Classic Italy & Dalmatian Coast
 
Rome to Venice
Sun Apr 27, 2025 - Mon May 5, 2025,
 8 days
 on Wind Surf
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Starting from $3,758 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: 
Sun Apr 27
Rome
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Mon Apr 28
Sorrento
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Apr 29
Giardini Naxos
Arrive:  12:00 PM
Depart:  6:00 PM
Watersports Platform: 
Wed Apr 30
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Thu May 1
Kotor
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Fri May 2
Dubrovnik
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sat May 3
Split
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Sun May 4
Rovinj
Arrive:  9:00 AM
Depart:  7:00 PM
Watersports Platform: 
Mon May 5
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.
Category B
Category B
Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers.
? Cruise only from $3,758 per guest
? All-inclusive price from $4,550 per guest
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 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
$4,550
$3,758
THIS
SAILING
Mon, May 5 - Tue, May 13, 2025
WIND SURF
$4,785
$3,993
Fri, Jun 6 - Sat, Jun 14, 2025
WIND SURF
$6,491
$5,699
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
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