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Classic Italy & Dalmatian Coast
Oct 15, 2026 — Oct 25, 2026
Starting from
DATA ART TEST PROMO
VENICE → CIVITAVECCHIA, ROME
10 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

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.
Venice, Concierge Collection: Full Day Private Motor Launch and Guide *

Venice, Islands of Venetian Lagoon - Murano & Burano *

Venice, Concierge Collection: Half Day Private Motor Launch and Guide *

Venice, Historic Venice and Doges Palace *

Venice, Canals of Venice *
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Venice, Mask Making Experience & St Marks Square
Venice Orientation Lagoon Tour with Transfer to Airport *


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.
Rovinj, Experience Istria *

Rovinj, Concierge Collection: Half Day Private VAN + Guide *

Rovinj, Rib Boat Sea Adventure *

Rovinj, Concierge Collection: Half Day Private CAR + Guide *
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Rovinj, Tour of Pula & Olive Oil Tasting *

Rovinj, Istria in Depth *

Rovinj, Seaside Resort of Porec & Wine Tasting *

Rovinj, Hum; The Smallest Town in the World

Split welcomes you with open arms, Mediterranean style, and a bustling harbor lined with busy cafés. Beyond, looms stately Diocletian's Palace a UNESCO World Heritage Site in the center of town. Within the palace walls, a majestic cathedral soars, surrounded by polished marble streets lined with every type of tempting shop. If you're longing for a quiet respite, head for the western end of town for an easy stroll through a verdant mountain park. Or take an optional tour to Trogir, another UNESCO site.
Split, Concierge Collection: Full Day Private CAR & Guide *
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Split & Trogir, Croatia UNESCO World Heritage *

Split, Flavors & Aromas of Dalmatia *

Split, Krka National Park Highlights *

Split, Concierge Collection: Rafting the Cetina River *

Split, Sea Safari of Trogir & Ciovo Island by Rib Boat *

Split, Concierge Collection: Half Day Private CAR & Guide *

Split, History of Art in Split
Split,Concierge Collection: Half Day Private VAN & Guide *

Split, Concierge Collection: Cooking Class & Dalmatian Delicacies *

Split,Concierge Collection: Full Day Private VAN & Guide *


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 CAR & Guide *

Dubrovnik, Best of Traditional Dubrovnik *

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

Dubrovnik, Old Town Highlights *

Dubrovnik, Concierge Collection: Blue Cave & Lopud Island Adventure
Dubrovnik, Concierge Collection: Cooking Lunch with Locals at Miloslavic Family Home
Dubrovnik, Historic Dubrovnik & Wine Tasting *

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

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


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: Half Day Private CAR & Guide *

Dubrovnik, Concierge Collection: Blue Cave & Lopud Island Adventure
Dubrovnik, Concierge Collection: Cooking Lunch with Locals at Miloslavic Family Home
Dubrovnik, Concierge Collection: Half Day Private VAN & Guide *

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

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


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, Highlights of Kotor Bay & Baroque Village of Perast *

Kotor, Highlights of Montenegro *

Kotor, Kotor Old Town & Cable Car
Kotor, Concierge Collection: Full Day Private CAR *
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Kotor, Concierge Collection: Half Day Private VAN *

Kotor, Concierge Collection: Full Day Private Van *

Kotor, Historic Kotor on Foot *

Kotor, Meet the Winemakers - Imperial Vineyards of Montenegro
Kotor, Concierge Collection: Lovcen Hills by ATV Safari *

Kotor, Concierge Collection: Taste of Montenegro *

Kotor, Concierge Collection: Half Day Private Car *
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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, Castelmola & Taormina *

Giardini Naxos, In the Godfathers Steps *

Giardini Naxos, Taormina On Your Own *

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, Concierge Collection: Half Day Private CAR + Guide *
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Giardini Naxos, Concierge Collection: Taormina & The Blue Grotto by Boat*


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, Herculaneum *

Sorrento, Concierge Collection: Half Day Private Car with Driver & Guide *
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Sorrento, Boat Tour to Positano *

Sorrento, Concierge Collection: Positano by Private Speedboat, for 10 guests
Sorrento, Concierge Collection: Full Day Private Car with Driver & Guide *
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Sorrento, Capri by Hydrofoil
Sorrento, Concierge Collection: Half Day Private Van with Driver & Guide *
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Sorrento, Journey to Pompeii *

Sorrento, Concierge Collection: Positano by Private Speedboat, for 6 Guests

Sorrento, Concierge Collection: Full Day Private Van with Driver & Guide *
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Sorrento, Discovery & Tasting *
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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, Journey to Pompeii *

Sorrento, Concierge Collection: Half Day Private Car with Driver & Guide *
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Sorrento, Boat Tour to Positano *

Sorrento, Herculaneum *

Sorrento, Concierge Collection: Half Day Private Van with Driver & Guide *
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Sorrento, Discovery & Tasting *
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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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