Winter Italy and the Dalmatian Coast
 
Rome to Venice
Fri Jan 22, 2027 - Sat Jan 30, 2027,
 8 days
 on Star Explorer
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Starting from $4,999 USD
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Rome to Venice
Leave the crowds behind and experience Italy and the Adriatic from a different perspective on this unique off-season voyage. See popular attractions like the Sistine Chapel, St. Mark’s Square, and Pompeii with fewer people, giving you time to absorb the talent of Michelangelo, the ravishing beauty of Venice, and the tragedy of Pompeii. You’ll find more intimate and meaningful experiences everywhere you go as locals take the place of visitors. Walk the legendary walls of Dubrovnik’s Old Town and take your time looking over the red roofs of the medieval city during an overnight stay. Hike in tranquil Dalmatian parks, dine in family homes in small villages, and learn to cook authentic pizza in a Sicilian kitchen. Then there are winter celebrations, Carnaval parades, festive lights, Christmas markets and more that make everything shine brighter, from grand gothic and baroque cathedrals to luminous canals .
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: Naples
Less than two hours from Rome, the port city of Naples was founded by the Greeks, is a UNESCO World Heritage Site and is unlike any other city in Italy.  It is a busy, bustling place where mini-operettas take place on street corners, Vespas scoot across the pedestrian piazzas, the small narrow streets are hanging thick with laundry and graffiti is everywhere. But Naples is full of archaeological treasures that are among the most impressive in the world, including breathtaking frescoes and sculptures. Its beautiful palaces, castles and churches make Rome look provincial. And the food in Naples is among the best you’ll find in Italy, serving decadent pizza, pasta, coffee, and seafood dishes you’ll never forget.
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Day 3: Messina (Taormina)
The cobblestone streets of Messina, Sicily, are the perfect launching point for an optional visit to nearby Taormina. Stroll along flower-filled streets in search of a delightful lunch or an artist’s palette of colorful gelati. The ancient Greek Theater is an ideal place to sit back and admire shimmering waters below and Mount Etna, languidly smoking in the distance.
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Day 5: 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 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: Zadar
Something here will capture your heart. A Roman amphitheater, 9th century churches, and museums packed with Byzantine-era artworks crowd the peninsula that tidily contains the Old Town. It’s a tempting way to spend the day for sure. While away the day listening to Zadar’s giant Sea Organ, a haunting musical improv performed by the surging Adriatic or share a bench with a sun-drunk cat as you bite into a truffle.
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Day 8: 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.
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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
Dubrovnik
Enjoy an overnight in Dubrovnik with time to tour the Old City and medieval wall, both fascinating UNESCO sites.
Herculaneum
Visit Herculaneum, an ancient city located just southeast of Naples.  Destroyed by the Vesuvius eruption, this city is preserved far better than Pompeii.
St. Mark’s Square
Discover the magic St. Mark’s Square and the majestic cathedral in Venice during your overnight.
Taormina
Discover how history reveals itself in Taormina’s still used Greek Theater and its charming village streets.
Zadar
Hear the haunting music of Zadar’s large sea organ, located along the city promenade.
Itinerary at a Glance
Date
Port
Arrive
Depart
MarinaWatersports Platform: 
Fri Jan 22
Rome
Arrive:  
Depart:  5:00 PM
Watersports Platform: 
Sat Jan 23
Naples
Arrive:  9:00 AM
Depart:  5:00 PM
Watersports Platform: 
Sun Jan 24
Messina (Taormina)
Arrive:  10:00 AM
Depart:  6:00 PM
Watersports Platform: 
Mon Jan 25
AT SEA
Arrive:  
Depart:  
Watersports Platform: 
Tue Jan 26
Dubrovnik
Arrive:  8:00 AM
Depart:  
Watersports Platform: 
Wed Jan 27
Dubrovnik
Arrive:  
Depart:  2:00 PM
Watersports Platform: 
Thu Jan 28
Zadar
Arrive:  9:00 AM
Depart:  6:00 PM
Watersports Platform: 
Fri Jan 29
Venice
Arrive:  10:00 AM
Depart:  
Watersports Platform: 
Sat Jan 30
Venice
Arrive:  
Depart:  
Watersports Platform: 
Accommodations & Pricing
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
Marina
Enjoy regionally inspired treatments at World Spa by Windstar
Relax With A Morning Yoga Session
ALL DATES &
FARES
Christmas in July Sales Event
2026 & 2027 Early Booking Offer
Holiday Sailings
Local Season Mediterranean
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
Sat, Dec 27 - Sun, Jan 4, 2026
STAR LEGEND
$3,799
$3,799
Sun, Jan 4 - Mon, Jan 12, 2026
STAR LEGEND
$3,399
$3,399
Wed, Feb 4 - Thu, Feb 12, 2026
STAR LEGEND
$3,099
$3,099
Thu, Feb 12 - Fri, Feb 20, 2026
STAR LEGEND
$3,099
$3,099
Sun, Mar 15 - Mon, Mar 23, 2026
STAR LEGEND
$3,099
$3,099
Mon, Mar 23 - Tue, Mar 31, 2026
STAR LEGEND
$3,299
$3,299
Fri, Jan 22 - Sat, Jan 30, 2027
STAR EXPLORER
$4,999
$4,999
THIS
SAILING
Sat, Jan 30 - Sun, Feb 7, 2027
STAR EXPLORER
$4,999
$4,999
Thu, Mar 11 - Fri, Mar 19, 2027
STAR EXPLORER
$4,999
$4,999
Fri, Mar 19 - Sat, Mar 27, 2027
STAR EXPLORER
$5,199
$5,199