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
Journey from civitavecchia, rome to lisbon
Star Collector: Enchantment of the Western Med
Journey from lisbon to civitavecchia, rome
Star Collector: Winter in Spain and the Rivieras
Journey from civitavecchia, rome to barcelona
Canary Island Idyll
Journey from santa cruz de tenerife to santa cruz de tenerife
Star Collector: Captivating Corsica & Sardinia
Journey from barcelona to civitavecchia, rome
Winter Italy and the Dalmatian Coast
Journey from civitavecchia, rome to venice
Vatican & Croatian Coastlines Cruise Tour
Journey from civitavecchia, rome to venice
Star Collector: Winter Mediterranean Adventure
Journey from venice to barcelona
Star Collector: Corsica, Sardinia & Amalfi Memories
Journey from civitavecchia, rome to civitavecchia, rome
Star Collector: *NEW Winter Italy + New Adriatic-Collector
Journey from civitavecchia, rome to venice
Star Collector: Vintage Croatia & Timeless Italy
Journey from dubrovnik to civitavecchia, rome
Star Collector: *NEW Southern Italy & Corinth Canal + Aegean Sea Odyssey via the Corinth Canal
Journey from istanbul to civitavecchia, rome
Enchanting Greece & the Amalfi Coast
Journey from civitavecchia, rome to piraeus, athens
Quick Getaways: La Dolce Vita in Italy & France
Journey from civitavecchia, rome to civitavecchia, rome
Winter Italy and the Dalmatian Coast
Journey from venice to civitavecchia, rome
Star Collector: Captivating Coastlines of Croatia & Italy
Journey from civitavecchia, rome to dubrovnik
Cappadocia & Aegean Rhapsody Cruise Tour via the Corinth Canal
Journey from istanbul to piraeus, athens
Star Collector: *NEW Southern Italy & Corinth Canal + Sicilian Splendors
Journey from piraeus, athens to civitavecchia, rome
Vatican & Italian Riviera Cruise Tour
Journey from barcelona to civitavecchia, rome
Lake Como & Adriatic Romance Cruise Tour
Journey from venice to civitavecchia, rome
Star Collector: Winter Mediterranean Adventure
Journey from barcelona to venice
Moments in Southern Italy & Greece via the Corinth Canal
Journey from piraeus, athens to civitavecchia, rome
Hidden Gems of the Canary & Madeira Islands
Journey from santa cruz de tenerife to santa cruz de tenerife
Yachtsman's Harbors of the Rivieras
Journey from barcelona to civitavecchia, rome
Vatican & Croatian Coastlines Cruise Tour
Journey from venice to civitavecchia, rome
Star Collector: Iberian Charm, Italian Elegance & Riviera Nights
Journey from lisbon to civitavecchia, rome
A Piece of Greece, a Slice of Sicily and the Corinth Canal
Journey from piraeus, athens to barcelona
Classic Italy & Dalmatian Coast
Journey from venice to civitavecchia, rome
Star Collector: Sicilian & Corsican Escape
Journey from civitavecchia, rome to civitavecchia, rome
Star Collector: Winter in Europe's Rivieras & Croatia
Journey from barcelona to venice
Star Collector: *NEW Sicilian Circumnavigation & the Prix du Monde of Monaco
Journey from civitavecchia, rome to lisbon
Classic Italy & Dalmatian Coast
Journey from civitavecchia, rome to venice
Moments in Southern Italy & Greece via the Corinth Canal
Journey from piraeus, athens to civitavecchia, rome
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Journey from piraeus, athens to civitavecchia, rome
Star Collector: Ancient to Avant-Garde Mediterranean
Journey from piraeus, athens to barcelona
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
Journey from barcelona to civitavecchia, rome
Star Collector: *NEW Corsica, Sardina & Amalfi Memories
Journey from civitavecchia, rome to civitavecchia, rome
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Winter in Europe's Rivieras & Croatia
Journey from venice to barcelona
Jewels of the Italian and French Rivieras
Journey from civitavecchia, rome to civitavecchia, rome
Star Collector:Riches of the Rivieras, Romans, and Greeks
Journey from barcelona to piraeus, athens
Istanbul Icons & Aegean Artifacts Cruise Tour
Journey from istanbul to piraeus, athens
Portuguese Passages & Spanish Shorelines Cruise Tour
Journey from lisbon to barcelona
Star Collector: Classic Crossing to Spain & More
Journey from barcelona to bridgetown, barbados
Italy and the Allure of the Aeolian Islands
Journey from civitavecchia, rome to civitavecchia, rome
*NEW Winter in Italy and the Dalmatian Coast with Carnival
Journey from venice to civitavecchia, rome
Star Collector: Mediterranean’s Glamorous Summer Resorts
Journey from piraeus, athens to civitavecchia, rome
Star Collector: Southern Spain & Canary Islands
Journey from barcelona to santa cruz de tenerife
Istanbul Icons & Aegean Artifacts Cruise Tour
Journey from piraeus, athens to istanbul
Star Collector: Culture & Charms of Italy & Croatia
Journey from venice to civitavecchia, rome
Star Collector: Winter in Spain and the Rivieras
Journey from barcelona to civitavecchia, rome
Star Collector: Enchantment of the Western Med
Journey from civitavecchia, rome to lisbon
Star Collector: *NEW Southern Italy & Corinth Canal + Portcards from Northern Greece
Journey from civitavecchia, rome to piraeus, athens
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
Journey from barcelona to civitavecchia, rome
Star Collector: *NEW Europe's Winter + Winter Italy + New Adriatic
Journey from barcelona to venice
Star Collector: *NEW Short Med + Rome & Prix du Monde of Monaco
Journey from civitavecchia, rome to barcelona
Enchanting Greece & the Amalfi Coast
Journey from piraeus, athens to civitavecchia, rome
Star Collector: Southern Italian Enchantment & Balkan Beaches
Journey from venice to venice
Star Collector: Italian Charms & Croatian Coastlines
Journey from civitavecchia, rome to venice
Star Collector: A Winter Muse in the Mediterranean
Journey from venice to piraeus, athens
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
Journey from civitavecchia, rome to barcelona
Star Collector: Ancient to Avant-Garde Mediterranean
Journey from barcelona to piraeus, athens
Star Collector: Winter in Spain and the Rivieras
Journey from malaga to civitavecchia, rome
Star Collector: Islands of a Mediterranean Summer: Scilly, Sardinia, & Corsica
Journey from civitavecchia, rome to civitavecchia, rome
Star Collector: Riches of the Rivieras, Romans, and Greeks
Journey from barcelona to piraeus, athens
Star Collector: *NEW Souks & Sherries + Transatlantic
Journey from barcelona to bridgetown, barbados
Star Collector: Coastlines of Antiquity - Italy, Croatia, and Greece
Journey from venice to istanbul
Enchanting Greece & the Amalfi Coast
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Mediterranean Moments & Monuments
Journey from piraeus, athens to lisbon
Star Collector: *NEW Southern Italy & Corinth Canal + Aegean Sea Odyssey via the Corinth Cana
Journey from civitavecchia, rome to istanbul
Star Collector: Treasures + Europe's Winter Riviera-Collector
Journey from malaga to civitavecchia, rome
Star Collector: Greek Beaches, Italian Isles & Iberian Coastlines
Journey from piraeus, athens to bordeaux
Star Collector: Enchantment of the Western Med
Journey from civitavecchia, rome to lisbon
Star Collector: Eastern Mediterranean Jewels
Journey from civitavecchia, rome to istanbul
Treasure Troves of Corsica & Sardinia
Journey from civitavecchia, rome to civitavecchia, rome
Star Collector: Europe's Classical Coastlines from the Riviera to the Adriatic
Journey from barcelona to venice
Star Collector: *NEW Southern Italy & Corinth Canal + Silician Splendors
Journey from piraeus, athens to civitavecchia, rome
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Journey from civitavecchia, rome to piraeus, athens
Star Collector: *NEW Morrocan Markets + Connoisseur's
Journey from barcelona to bordeaux
Star Collector: *NEW Morrocan + Yachtsman's + Classic Italy
Journey from lisbon to venice
Star Collector: Spanish Spectacular & Riviera Reveries
Journey from lisbon to civitavecchia, rome
Star Collector: A Winter Muse in the Mediterranean
Journey from piraeus, athens to venice
Star Collector: Italian Charms & Croatian Coastlines
Journey from civitavecchia, rome to venice
Star Collector: *NEW Short Med + Yachtsman's Harbours
Journey from barcelona to civitavecchia, rome
Quick Getaways: Yachtman's Harbors of the Rivieras
Journey from civitavecchia, rome to barcelona
Star Collector: Sicilian & Riviera Splendors
Journey from civitavecchia, rome to barcelona
Quick Getaways: Balearic Islands and Port Vendres Escape
Journey from barcelona to barcelona
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Journey from civitavecchia, rome to piraeus, athens
Star Collector: *NEW Short Med + Yachtsman's Harbours + Sicilian Splendors
Journey from barcelona to civitavecchia, rome
Star Collector: Songs of Sicily & Southern Italy via the Corinth Canal
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Mediterranean Masterpieces of Italy & Northern Greece
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Riches of the Rivieras, Romans & Greeks
Journey from piraeus, athens to barcelona
Star Collector: The “Sole” of Italy & Coast of Croatia
Journey from civitavecchia, rome to venice
Enchanting Greece & the Amalfi Coast
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Historic Harbors of Italy & Beyond
Journey from civitavecchia, rome to civitavecchia, rome
Treasure Troves of Corsica & Sardinia
Journey from civitavecchia, rome to civitavecchia, rome
Race Day & Riviera Charm: Prix du Monde of Monaco
Journey from barcelona to civitavecchia, rome
Moments in Southern Italy & Greece via the Corinth Canal
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Shades of Southern Italy & Greece via the Corinth Canal
Journey from piraeus, athens to civitavecchia, rome
Moments in Southern Italy & Greece via the Corinth Canal
Journey from civitavecchia, rome to piraeus, athens
Star Collector: Wonders of Andalusia, Provence & Tuscany
Journey from lisbon to civitavecchia, rome
Italy and the Allure of the Aeolian Islands
Journey from civitavecchia, rome to civitavecchia, rome
Star Collector: Summering in Southern Italy & Croatia
Journey from civitavecchia, rome to dubrovnik
