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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.
Rome, Concierge Collection: Half Day Private CAR with Driverguide *

Rome Orientation Tour w/ Transfer to Airport *
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Rome, Concierge Collection: Half Day Private VAN with Driverguide *

Rome Orientation Tour w/ Transfer to Hotel *
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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.
Sorrento, Discovery & Tasting *
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Sorrento, Concierge Collection: Positano by Private Speedboat, for 10 guests
Sorrento, Herculaneum *

Sorrento, Concierge Collection: Half Day Private Van with Driver & Guide *
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Sorrento, Concierge Collection: Positano by Private Speedboat, for 6 Guests

Sorrento, Capri by Hydrofoil
Sorrento, Boat Tour to Positano *

Sorrento, Journey to Pompeii *

Sorrento, Concierge Collection: Half Day Private Car with Driver & Guide *
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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.
Giardini Naxos, Concierge Collection: Half Day Private CAR + Guide *
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Giardini Naxos, Concierge Collection: Half Day Private VAN + Guide *

Giardini Naxos, Concierge Collection: Wine Tasting at the Gambino Winery *

Giardini Naxos, Scenic Mount Etna
Giardini Naxos, Taormina On Your Own *

Giardini Naxos, Castelmola & Taormina *

Giardini Naxos, In the Godfathers Steps *


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.
Kotor, Concierge Collection: Half Day Private VAN *

Kotor, Concierge Collection: Full Day Private Van *

Kotor, Highlights of Montenegro *

Kotor, Highlights of Kotor Bay & Baroque Village of Perast *

Kotor, Concierge Collection: Full Day Private CAR *
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Kotor, Concierge Collection: Lovcen Hills by ATV Safari *

Kotor, Meet the Winemakers - Imperial Vineyards of Montenegro
Kotor, Historic Kotor on Foot *

Kotor, Kotor Old Town & Cable Car
Kotor, Concierge Collection: Taste of Montenegro *

Kotor, Concierge Collection: Half Day Private Car *
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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.
Dubrovnik, Concierge Collection: Full Day Private VAN & Guide *

Dubrovnik, Concierge Collection: Cooking Lunch with Locals at Miloslavic Family Home
Dubrovnik, Old Town Highlights *

Dubrovnik, Concierge Collection: Full Day Private CAR & Guide *

Dubrovnik, Concierge Collection: Blue Cave & Lopud Island Adventure
Dubrovnik, Concierge Collection: Half Day Private CAR & Guide *

Dubrovnik, Concierge Collection: Half Day Private VAN & Guide *

Dubrovnik, Best of Traditional Dubrovnik *

Dubrovnik, Historic Dubrovnik & Wine Tasting *


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.
Flavors & Aromas of Dalmatia
Krka National Park Highlights
Trogir & Split, UNESCO World Heritage
Half Day Private CAR & Guide
Half Day Private VAN & Guide
Concierge Collection, Cooking Class & Dalmatian Delicacies
Staterooms
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Available Dates
| Date | Yacht | Starting from | Actions |
|---|---|---|---|
| Sep 2 (Wed) – Sep 10 (Thu), 2026September 2 (Wed) – September 10 (Thu), 2026 | Wind Surf | ||
| Apr 12 (Mon) – Apr 20 (Tue), 2027April 12 (Mon) – April 20 (Tue), 2027 | Star Explorer | ||
| Sep 23 (Thu) – Oct 1 (Fri), 2027September 23 (Thu) – October 1 (Fri), 2027 | Star Explorer | ||
| Oct 9 (Sat) – Oct 17 (Sun), 2027October 9 (Sat) – October 17 (Sun), 2027 | Star Explorer |







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