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James Beard Foundation & Wine Cruise: Classic Italy & Dalmatian Coast
Oct 7, 2026 — Oct 15, 2026
Starting from
Beyond Inclusive Package
CIVITAVECCHIA, ROME → VENICE
8 Nights on Wind Surf
Explore timeless cities to tiny ports of unmatched beauty on one of the classic cruises from Rome to Venice. Pose in front of the Roman Colosseum and see the ancient city of Pompeii. Sail through the breathtaking Bay of Kotor and explore the famously picturesque towns of the Amalfi Coast. Wander the ancient cobblestone streets of the Sicilian town of Taormina and along the famous fortifications of the medieval city of Dubrovnik, dubbed “paradise on earth.” Your cruise will explore some of the most beautiful coastline in the world, places of legends and heroes, inspiration for writers and poets – and in popular culture, filming locations for the popular HBO TV series “Game of Thrones.” The leisurely pace allows time to swim in crystal clear sea and discover hidden beaches; kayak or tour by Zodiac along untouched coastline; visit bucket list sights; and sip, dine, and otherwise discover local culture in three fascinating countries.






Popular Highlights
Discover the magic of Venice's St. Mark's Square, and the majestic Cathedral
Visit the Archaeological Museum in Split, the oldest in Croatia
Enjoy a late night in Dubrovnik with time to tour the Old City and medieval walls, fascinating UNESCO sites
See the beauty of the narrow UNESCO site fjord to Kotor for a late stay
Stroll the charming ancient cobblestone streets of Taormina, past Palazzo Corvaja, St. Augustine's Church and Torre dell'Orologio Clock Tower
Extend your stay to make sure you get to the Vatican, St. Peter's Square, and the Roman Forum in Rome
Don't miss out on Windstar's Signature Onboard Barbecue

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.
Available Excursions
Rome
Time
9:01 AMDuration
4 HoursActivity Level
EasyAdd during booking
$1,299
Rome
Time
9:01 AMDuration
4 HoursActivity Level
EasyAdd during booking
$249
Rome
Time
9:01 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$249

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.
Available Excursions
Sorrento
Time
9:00 AMDuration
4 HoursActivity Level
EasyAdd during booking
$149
Sorrento
Time
8:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$5,999
Sorrento
Time
8:00 AMDuration
5.5 HoursActivity Level
ModerateAdd during booking
$229
Sorrento
Time
9:01 AMDuration
4 HoursActivity Level
EasyAdd during booking
$1,599
Sorrento
Time
8:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$4,299
Sorrento
Time
8:30 AMDuration
7 HoursActivity Level
EasyAdd during booking
$349
Sorrento
Time
8:00 AMDuration
5 HoursActivity Level
ModerateAdd during booking
$259
Sorrento
Time
8:00 AMDuration
5.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$229
Sorrento
Time
9:01 AMDuration
4 HoursActivity Level
EasyAdd during booking
$1,399

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.
Available Excursions
Giardini Naxos
Time
12:30 PMDuration
4 HoursActivity Level
EasyAdd during booking
$799
Giardini Naxos
Time
12:30 PMDuration
4 HoursActivity Level
Moderate-StrenuousAdd during booking
$149
Giardini Naxos
Time
12:30 PMDuration
4 HoursActivity Level
EasyAdd during booking
$899
Giardini Naxos
Time
1:15 PMDuration
3.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$99
Giardini Naxos
Time
12:30 PMDuration
4 HoursActivity Level
ModerateAdd during booking
$99
Giardini Naxos
Time
12:30 PMDuration
5 HoursActivity Level
ModerateAdd during booking
$179
Giardini Naxos
Time
1:00 PMDuration
4.5 HoursActivity Level
Moderate-StrenuousAdd during booking
$139

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.
Available Excursions
Kotor
Time
9:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$799
Kotor
Time
9:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$999
Kotor
Time
9:30 AMDuration
5.25 HoursActivity Level
Easy-ModerateAdd during booking
$169
Kotor
Time
9:30 AMDuration
4.25 HoursActivity Level
ModerateAdd during booking
$139
Kotor
Time
9:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$899
Kotor
Time
9:30 AMDuration
5 HoursActivity Level
StrenuousAdd during booking
$299
Kotor
Time
9:30 AMDuration
7 HoursActivity Level
ModerateAdd during booking
$179
Kotor
Time
10:00 AMDuration
1.5 HoursActivity Level
ModerateAdd during booking
$59
Kotor
Time
9:30 AMDuration
3 HoursActivity Level
ModerateAdd during booking
$179
Kotor
Time
9:30 AMDuration
4 HoursActivity Level
ModerateAdd during booking
$149
Kotor
Time
9:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$699

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.
Available Excursions
Dubrovnik
Time
8:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$999
Dubrovnik
Time
9:00 AMDuration
5 HoursActivity Level
ModerateAdd during booking
$299
Dubrovnik
Time
8:45 AMDuration
3.5 HoursActivity Level
StrenuousAdd during booking
$139
Dubrovnik
Time
8:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$949
Dubrovnik
Time
8:30 AMDuration
6 HoursActivity Level
StrenuousAdd during booking
$299
Dubrovnik
Time
8:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$699
Dubrovnik
Time
8:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$799
Dubrovnik
Time
8:45 AMDuration
5 HoursActivity Level
ModerateAdd during booking
$169
Dubrovnik
Time
9:00 AMDuration
4.25 HoursActivity Level
ModerateAdd during booking
$169

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.
Available Excursions
Trogir, Croatia
Time
8:30 AMDuration
3.75 HoursActivity Level
ModerateAdd during booking
$139
Trogir, Croatia
Time
8:30 AMDuration
5.25 HoursActivity Level
ModerateAdd during booking
$199
Trogir, Croatia
Time
8:30 AMDuration
4.75 HoursActivity Level
ModerateAdd during booking
$199
Trogir, Croatia
Time
8:30 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$699
Trogir, Croatia
Time
8:30 AMDuration
4 HoursActivity Level
Easy-ModerateAdd during booking
$799
Trogir, Croatia
Time
8:30 AMDuration
5.75 HoursActivity Level
ModerateAdd during booking
$449

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.
Available Excursions
Rovinj
Time
9:30 AMDuration
6 HoursActivity Level
Moderate-StrenuousAdd during booking
$199
Rovinj
Time
9:30 AMDuration
5 HoursActivity Level
ModerateAdd during booking
$189
Rovinj
Time
9:30 AMDuration
4.5 HoursActivity Level
ModerateAdd during booking
$189
Rovinj
Time
9:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$1,199
Rovinj
Time
9:30 AMDuration
7 HoursActivity Level
Moderate-StrenuousAdd during booking
$199
Rovinj
Time
9:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$899
Rovinj
Time
9:30 AMDuration
5.5 HoursActivity Level
ModerateAdd during booking
$199
Rovinj
Time
9:30 AMDuration
4 HoursActivity Level
EasyAdd during booking
$799
Rovinj
Time
9:30 AMDuration
8 HoursActivity Level
EasyAdd during booking
$1,099
Rovinj
Time
9:30 AMDuration
4 HoursActivity Level
StrenuousAdd during booking
$239

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.
Staterooms
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