Classic Italy & Dalmatian Coast
 
Rome to Venice
Wed Oct 7, 2026 - Thu Oct 15, 2026,
 8 days
 on Wind Surf
?All-inclusive from
$4,199
?Cruise Only From
$4,199
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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
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Day 1: Rome
In this enchanting city the past and present intersect in perfect harmony. Casually intermingled among ancient ruins and majestic cathedrals are the trappings of a modern metropolis: Skyscrapers,cafes, boutiques selling designer footwear. But of course what you seek first in the heart of Rome is its breathtaking history.  A good place to begin is the Vatican, with its Sistine Chapel and St. Peter’s Basilica. Works by Bernini, Michelangelo, Caravaggio, and Raphael are just a few of those on display, any one of which is worth hours of contemplation. Then the ancient ruins—Colosseum, Forum, Circus Maximus. And of course the Trevi Fountain for the obligatory coins promising your return to the Eternal City.
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Day 2: Sorrento
UNESCO World Heritage Sites abound in Sorrento.   Optional tours will take you to the archaeological areas of Pompeii and Torre Annunziata, or the 4th century B.C. city of Herculaneum. Perhaps your choice will be a boat ride to Positano, the legendary home of the Sirens. Perched on a terrace on the spectacular Amalfi Coast, Sorrento offers exceptional views of the Bay of Naples and Mount Vesuvius. 
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Day 3: Giardini Naxos
Today you’ll discover one of Sicily’s jewels, the charming village of Giardini Naxos, nestled in one of the world’s most beautiful bays. An optional excursion to the popular hillside town of Taormina will be a highlight of your voyage — from the stunning setting of the iconic Greek Theater to the sparkling beaches along the Ionian Sea. Take a more adventurous tack and explore the UNESCO site of Mount Etna, Europe’s most active volcano.
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Day 5: Kotor
This is one of Montenegro’s most beautiful bays, and the approach offers one breathtaking fjord-like view after another. Just when you’ve reached your fill of blues and greens, the bright red rooftops of the medieval Old Town come into view. The entire area has been proclaimed a UNESCO World Heritage Site. The charming streets of Old Town remain car free, filled with 12th century Baroque palaces and Romanesque churches. For a fresh perspective, climb to the fortress on the hill for a breathtaking vista. 
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Day 6: Dubrovnik
While larger ships must pass by, we anchor right beyond the famous walled city so you can admire its beauty with every glance. Tender ashore and step right into Old Town, a UNESCO site where no cars are allowed, just eons of history. Capture the exhilarating views on your camera — and in your memory. End your day at the Buza Café (if you can find it) watching bold divers leap off the cliffs into the crystalline sea. 
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Day 7: Trogir, Croatia
Situated along Croatia's Dalmatian Coast and designated as a UNESCO World Heritage Site, Trogir showcases centuries of history within its streets and stunning architecture. Its well-preserved Old Town is a captivating maze of cobblestone alleys and elegant churches, including the Cathedral of St. Lawrence, a Romanesque-Gothic masterpiece. Nearby, the Kamerlengo Fortress offers panoramic vistas of the Adriatic. Beyond its historical and architectural charm, Trogir's vibrant markets brim with local life, showcasing fresh produce and seafood. Culinary delights await in its charming eateries, offering traditional Dalmatian cuisine and local wines. Trogir also serves as a gateway to Adriatic adventures with its rich maritime history. Indulge in a sailing along the coastline or explore the neighboring islands.
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Day 8: Rovinj
The lovely fishing port of Rovinj on the west coast of the Istrian peninsula bordered on three sides by the Adriatic Sea. You can tour the maze of cobblestone streets that lead to the hilltop St. Euphemia Cathedral with its towering steeple dominating the skyline. Old Town Rovinj is a delightful tangle of medieval streets and twisting stairways. Seek out the Bronze Age ruins of Monkodonja, the hidden beaches or the breathtaking natural beauty of the 6-mile-long Lim Fjord.

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Day 9: Venice
No other sea approach in the Adriatic raises goose bumps like Venice, a small ship exclusive where the entire city and its lagoon are a UNESCO World Heritage Site. On your luxurious home-away-from home, you arrive already equipped with a sense of what it’s like to live in the city that’s neither land nor water. Add your own sigh to the Bridge of Sighs, sip a spritz al bitter as you plot your agenda, and let the water taxis do your navigating unless you don’t mind getting lost. Not such a bad prospect, with serendipitous discoveries around every corner.
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.
Split
Visit the Archaeological Museum in Split, the oldest in Croatia.
St Peters Basilica
Extend your stay to make sure you get to the Vatican, St. Peter's Square, and the Roman Forum in Rome.
Taormina
Stroll the charming ancient cobblestone streets of Taormina, past Palazzo Corvaja, St. Augustine's Church and Torre dell'Orologio Clock Tower.
Venice
Discover the magic of Venice's St. Mark's Square and the majestic Cathedral.
Itinerary at a Glance
Date
Port
Arrive
Depart
Watersports
PlatformWatersports Platform: 
Wed Oct 7
Rome
Arrive:  
Depart:  4:00 PM
Watersports Platform: 
Thu Oct 8
Sorrento
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Fri Oct 9
Giardini Naxos
Arrive:  12:00 PM
Depart:  6:00 PM
Watersports Platform: 
Sat Oct 10
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Sun Oct 11
Kotor
Arrive:  9:00 AM
Depart:  10:00 PM
Watersports Platform: 
Mon Oct 12
Dubrovnik
Arrive:  8:00 AM
Depart:  5:00 PM
Watersports Platform: 
Tue Oct 13
Trogir, Croatia
Arrive:  8:00 AM
Depart:  4:00 PM
Watersports Platform: 
Wed Oct 14
Rovinj
Arrive:  9:00 AM
Depart:  7:00 PM
Watersports Platform: 
Thu Oct 15
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 $4,199 per guest
? All-inclusive price from $4,199 per guest
Category BX Deluxe
Category BX Deluxe
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 $4,449 per guest
? All-inclusive price from $4,449 per guest
Category A
Category A
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 $4,599 per guest
? All-inclusive price from $4,599 per guest
Category AX Deluxe
Category AX Deluxe
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 $4,759 per guest
? All-inclusive price from $4,759 per guest
Category TX Deluxe
Category TX Deluxe
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 $4,919 per guest
? All-inclusive price from $4,919 per guest
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.
? Cruise only from $6,199 per guest
? All-inclusive price from $6,199 per guest
Officer's Suite
Officer's Suite
For the ultimate in nautical experiences, reserve the new Officer’s Suite located close to the Bridge where our own ship’s officers have their quarters. With its unique “insider” location and 242 square feet of comfort, the nautically appointed Officer’s Suite offers an experience you won’t find on any other cruise line.
? Cruise only from $6,599 per guest
? All-inclusive price from $6,599 per guest
Bridge Suite
Bridge Suite
The ultimate in space and style surrounds you in 495 square feet of pure indulgence. Separate bedroom and living room with an in-suite dining area is an invitation to relaxation. And possibly best of all, your expansive bathroom features both a whirlpool spa tub and a massage shower.
? Cruise only from $6,799 per guest
? All-inclusive price from $6,799 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
Genuine and Thoughtful Crew
Crew Talent Show
Open Bridge
Local and Live Performances
Relax at the Pool or Hot Tub
Complimentary 24 Hour Room Service
Signature Sail Away
Shopping With The Chef
Take In The Sun
Watersports Platform
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Early Booking Offer 2026
Great cruise-only fares or make it an all-inclusive voyage with Wi-Fi, unlimited beer, wine, and cocktails, and gratuities. From $89 per guest per day.
Date
Ship
All-Inclusive
From
Cruise Only
From
Sun, Apr 27 - Mon, May 5, 2025
WIND SURF
$5,211
$4,499
Mon, May 5 - Tue, May 13, 2025
WIND SURF
$5,011
$4,299
Fri, Jun 6 - Sat, Jun 14, 2025
WIND SURF
$5,911
$5,199
Wed, Jul 2 - Thu, Jul 10, 2025
WIND SURF
Call For Availability
Tue, Aug 19 - Wed, Aug 27, 2025
WIND SURF
$4,911
$4,199
Sun, Sep 14 - Mon, Sep 22, 2025
WIND SURF
$5,611
$4,899
Fri, Oct 3 - Fri, Oct 10, 2025
WIND SURF
$4,722
$4,099
Fri, Oct 10 - Sat, Oct 18, 2025
WIND SURF
$4,711
$3,999
Sat, Oct 18 - Sun, Oct 26, 2025
WIND SURF
$4,711
$3,999
Sun, Oct 26 - Mon, Nov 3, 2025
WIND SURF
$4,711
$3,999
Mon, May 4 - Wed, May 13, 2026
WIND SURF
$4,199
$4,199
Wed, May 13 - Thu, May 21, 2026
WIND SURF
$3,999
$3,999
Fri, Jul 24 - Sat, Aug 1, 2026
WIND SURF
$3,999
$3,999
Tue, Aug 18 - Wed, Aug 26, 2026
WIND SURF
$4,199
$4,199
Wed, Sep 2 - Thu, Sep 10, 2026
WIND SURF
$4,499
$4,499
Sat, Sep 19 - Sun, Sep 27, 2026
WIND SURF
$4,499
$4,499
Wed, Oct 7 - Thu, Oct 15, 2026
WIND SURF
$4,199
$4,199
THIS
SAILING
Thu, Oct 15 - Sun, Oct 25, 2026
WIND SURF
$4,199
$4,199