Small Ship Mediterranean Cruises
Experience the Mediterranean in Private Yacht Style
Immerse yourself in local life at fascinating small destinations like Giardini Naxos and Portofino.
At major cities like Dubrovnik, our yachts dock closer to historic town centers — with evening stays and overnights to give you time for exploration.
Take advantage of exclusive experiences like attending the Formula 1 Grand Prix in Monte Carlo or transiting Greece's narrow Corinth Canal.
Dive deeper with Cruise Tours offering you the best of land and sea — everything from Meteora in Greece to Lake Como in Italy and beyond.
Visit Christmas markets and explore at your own pace during the Mediterranean's festive Local Season.
Get Closer to the Mediterranean
The Mediterranean is full of breathtaking sights, from the colorful villages of Cinque Terre to the stunning Alhambra and the historic Belém Tower. With Windstar, you’ll get closer to it all.
Sail the Guadalquivir River — Spain’s only navigable river — right into Seville. Drop anchor in the heart of Old Town Dubrovnik while bigger ships stay farther out. Explore a local market with a Windstar Chef. Soak up the charm of small ports like Portoferraio in Italy and Kotor in Montenegro. And wake up to a new destination almost every day.
Year-Round Cruises in the Mediterranean
Time in the Mediterranean is measured in centuries, not minutes. We design our itineraries to show you both the big cities and overlooked places — from small towns full of friendly locals to secluded ports beloved by yachting enthusiasts.
And now that we sail in the Mediterranean year-round, we can share one of its best-kept secrets — the months between September and March when you get to experience the best parts of Europe’s cities while getting to enjoy seasonal exclusives with the locals — aptly called the “Local Season.”
Windstar Voyages in the Mediterranean
Explore multicultural treasures, bustling roads, and legendary beaches in this area knows for Greek gods and Italian artists.
Enchanting Greece & the Amalfi Coast
Classic Italy & Dalmatian Coast
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Star Collector: Culture & Charms of Italy & Croatia
Star Collector: Mediterranean Masterpieces of Italy & Northern Greece
Vatican & Croatian Coastlines Cruise Tour
Star Collector: Italian Charms & Croatian Coastlines
Sicilian Splendors
Lake Como & Adriatic Romance Cruise Tour
James Beard Foundation & Wine Cruise: Classic Italy & Dalmatian Coast
Star Collector: Ancient to Avant-Garde Mediterranean
Vatican & Croatian Coastlines Cruise Tour
Quick Getaways: Yachtman's Harbors of the Rivieras
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
Star Collector: Enchantment of the Western Med
A Piece of Greece, a Slice of Sicily and the Corinth Canal
Portuguese Passages & Spanish Shorelines Cruise Tour
Star Collector: Southern Spain & Canary Islands
Star Collector: Classic Crossing to Spain & More
Star Collector: Spanish Mystery & Atlantic Crossing
Hidden Gems of the Canary & Madeira Islands
Hidden Gems of the Canary & Madeira Islands
Star Collector: Winter Mediterranean Adventure
Star Collector: Winter in Spain and the Rivieras
Star Collector: Winter in Europe's Rivieras & Croatia
Winter Italy and the Dalmatian Coast
Star Collector: Europe’s Southern Coasts & the Adriatic
Star Collector:Riches of the Rivieras, Romans, and Greeks
Star Collector: Adriatic Nights & Venetian Dreams
Moments in Southern Italy & Greece via the Corinth Canal
Star Collector: Wonders of Southern Italy, Greece & Türkiye via the Corinth Canal
Cappadocia & Aegean Rhapsody Cruise Tour via the Corinth Canal
Istanbul Icons & Aegean Artifacts via the Corinth Canal Cruise Tour
Yachtsman's Harbors of the Rivieras
Venetian Majesty & Spectacular Croatia: The Northern Adriatic
Star Collector: Vintage Croatia & Timeless Italy
Star Collector: Shades of Southern Italy & Greece via the Corinth Canal
Star Collector: Songs of Sicily & Southern Italy via the Corinth Canal
Star Collector: Sicilian & Corsican Escape
Glitz & Glamour of the Riviera with Monaco's Prix du Monde
Race Day & Riviera Charm: Prix du Monde of Monaco
Star Collector: Prix du Monde of Monaco: A Mediterranean Circuit
Star Collector: Summering in Southern Italy & Croatia
Star Collector: Spanish Spectacular & Riviera Reveries
Quick Getaways: Balearic Islands and Port Vendres Escape
Star Collector: Spectacular Spanish & Italian Coastlines Along the Riviera
Star Collector: Islands of a Mediterranean Summer: Scilly, Sardinia, & Corsica
Treasure Troves of Corsica & Sardinia
Star Collector: Corsica, Sardinia & Amalfi Memories
Italy and the Allure of the Aeolian Islands
Star Collector: Captivating Coastlines of Croatia & Italy
Star Collector: The “Sole” of Italy & Coast of Croatia
Star Collector: Southern Italy & Northern Greece Odyssey
Star Collector: Wonders of Andalusia, Provence & Tuscany
Star Collector: Arc of Iberia, Morocco & the Canary Islands
Star Collector: Spain, Morocco & Atlantic Archipelagos
Star Collector: Sicilian & Riviera Splendors
Star Collector: Morocco, Madeira & the Canary Islands
Star Collector: Iberian Charm, Italian Elegance & Riviera Nights
Canary Island Idyll
Star Collector: A Winter Muse in the Mediterranean
