elegant sailing yachts and intimate all-suite ships creates an experience that feels worlds away from mega-ship cruising. With fewer guests onboard, the atmosphere is relaxed, social and quietly luxurious.

Expect:

• Thoughtful service without formality

• Open decks and unobstructed sea views

• Locally inspired cuisine

• Overnight stays that let destinations unfold naturally

This is travel designed for curiosity, not crowds.

Featured Sailings

Canary Islands

Destination Highlight: Escape to volcanic landscapes, black-sand beaches and year-round sunshine.

10-Day Canary Island Idyll

Departs February 8, 2026aboard Wind Star

Starting from $4,699 per person

★ Agency Exclusive: Up to $300 Shipboard Credit per stateroom

Italy & The Dalmatian Coast

Destination Highlight: Explore charming coastal towns, Roman ruins and Mediterranean cuisine.

8-Day Winter Italy & The Dalmatian Coast

Departs January 4, 2026aboard Star Legend

Starting from $3,999 per person

★ Agency Exclusive: Up to $300 Shipboard Credit per stateroom

Southern Spain

Destination Highlight: Discover flamenco rhythms, Moorish architecture and sun-drenched coastlines. 

9-Day Southern Spain Winter Escapes

Departs January 19, 2026aboard Star Legend

Starting from $3,599 per person

★ Agency Exclusive: Enjoy the services of a Distinctive Voyages Host, an invitation to a Private Welcome Reception and an Exclusive Shore Event in Palma de Mallorca, Spain: Palma History, Heritage & Sweet Delights

Why Book Windstar With Our Travel Experts

Winter Mediterranean sailings are nuanced — and the details matter. When you book through our agency, you gain more than just a reservation.

We help you:

• Choose the right itinerary and ship

• Maximize onboard credit and exclusive perks

• Navigate winter flight timing and transfers

• Secure agency-exclusive amenities

• Enjoy peace of mind before, during and after your cruise

Your Winter Escape Starts Now

Winter doesn’t have to feel long, gray or routine.

A Windstar winter Mediterranean cruise offers warmth, beauty and cultural richness at the exact moment you need it most — paired with exceptional value you won’t find later in the season.

Sailings are limited, onboard credits are capacity-controlled and this offer ends March 31, 2026.

Contact our travel agency today to reserve your Windstar winter Mediterranean cruise, secure exclusive perks and let us design a seamless escape that turns winter into something to look forward to.