Classic Italy & Dalmatian Coast
 
Rome to Venice
Mon May 4, 2026 - Wed May 13, 2026,
 9 days
 on Wind Surf
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Starting from $4,399 USD
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Rome to Venice
Explore the shores of Italy, Croatia and Montenegro, discovering the charm of Venice, the magnificence of Rome, and the vast beauty of the Dalmatian Coast. Wander down the ancient cobblestone streets of Taormina, travel up the sparking fjord to Kotor and bask in the allure of small ship cruising as your small ship anchors in the heart of Old Town Dubrovnik while larger ships only pass by. From remarkable small ports such as Rovinj to timeless cities like Venice and Rome, discover the Mediterranean’s most charming and historic destinations in one incomparable voyage.

Looking for more? Go in-land and combine the best of the land and sea with Cruise Tours that include this itinerary:
 
voyage map
Popular Highlights
BBQ
Don't miss out on the delicious Windstar's Signature Onboard Barbecue 
Dubrovnik
Enjoy a late night in Dubrovnik with time to tour the Old City and medieval walls, fascinating UNESCO sites.
Kotor
 See the beauty of the narrow UNESCO site fjord to Kotor.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Mon May 4
Rome
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Tue May 5
Sorrento
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Wed May 6
Giardini Naxos
Arrive:  12:00 PM
Depart:  6:00 PM
Watersports Platform: 
Thu May 7
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Fri May 8
Kotor
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Sat May 9
Dubrovnik
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Sun May 10
Dubrovnik
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Mon May 11
Split
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Tue May 12
Rovinj
Arrive:  9:00 AM
Depart:  7:00 PM
Watersports Platform: 
Wed May 13
Venice
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Wind Surf
On any day, our 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing. And her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning.
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Accommodations & Pricing
Boutique cruising with fewer than 350 guests. Our expertly designed itineraries and unexpected shore excursions bring you closer to each destination.
Suite
Suite
With 376 square feet, you’ll find the perfect space for time together — and plenty of room for time to yourself. You’ll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.
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The Windstar Life
The Windstar staff-to-guest ratio is 1:1.5, and it shows.The moment you board you’ll feel it: an ever-attentive crew at your service, providing you with what you want and need, when you want and need it.
Friendly and Relaxed Atmosphere
Signature Onboard Barbecue
Cooking Demonstrations
ALL DATES &
FARES
Last Minute Cruise Deals
Pick Your Perk
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited select beer, wine, and cocktails, and gratuities. From $99 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun, Apr 27 - Mon, May 5, 2025
WIND SURF
$4,080
$3,288
Mon, May 5 - Tue, May 13, 2025
WIND SURF
$4,080
$3,288
Fri, Jun 6 - Sat, Jun 14, 2025
WIND SURF
$4,780
$3,988
Tue, Aug 19 - Wed, Aug 27, 2025
WIND SURF
$4,991
$4,199
Sun, Sep 14 - Mon, Sep 22, 2025
WIND SURF
$6,091
$5,299
Fri, Oct 3 - Fri, Oct 10, 2025
WIND SURF
$4,892
$4,199
Fri, Oct 10 - Sat, Oct 18, 2025
WIND SURF
$4,891
$4,099
Sat, Oct 18 - Sun, Oct 26, 2025
WIND SURF
$4,791
$3,999
Sun, Oct 26 - Mon, Nov 3, 2025
WIND SURF
$4,791
$3,999
Mon, May 4 - Wed, May 13, 2026
WIND SURF
$5,290
$4,399
THIS
SAILING
Wed, May 13 - Thu, May 21, 2026
WIND SURF
$4,791
$3,999
Fri, Jul 24 - Sat, Aug 1, 2026
WIND SURF
$4,791
$3,999
Tue, Aug 18 - Wed, Aug 26, 2026
WIND SURF
$4,991
$4,199
Wed, Sep 2 - Thu, Sep 10, 2026
WIND SURF
$5,291
$4,499
Sat, Sep 19 - Sun, Sep 27, 2026
WIND SURF
$5,291
$4,499
Wed, Oct 7 - Thu, Oct 15, 2026
WIND SURF
$4,991
$4,199
Thu, Oct 15 - Sun, Oct 25, 2026
WIND SURF
$5,189
$4,199