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 port-intensive 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 to Mediterranean
Sample body copy to show what it looks like.
7 Nights on Wind Spirit Yacht
From $12,792 USD/Person
9 Nights on Wind Surf Yacht
From $10,096 USD/Person
10 Nights on Wind Spirit Yacht
From $7,018 USD/Person
9 Nights on Wind Spirit Yacht
From $7,014 USD/Person
10 Nights on Wind Surf Yacht
From $7,762 USD/Person
17 Nights on Wind Surf Yacht
From $11,736 USD/Person
9 Nights on Wind Surf Yacht
From $8,170 USD/Person
15 Nights on Wind Surf Yacht
From $14,016 USD/Person
7 Nights on Wind Surf Yacht
From $4,570 USD/Person
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
11 Nights on Wind Surf Yacht
From $12,770 USD/Person
10 Nights on Wind Star Yacht
From $12,992 USD/Person
12 Nights on Wind Surf Yacht
From $11,522 USD/Person
8 Nights on Wind Surf Yacht
From $7,322 USD/Person
12 Nights on Wind Surf Yacht
From $10,242 USD/Person
8 Nights on Wind Surf Yacht
From $6,042 USD/Person
12 Nights on Wind Surf Yacht
From $14,242 USD/Person
15 Nights on Wind Surf Yacht
From $10,816 USD/Person
23 Nights on Wind Surf Yacht
From $19,512 USD/Person
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
11 Nights on Wind Surf Yacht
From $14,292 USD/Person
15 Nights on Wind Surf Yacht
From $12,588 USD/Person
9 Nights on Wind Surf Yacht
From $9,692 USD/Person
7 Nights on Wind Surf Yacht
From $6,092 USD/Person
10 Nights on Wind Spirit Yacht
From $9,340 USD/Person
17 Nights on Wind Spirit Yacht
From $16,734 USD/Person
10 Nights on Wind Surf Yacht
From $12,694 USD/Person
8 Nights on Wind Surf Yacht
From $9,094 USD/Person
11 Nights on Wind Surf Yacht
From $16,094 USD/Person
Star Collector: Stories of Italy, Croatia & Greece
17 Nights on Wind Surf Yacht
From $18,592 USD/Person
James Beard Foundation: Adriatic Archipelagos & Greek Goddesses
9 Nights on Wind Surf Yacht
From $10,896 USD/Person
8 Nights on Star Legend Yacht
From $10,238 USD/Person
16 Nights on Star Legend Yacht
From $19,666 USD/Person
Star Collector: Stories of Italy, Croatia & Greece
17 Nights on Wind Surf Yacht
From $22,192 USD/Person
11 Nights on Wind Surf Yacht
From $18,494 USD/Person
11 Nights on Star Legend Yacht
From $14,026 USD/Person
8 Nights on Wind Surf Yacht
From $10,694 USD/Person
19 Nights on Wind Surf Yacht
From $23,780 USD/Person
10 Nights on Wind Surf Yacht
From $14,294 USD/Person
11 Nights on Star Legend Yacht
From $14,026 USD/Person
11 Nights on Wind Surf Yacht
From $14,284 USD/Person
18 Nights on Wind Surf Yacht
From $21,578 USD/Person
9 Nights on Wind Surf Yacht
From $12,092 USD/Person
7 Nights on Wind Surf Yacht
From $8,492 USD/Person
10 Nights on Wind Surf Yacht
From $16,292 USD/Person
7 Nights on Wind Spirit Yacht
From $6,462 USD/Person
14 Nights on Wind Spirit Yacht
From $10,830 USD/Person
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
10 Nights on Wind Star Yacht
From $9,062 USD/Person
7 Nights on Wind Spirit Yacht
From $6,466 USD/Person
15 Nights on Wind Surf Yacht
From $10,988 USD/Person
17 Nights on Wind Star Yacht
From $12,222 USD/Person
8 Nights on Star Legend Yacht
From $10,038 USD/Person
15 Nights on Star Legend Yacht
From $14,524 USD/Person
18 Nights on Wind Star Yacht
From $11,012 USD/Person
10 Nights on Wind Star Yacht
From $7,528 USD/Person
12 Nights on Wind Surf Yacht
From $15,322 USD/Person
7 Nights on Star Legend Yacht
From $5,284 USD/Person
8 Nights on Wind Star Yacht
From $6,282 USD/Person
7 Nights on Star Legend Yacht
From $4,884 USD/Person
10 Nights on Wind Star Yacht
From $7,238 USD/Person
14 Nights on Star Legend Yacht
From $9,792 USD/Person
22 Nights on Star Legend Yacht
From $16,910 USD/Person
7 Nights on Star Legend Yacht
From $6,492 USD/Person
15 Nights on Star Legend Yacht
From $11,810 USD/Person
8 Nights on Star Legend Yacht
From $7,516 USD/Person
15 Nights on Star Legend Yacht
From $9,410 USD/Person
24 Nights on Star Legend Yacht
From $14,568 USD/Person
8 Nights on Star Legend Yacht
From $6,116 USD/Person
7 Nights on Star Legend Yacht
From $5,692 USD/Person
16 Nights on Star Legend Yacht
From $9,650 USD/Person
11 Nights on Star Legend Yacht
From $13,892 USD/Person
9 Nights on Star Legend Yacht
From $6,356 USD/Person
16 Nights on Star Legend Yacht
From $9,650 USD/Person
24 Nights on Star Legend Yacht
From $14,568 USD/Person
11 Nights on Star Legend Yacht
From $13,892 USD/Person
13 Nights on Star Legend Yacht
From $14,556 USD/Person
10 Nights on Wind Star Yacht
From $7,038 USD/Person
16 Nights on Star Legend Yacht
From $10,380 USD/Person
24 Nights on Star Legend Yacht
From $17,040 USD/Person
16 Nights on Star Legend Yacht
From $13,244 USD/Person
8 Nights on Star Legend Yacht
From $6,662 USD/Person
14 Nights on Wind Star Yacht
From $17,928 USD/Person
17 Nights on Wind Star Yacht
From $12,596 USD/Person
10 Nights on Wind Star Yacht
From $9,328 USD/Person
7 Nights on Wind Star Yacht
From $6,466 USD/Person
15 Nights on Wind Star Yacht
From $10,530 USD/Person
16 Nights on Wind Surf Yacht
From $11,418 USD/Person
25 Nights on Wind Surf Yacht
From $17,914 USD/Person
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
12 Nights on Wind Surf Yacht
From $14,694 USD/Person
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
11 Nights on Wind Star Yacht
From $10,462 USD/Person
10 Nights on Wind Surf Yacht
From $9,894 USD/Person
8 Nights on Wind Surf Yacht
From $6,094 USD/Person
7 Nights on Wind Spirit Yacht
From $6,862 USD/Person
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
10 Nights on Wind Spirit Yacht
From $10,662 USD/Person
9 Nights on Wind Surf Yacht
From $9,094 USD/Person
12 Nights on Wind Surf Yacht
From $16,894 USD/Person
Star Collector: Greek Beaches, Italian Isles & Iberian Coastlines
24 Nights on Star Legend Yacht
From $18,564 USD/Person
16 Nights on Star Legend Yacht
From $12,108 USD/Person
8 Nights on Star Legend Yacht
From $7,068 USD/Person
23 Nights on Star Legend Yacht
From $17,944 USD/Person
16 Nights on Star Legend Yacht
From $12,124 USD/Person
3 Nights on Wind Surf Yacht
From $2,614 USD/Person
10 Nights on Wind Spirit Yacht
From $14,728 USD/Person
3 Nights on Wind Surf Yacht
From $3,014 USD/Person
8 Nights on Wind Surf Yacht
From $8,122 USD/Person
23 Nights on Wind Surf Yacht
From $25,292 USD/Person
15 Nights on Wind Surf Yacht
From $11,816 USD/Person
Star Collector: Europe's Classical Coastlines from the Riviera to the Adriatic
24 Nights on Wind Surf Yacht
From $18,306 USD/Person
15 Nights on Wind Surf Yacht
From $11,768 USD/Person
21 Nights on Wind Spirit Yacht
From $16,550 USD/Person
Star Collector: Mediterranean’s Glamorous Summer Resorts
14 Nights on Wind Spirit Yacht
From $11,314 USD/Person
8 Nights on Wind Surf Yacht
From $8,074 USD/Person
17 Nights on Wind Surf Yacht
From $11,812 USD/Person
Star Collector: Corsica, Sardinia & Amalfi Memories
14 Nights on Wind Spirit Yacht
From $10,878 USD/Person
7 Nights on Wind Spirit Yacht
From $7,242 USD/Person
7 Nights on Wind Spirit Yacht
From $6,434 USD/Person
16 Nights on Wind Surf Yacht
From $12,970 USD/Person
14 Nights on Wind Spirit Yacht
From $17,478 USD/Person
Treasure Troves of Corsica & Sardinia: A Total Solar Eclipse
7 Nights on Wind Spirit Yacht
From $13,042 USD/Person
21 Nights on Wind Spirit Yacht
From $16,782 USD/Person
14 Nights on Wind Spirit Yacht
From $10,910 USD/Person
15 Nights on Wind Surf Yacht
From $12,574 USD/Person
Star Collector: Mediterranean Masterpieces of Italy & Northern Greece
14 Nights on Wind Spirit Yacht
From $11,314 USD/Person
7 Nights on Wind Surf Yacht
From $7,278 USD/Person
15 Nights on Wind Surf Yacht
From $13,174 USD/Person
8 Nights on Star Legend Yacht
From $7,268 USD/Person
22 Nights on Star Legend Yacht
From $16,602 USD/Person
16 Nights on Star Legend Yacht
From $11,562 USD/Person
22 Nights on Star Legend Yacht
From $19,670 USD/Person
14 Nights on Star Legend Yacht
From $11,162 USD/Person
6 Nights on Star Legend Yacht
From $6,668 USD/Person
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour CVV-PIR
9 Nights on Star Legend Yacht
From $10,468 USD/Person
18 Nights on Wind Surf Yacht
From $17,370 USD/Person
13 Nights on Wind Surf Yacht
From $16,298 USD/Person
10 Nights on Wind Surf Yacht
From $8,498 USD/Person
23 Nights on Wind Surf Yacht
From $17,094 USD/Person
12 Nights on Wind Surf Yacht
From $12,298 USD/Person
7 Nights on Wind Surf Yacht
From $9,070 USD/Person
13 Nights on Wind Surf Yacht
From $10,194 USD/Person
5 Nights on Wind Surf Yacht
From $5,270 USD/Person
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
9 Nights on Wind Surf Yacht
From $13,870 USD/Person
14 Nights on Wind Spirit Yacht
From $16,728 USD/Person
24 Nights on Wind Star Yacht
From $10,580 USD/Person
10 Nights on Star Explorer Yacht
From $8,896 USD/Person
10 Nights on Star Explorer Yacht