Classic Italy & Dalmatian Coast

 
Rome to Venice
Sat Oct 18, 2025 - Sun Oct 26, 2025,
 8 days
 on Wind Surf
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Starting from $4,099 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: 
Sat Oct 18
Rome
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Sun Oct 19
Sorrento
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Mon Oct 20
Giardini Naxos
Arrive:  12:00 PM
Depart:  6:00 PM
Watersports Platform: 
Tue Oct 21
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Wed Oct 22
Kotor
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Thu Oct 23
Dubrovnik
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Oct 24
Split
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Sat Oct 25
Rovinj
Arrive:  9:00 AM
Depart:  7:00 PM
Watersports Platform: 
Sun Oct 26
Venice
Arrive:  7:00 AM
Depart:  
Watersports Platform: 
Accommodations & Pricing
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar)
Guaranteed Cabin** (chosen by Windstar) 
? Call for Availability
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
2026 & 2027 Early Booking Offer
Last Minute Cruise Deals
Go All-Inclusive — On Us
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
Fri, Oct 10 - Sat, Oct 18, 2025
WIND SURF
Call For Availability
Sat, Oct 18 - Sun, Oct 26, 2025
WIND SURF
$4,099
$4,099
THIS
SAILING
Sun, Oct 26 - Mon, Nov 3, 2025
WIND SURF
$4,070
$3,278
Mon, May 4 - Wed, May 13, 2026
WIND SURF
$5,890
$4,999
Wed, May 13 - Thu, May 21, 2026
WIND SURF
$5,791
$4,999
Fri, Jul 24 - Sat, Aug 1, 2026
WIND SURF
$4,891
$4,099
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
Thu, Oct 15 - Sun, Oct 25, 2026
WIND SURF
$5,289
$4,299
Mon, Apr 12 - Tue, Apr 20, 2027
STAR EXPLORER
$5,299
$5,299
Tue, Apr 20 - Wed, Apr 28, 2027
STAR EXPLORER
$5,299
$5,299
Sun, May 16 - Tue, May 25, 2027
WIND SPIRIT
$3,399
$3,399
Fri, Jul 16 - Sun, Jul 25, 2027
WIND SPIRIT
$4,399
$4,399
Thu, Sep 23 - Fri, Oct 1, 2027
STAR EXPLORER
$5,699
$5,699
Fri, Oct 1 - Sat, Oct 9, 2027
STAR EXPLORER
$5,399
$5,399
Tue, Oct 5 - Thu, Oct 14, 2027
WIND SPIRIT
$4,399
$4,399
Sat, Oct 9 - Sun, Oct 17, 2027
STAR EXPLORER
$5,199
$5,199
Sun, Oct 17 - Mon, Oct 25, 2027
STAR EXPLORER
$4,999
$4,999