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.
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: Italian Charms & Croatian Coastlines
Journey from CIVITAVECCHIA, ROME, ITALY to RAVENNA, ITALY
Sicilian Splendors
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
Vatican & Croatian Coastlines Cruise Tour
Journey from RAVENNA, ITALY to CIVITAVECCHIA, ROME, ITALY
Classic Italy & Dalmatian Coast
Journey from RAVENNA, ITALY to CIVITAVECCHIA, ROME, ITALY
Lake Como & Adriatic Romance Cruise Tour
Journey from RAVENNA, ITALY to CIVITAVECCHIA, ROME, ITALY
James Beard Foundation & Wine Cruise: Classic Italy & Dalmatian Coast
Journey from CIVITAVECCHIA, ROME, ITALY to RAVENNA, ITALY
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
Journey from PIRAEUS, ATHENS to CIVITAVECCHIA, ROME, ITALY
Enchanting Greece & the Amalfi Coast
Journey from PIRAEUS, ATHENS to CIVITAVECCHIA, ROME, ITALY
Star Collector: Ancient to Avant-Garde Mediterranean
Journey from PIRAEUS, ATHENS to BARCELONA
Vatican & Croatian Coastlines Cruise Tour
Journey from RAVENNA, ITALY to CIVITAVECCHIA, ROME, ITALY
Star Collector: Romance of the West Med
Journey from CIVITAVECCHIA, ROME, ITALY to LISBON
Quick Getaways: Yachtman's Harbors of the Rivieras
Journey from CIVITAVECCHIA, ROME, ITALY to BARCELONA
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
Journey from CIVITAVECCHIA, ROME, ITALY to BARCELONA
Star Collector: Enchantment of the Western Med
Journey from CIVITAVECCHIA, ROME, ITALY to LISBON
A Piece of Greece, a Slice of Sicily and the Corinth Canal
Journey from PIRAEUS, ATHENS to BARCELONA
Portuguese Passages & Spanish Shorelines Cruise Tour
Journey from BARCELONA to LISBON
Star Collector: Southern Spain & Canary Islands
Journey from BARCELONA to SANTA CRUZ DE TENERIFE
Star Collector: Classic Crossing to Spain & More
Journey from BARCELONA to BRIDGETOWN, BARBADOS, BARBADOS
Star Collector: Spanish Mystery & Atlantic Crossing
Journey from BARCELONA to BRIDGETOWN, BARBADOS, BARBADOS
Hidden Gems of the Canary & Madeira Islands
Journey from SANTA CRUZ DE TENERIFE to SANTA CRUZ DE TENERIFE
Hidden Gems of the Canary & Madeira Islands
Journey from SANTA CRUZ DE TENERIFE to SANTA CRUZ DE TENERIFE
Star Collector: Winter Mediterranean Adventure
Journey from BARCELONA to RAVENNA, ITALY
Star Collector: Winter in Spain and the Rivieras
Journey from BARCELONA to CIVITAVECCHIA, ROME, ITALY
Winter Riviera & Madrid Cruise Tour
Journey from BARCELONA to CIVITAVECCHIA, ROME, ITALY
Europe's Winter Riviera
Journey from BARCELONA to CIVITAVECCHIA, ROME, ITALY
Star Collector: Winter in Europe's Rivieras & Croatia
Journey from BARCELONA to RAVENNA, ITALY
Winter Italy and the Dalmatian Coast
Journey from CIVITAVECCHIA, ROME, ITALY to RAVENNA, ITALY
Europe's Winter Riviera
Journey from CIVITAVECCHIA, ROME, ITALY to BARCELONA
Star Collector: Iberian Soul & Italian Style
Journey from MALAGA to CIVITAVECCHIA, ROME, ITALY
Star Collector: Europe’s Southern Coasts & the Adriatic
Journey from BARCELONA to RAVENNA, ITALY
Star Collector:Riches of the Rivieras, Romans, and Greeks
Journey from BARCELONA to PIRAEUS, ATHENS
Star Collector: Adriatic Nights & Venetian Dreams
Journey from CIVITAVECCHIA, ROME, ITALY to RAVENNA, ITALY
Moments in Southern Italy & Greece via the Corinth Canal
Journey from PIRAEUS, ATHENS to CIVITAVECCHIA, ROME, ITALY
Star Collector: Wonders of Southern Italy, Greece & Türkiye via the Corinth Canal
Journey from ISTANBUL to CIVITAVECCHIA, ROME, ITALY
Cappadocia & Aegean Rhapsody Cruise Tour via the Corinth Canal
Journey from PIRAEUS, ATHENS to ISTANBUL
Istanbul Icons & Aegean Artifacts via the Corinth Canal Cruise Tour
Journey from ISTANBUL to PIRAEUS, ATHENS
Yachtsman's Harbors of the Rivieras
Journey from CIVITAVECCHIA, ROME, ITALY to BARCELONA
Star Collector: Adriatic Odyssey
Journey from RAVENNA, ITALY to RAVENNA, ITALY
Venetian Majesty & Spectacular Croatia: The Northern Adriatic
Journey from RAVENNA, ITALY to DUBROVNIK
Star Collector: Vintage Croatia & Timeless Italy
Journey from DUBROVNIK to CIVITAVECCHIA, ROME, ITALY
Star Collector: Shades of Southern Italy & Greece via the Corinth Canal
Journey from PIRAEUS, ATHENS to CIVITAVECCHIA, ROME, ITALY
Star Collector: Songs of Sicily & Southern Italy via the Corinth Canal
Journey from PIRAEUS, ATHENS to CIVITAVECCHIA, ROME, ITALY
Star Collector: Sicilian & Corsican Escape
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
La Dolce Vita in Italy & France
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
Glitz & Glamour of the Riviera with Monaco's Prix du Monde
Journey from CIVITAVECCHIA, ROME, ITALY to BARCELONA
Race Day & Riviera Charm: Prix du Monde of Monaco
Journey from BARCELONA to CIVITAVECCHIA, ROME, ITALY
Star Collector: Prix du Monde of Monaco: A Mediterranean Circuit
Journey from BARCELONA to RAVENNA, ITALY
Bella Italia - A Southern Italian Romance
Journey from CIVITAVECCHIA, ROME, ITALY to RAVENNA, ITALY
Star Collector: Summering in Southern Italy & Croatia
Journey from CIVITAVECCHIA, ROME, ITALY to DUBROVNIK
Star Collector: Spanish Spectacular & Riviera Reveries
Journey from LISBON to CIVITAVECCHIA, ROME, ITALY
Quick Getaways: Balearic Islands and Port Vendres Escape
Journey from BARCELONA to BARCELONA
Star Collector: Spectacular Spanish & Italian Coastlines Along the Riviera
Journey from BARCELONA to CIVITAVECCHIA, ROME, ITALY
Star Collector: Cruising the Rivieras
Journey from BARCELONA to CIVITAVECCHIA, ROME, ITALY
Star Collector: Islands of a Mediterranean Summer: Scilly, Sardinia, & Corsica
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
Treasure Troves of Corsica & Sardinia
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
Star Collector: Corsica, Sardinia & Amalfi Memories
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
Adriatic Shores & Italian Coasts
Journey from RAVENNA, ITALY to CIVITAVECCHIA, ROME, ITALY
Italy and the Allure of the Aeolian Islands
Journey from CIVITAVECCHIA, ROME, ITALY to CIVITAVECCHIA, ROME, ITALY
Star Collector: Captivating Coastlines of Croatia & Italy
Journey from CIVITAVECCHIA, ROME, ITALY to DUBROVNIK
Star Collector: The “Sole” of Italy & Coast of Croatia
Journey from CIVITAVECCHIA, ROME, ITALY to RAVENNA, ITALY
Star Collector: Southern Italy & Northern Greece Odyssey
Journey from CIVITAVECCHIA, ROME, ITALY to PIRAEUS, ATHENS
Star Collector: Wonders of Andalusia, Provence & Tuscany
Journey from LISBON to CIVITAVECCHIA, ROME, ITALY
Star Collector: Iberian Nights & Adriatic Delights
Journey from LISBON to RAVENNA, ITALY
Star Collector: Arc of Iberia, Morocco & the Canary Islands
Journey from BARCELONA to SANTA CRUZ DE TENERIFE
Star Collector: Spain, Morocco & Atlantic Archipelagos
Journey from BARCELONA to SANTA CRUZ DE TENERIFE
Star Collector: Sicilian & Riviera Splendors
Journey from CIVITAVECCHIA, ROME, ITALY to BARCELONA
Star Collector: Morocco, Madeira & the Canary Islands
Journey from MALAGA to SANTA CRUZ DE TENERIFE
Star Collector: Iberian Charm, Italian Elegance & Riviera Nights
Journey from CIVITAVECCHIA, ROME, ITALY to LISBON
Canary Island Idyll
Journey from SANTA CRUZ DE TENERIFE to SANTA CRUZ DE TENERIFE
Star Collector: A Winter Muse in the Mediterranean
Journey from RAVENNA, ITALY to PIRAEUS, ATHENS
Winter in Italy and the Adriatic
Journey from PIRAEUS, ATHENS to CIVITAVECCHIA, ROME, ITALY