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.


Star Collector: Iberian Charm, Italian Elegance & Riviera Nights

Star Collector: Enchantment of the Western Med

Star Collector: Winter in Spain and the Rivieras


Canary Island Idyll

Star Collector: Captivating Corsica & Sardinia

Winter Italy and the Dalmatian Coast

Vatican & Croatian Coastlines Cruise Tour

Star Collector: Winter Mediterranean Adventure

Star Collector: Corsica, Sardinia & Amalfi Memories

Star Collector: *NEW Winter Italy + New Adriatic-Collector

Star Collector: Vintage Croatia & Timeless Italy


Star Collector: *NEW Southern Italy & Corinth Canal + Aegean Sea Odyssey via the Corinth Canal

Enchanting Greece & the Amalfi Coast

Quick Getaways: La Dolce Vita in Italy & France




Winter Italy and the Dalmatian Coast

Star Collector: Captivating Coastlines of Croatia & Italy

Cappadocia & Aegean Rhapsody Cruise Tour via the Corinth Canal

Star Collector: *NEW Southern Italy & Corinth Canal + Sicilian Splendors

Vatican & Italian Riviera Cruise Tour

Lake Como & Adriatic Romance Cruise Tour

Star Collector: Winter Mediterranean Adventure

Moments in Southern Italy & Greece via the Corinth Canal

Hidden Gems of the Canary & Madeira Islands


Yachtsman's Harbors of the Rivieras

Vatican & Croatian Coastlines Cruise Tour





Star Collector: Iberian Charm, Italian Elegance & Riviera Nights

A Piece of Greece, a Slice of Sicily and the Corinth Canal

Classic Italy & Dalmatian Coast

Star Collector: Sicilian & Corsican Escape

Star Collector: Winter in Europe's Rivieras & Croatia

Star Collector: *NEW Sicilian Circumnavigation & the Prix du Monde of Monaco

Classic Italy & Dalmatian Coast


Moments in Southern Italy & Greece via the Corinth Canal


Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour

Star Collector: Ancient to Avant-Garde Mediterranean

Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

Star Collector: *NEW Corsica, Sardina & Amalfi Memories

Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour



Star Collector: Winter in Europe's Rivieras & Croatia

Jewels of the Italian and French Rivieras


Star Collector:Riches of the Rivieras, Romans, and Greeks

Istanbul Icons & Aegean Artifacts Cruise Tour



Portuguese Passages & Spanish Shorelines Cruise Tour

Star Collector: Classic Crossing to Spain & More

Italy and the Allure of the Aeolian Islands

*NEW Winter in Italy and the Dalmatian Coast with Carnival

Star Collector: Mediterranean’s Glamorous Summer Resorts

Star Collector: Southern Spain & Canary Islands


Istanbul Icons & Aegean Artifacts Cruise Tour


Star Collector: Culture & Charms of Italy & Croatia

Star Collector: Winter in Spain and the Rivieras

Star Collector: Enchantment of the Western Med



Star Collector: *NEW Southern Italy & Corinth Canal + Portcards from Northern Greece

Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour


Star Collector: *NEW Europe's Winter + Winter Italy + New Adriatic


Star Collector: *NEW Short Med + Rome & Prix du Monde of Monaco

Enchanting Greece & the Amalfi Coast

Star Collector: Southern Italian Enchantment & Balkan Beaches

Star Collector: Italian Charms & Croatian Coastlines




Star Collector: A Winter Muse in the Mediterranean

Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour

Star Collector: Ancient to Avant-Garde Mediterranean

Star Collector: Winter in Spain and the Rivieras

Star Collector: Islands of a Mediterranean Summer: Scilly, Sardinia, & Corsica

Star Collector: Riches of the Rivieras, Romans, and Greeks

Star Collector: *NEW Souks & Sherries + Transatlantic

Star Collector: Coastlines of Antiquity - Italy, Croatia, and Greece


Enchanting Greece & the Amalfi Coast


Star Collector: Mediterranean Moments & Monuments


Star Collector: *NEW Southern Italy & Corinth Canal + Aegean Sea Odyssey via the Corinth Cana


Star Collector: Treasures + Europe's Winter Riviera-Collector

Star Collector: Greek Beaches, Italian Isles & Iberian Coastlines

Star Collector: Enchantment of the Western Med


Star Collector: Eastern Mediterranean Jewels

Treasure Troves of Corsica & Sardinia

Star Collector: Europe's Classical Coastlines from the Riviera to the Adriatic



Star Collector: *NEW Southern Italy & Corinth Canal + Silician Splendors

Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour

Star Collector: *NEW Morrocan Markets + Connoisseur's



Star Collector: *NEW Morrocan + Yachtsman's + Classic Italy


Star Collector: Spanish Spectacular & Riviera Reveries


Star Collector: A Winter Muse in the Mediterranean


Star Collector: Italian Charms & Croatian Coastlines



Star Collector: *NEW Short Med + Yachtsman's Harbours

Quick Getaways: Yachtman's Harbors of the Rivieras

Star Collector: Sicilian & Riviera Splendors

Quick Getaways: Balearic Islands and Port Vendres Escape

Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour

Star Collector: *NEW Short Med + Yachtsman's Harbours + Sicilian Splendors


Star Collector: Songs of Sicily & Southern Italy via the Corinth Canal


Star Collector: Mediterranean Masterpieces of Italy & Northern Greece

Star Collector: Riches of the Rivieras, Romans & Greeks

Star Collector: The “Sole” of Italy & Coast of Croatia


Enchanting Greece & the Amalfi Coast

Star Collector: Historic Harbors of Italy & Beyond


Treasure Troves of Corsica & Sardinia

Race Day & Riviera Charm: Prix du Monde of Monaco

Moments in Southern Italy & Greece via the Corinth Canal

Star Collector: Shades of Southern Italy & Greece via the Corinth Canal

Moments in Southern Italy & Greece via the Corinth Canal





Star Collector: Wonders of Andalusia, Provence & Tuscany



Italy and the Allure of the Aeolian Islands

Star Collector: Summering in Southern Italy & Croatia






