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 in Wind Star Yacht
From $8,172 USD/Suite
9 Nights in Wind Surf Yacht
From $10,956 USD/Suite
9 Nights in Wind Surf Yacht
From $10,096 USD/Suite
10 Nights in Wind Spirit Yacht
From $7,018 USD/Suite
9 Nights in Wind Spirit Yacht
From $7,014 USD/Suite
10 Nights in Wind Surf Yacht
From $7,762 USD/Suite
17 Nights in Wind Surf Yacht
From $11,736 USD/Suite
9 Nights in Wind Surf Yacht
From $8,170 USD/Suite
15 Nights in Wind Surf Yacht
From $14,016 USD/Suite
11 Nights in Wind Surf Yacht
From $12,770 USD/Suite
7 Nights in Wind Surf Yacht
From $4,570 USD/Suite
10 Nights in Wind Star Yacht
From $12,992 USD/Suite
12 Nights in Wind Surf Yacht
From $11,522 USD/Suite
8 Nights in Wind Surf Yacht
From $7,322 USD/Suite
12 Nights in Wind Surf Yacht
From $10,242 USD/Suite
8 Nights in Wind Surf Yacht
From $6,042 USD/Suite
12 Nights in Wind Surf Yacht
From $14,242 USD/Suite
15 Nights in Wind Surf Yacht
From $10,816 USD/Suite
23 Nights in Wind Surf Yacht
From $19,512 USD/Suite
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
11 Nights in Wind Surf Yacht
From $14,292 USD/Suite
15 Nights in Wind Surf Yacht
From $12,588 USD/Suite
9 Nights in Wind Surf Yacht
From $9,692 USD/Suite
7 Nights in Wind Surf Yacht
From $6,092 USD/Suite
10 Nights in Wind Spirit Yacht
From $9,340 USD/Suite
17 Nights in Wind Spirit Yacht
From $16,734 USD/Suite
10 Nights in Wind Surf Yacht
From $12,694 USD/Suite
8 Nights in Wind Surf Yacht
From $9,094 USD/Suite
11 Nights in Wind Surf Yacht
From $16,094 USD/Suite
Star Collector: Stories of Italy, Croatia & Greece
17 Nights in Wind Surf Yacht
From $18,592 USD/Suite
19 Nights in Star Legend Yacht
From $15,892 USD/Suite
8 Nights in Star Legend Yacht
From $10,238 USD/Suite
16 Nights in Star Legend Yacht
From $19,666 USD/Suite
Star Collector: Stories of Italy, Croatia & Greece
17 Nights in Wind Surf Yacht
From $22,192 USD/Suite
11 Nights in Wind Surf Yacht
From $18,494 USD/Suite
11 Nights in Star Legend Yacht
From $14,026 USD/Suite
8 Nights in Wind Surf Yacht
From $10,694 USD/Suite
19 Nights in Wind Surf Yacht
From $23,780 USD/Suite
10 Nights in Wind Surf Yacht
From $14,294 USD/Suite
11 Nights in Star Legend Yacht
From $14,026 USD/Suite
11 Nights in Wind Surf Yacht
From $14,284 USD/Suite
18 Nights in Wind Surf Yacht
From $21,578 USD/Suite
9 Nights in Wind Surf Yacht
From $12,092 USD/Suite
7 Nights in Wind Surf Yacht
From $8,492 USD/Suite
10 Nights in Wind Surf Yacht
From $16,292 USD/Suite
7 Nights in Wind Spirit Yacht
From $6,462 USD/Suite
14 Nights in Wind Spirit Yacht
From $10,830 USD/Suite
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
10 Nights in Wind Star Yacht
From $9,062 USD/Suite
7 Nights in Wind Spirit Yacht
From $6,466 USD/Suite
15 Nights in Wind Surf Yacht
From $10,988 USD/Suite
17 Nights in Wind Star Yacht
From $12,222 USD/Suite
8 Nights in Star Legend Yacht
From $10,038 USD/Suite
15 Nights in Star Legend Yacht
From $14,524 USD/Suite
18 Nights in Wind Star Yacht
From $11,012 USD/Suite
10 Nights in Wind Star Yacht
From $7,528 USD/Suite
12 Nights in Wind Surf Yacht
From $15,322 USD/Suite
7 Nights in Star Legend Yacht
From $5,284 USD/Suite
8 Nights in Wind Star Yacht
From $6,282 USD/Suite
7 Nights in Star Legend Yacht
From $4,884 USD/Suite
10 Nights in Wind Star Yacht
From $7,238 USD/Suite
14 Nights in Star Legend Yacht
From $9,792 USD/Suite
22 Nights in Star Legend Yacht
From $16,910 USD/Suite
7 Nights in Star Legend Yacht
From $6,492 USD/Suite
15 Nights in Star Legend Yacht
From $11,810 USD/Suite
8 Nights in Star Legend Yacht
From $7,516 USD/Suite
8 Nights in Star Legend Yacht
From $6,116 USD/Suite
15 Nights in Star Legend Yacht
From $9,410 USD/Suite
24 Nights in Star Legend Yacht
From $14,568 USD/Suite
7 Nights in Star Legend Yacht
From $5,692 USD/Suite
16 Nights in Star Legend Yacht
From $9,650 USD/Suite
11 Nights in Star Legend Yacht
From $13,892 USD/Suite
9 Nights in Star Legend Yacht
From $6,356 USD/Suite
16 Nights in Star Legend Yacht
From $9,650 USD/Suite
24 Nights in Star Legend Yacht
From $14,568 USD/Suite
11 Nights in Star Legend Yacht
From $13,892 USD/Suite
13 Nights in Star Legend Yacht
From $14,556 USD/Suite
10 Nights in Wind Star Yacht
From $7,038 USD/Suite
16 Nights in Star Legend Yacht
From $10,380 USD/Suite
24 Nights in Star Legend Yacht
From $17,040 USD/Suite
16 Nights in Star Legend Yacht
From $13,244 USD/Suite
8 Nights in Star Legend Yacht
From $6,662 USD/Suite
14 Nights in Wind Star Yacht
From $17,928 USD/Suite
17 Nights in Wind Star Yacht
From $12,596 USD/Suite
10 Nights in Wind Star Yacht
From $9,328 USD/Suite
7 Nights in Wind Star Yacht
From $6,466 USD/Suite
15 Nights in Wind Star Yacht
From $10,530 USD/Suite
16 Nights in Wind Surf Yacht
From $11,418 USD/Suite
25 Nights in Wind Surf Yacht
From $17,914 USD/Suite
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
12 Nights in Wind Surf Yacht
From $14,694 USD/Suite
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
11 Nights in Wind Star Yacht
From $10,462 USD/Suite
10 Nights in Wind Surf Yacht
From $9,894 USD/Suite
8 Nights in Wind Surf Yacht
From $6,094 USD/Suite
7 Nights in Wind Spirit Yacht
From $6,862 USD/Suite
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour
10 Nights in Wind Spirit Yacht
From $10,662 USD/Suite
9 Nights in Wind Surf Yacht
From $9,094 USD/Suite
12 Nights in Wind Surf Yacht
From $16,894 USD/Suite
Star Collector: Greek Beaches, Italian Isles & Iberian Coastlines
24 Nights in Star Legend Yacht
From $18,564 USD/Suite
16 Nights in Star Legend Yacht
From $12,108 USD/Suite
8 Nights in Star Legend Yacht
From $7,068 USD/Suite
23 Nights in Star Legend Yacht
From $17,944 USD/Suite
16 Nights in Star Legend Yacht
From $12,124 USD/Suite
8 Nights in Star Legend Yacht
From $8,254 USD/Suite
3 Nights in Wind Surf Yacht
From $2,614 USD/Suite
10 Nights in Wind Spirit Yacht
From $14,728 USD/Suite
7 Nights in Star Legend Yacht
From $7,218 USD/Suite
3 Nights in Wind Surf Yacht
From $3,014 USD/Suite
8 Nights in Wind Surf Yacht
From $8,122 USD/Suite
23 Nights in Wind Surf Yacht
From $25,292 USD/Suite
15 Nights in Wind Surf Yacht
From $11,816 USD/Suite
Star Collector: Europe's Classical Coastlines from the Riviera to the Adriatic
24 Nights in Wind Surf Yacht
From $18,306 USD/Suite
15 Nights in Wind Surf Yacht
From $11,768 USD/Suite
21 Nights in Wind Spirit Yacht
From $16,550 USD/Suite
Star Collector: Mediterranean’s Glamorous Summer Resorts
14 Nights in Wind Spirit Yacht
From $11,314 USD/Suite
8 Nights in Wind Surf Yacht
From $8,074 USD/Suite
17 Nights in Wind Surf Yacht
From $11,812 USD/Suite
Star Collector: Corsica, Sardinia & Amalfi Memories
14 Nights in Wind Spirit Yacht
From $10,878 USD/Suite
7 Nights in Wind Spirit Yacht
From $7,242 USD/Suite
7 Nights in Wind Spirit Yacht
From $6,434 USD/Suite
16 Nights in Wind Surf Yacht
From $12,970 USD/Suite
14 Nights in Wind Spirit Yacht
From $17,478 USD/Suite
Treasure Troves of Corsica & Sardinia: A Total Solar Eclipse
7 Nights in Wind Spirit Yacht
From $13,042 USD/Suite
21 Nights in Wind Spirit Yacht
From $16,782 USD/Suite
14 Nights in Wind Spirit Yacht
From $10,910 USD/Suite
15 Nights in Wind Surf Yacht
From $12,574 USD/Suite
7 Nights in Star Legend Yacht
From $6,618 USD/Suite
Star Collector: Mediterranean Masterpieces of Italy & Northern Greece
14 Nights in Wind Spirit Yacht
From $11,314 USD/Suite
8 Nights in Star Legend Yacht
From $8,454 USD/Suite
7 Nights in Wind Surf Yacht
From $7,278 USD/Suite
15 Nights in Wind Surf Yacht
From $13,174 USD/Suite
8 Nights in Star Legend Yacht
From $7,268 USD/Suite
22 Nights in Star Legend Yacht
From $16,602 USD/Suite
16 Nights in Star Legend Yacht
From $11,562 USD/Suite
22 Nights in Star Legend Yacht
From $19,670 USD/Suite
14 Nights in Star Legend Yacht
From $11,162 USD/Suite
6 Nights in Star Legend Yacht
From $6,668 USD/Suite
Enchanting Meteora, Greece, and Amalfi Coast Cruise Tour CVV-PIR
9 Nights in Star Legend Yacht
From $10,468 USD/Suite
18 Nights in Wind Surf Yacht
From $17,370 USD/Suite
13 Nights in Wind Surf Yacht
From $16,298 USD/Suite
10 Nights in Wind Surf Yacht
From $8,498 USD/Suite
23 Nights in Wind Surf Yacht
From $17,094 USD/Suite
12 Nights in Wind Surf Yacht
From $12,298 USD/Suite
7 Nights in Wind Surf Yacht
From $9,070 USD/Suite
13 Nights in Wind Surf Yacht
From $10,194 USD/Suite
5 Nights in Wind Surf Yacht
From $5,270 USD/Suite
Yachtsman’s Mediterranean Rivieras & Madrid Cruise Tour
9 Nights in Wind Surf Yacht
From $13,870 USD/Suite
14 Nights in Wind Spirit Yacht
From $16,728 USD/Suite
24 Nights in Wind Star Yacht