Italy Cruises


See More of Italy in Private Yacht Style


Let Windstar’s Italian cruises whisk you away to charming villages, pristine beaches and legendary cities with unique itineraries that let you discover Italy as it was meant to be seen. From the picturesque pastel towns that line the Amalfi Coast to enchanting islands such as Sicily and Elba, you’ll explore breathtaking sights in charismatic small ports and beautiful hidden harbors without missing the remarkable history of larger cities such as Rome or Venice. Discover a more intimate Italy by day and unwind back onboard with the pampered, personalized touch of Windstar Cruises.

 

Rome to Barcelona - 7 Days

Enjoy the world’s premier yachting playgrounds in a beautiful small ship that feels like your own private yacht. These beautiful ports string together like perfect pearls, each glowing with its own special beauty. Sparkling cities and charming villages. Secluded harbors and immaculate beaches. Discover the mystique and magic of the Rivieras that only an intimate yacht can show you.

Complimentary Destination Discovery Event • Portofino: Beloved Villa Durazzo, Pesto Demo & Tastings

Rome to Rome - 7 Days

Discover the glamour, the enchantment, the excitement, and the exquisite élan of the world’s most famous yachting playgrounds. Call on sparkling cities popular with celebrities and aristocrats, charming medieval villages, secluded harbors, and immaculate beaches.

Complimentary Destination Discovery 2017 Event • Portofino: Beloved Villa Durazzo, Pesto Demo & Tastings

Rome to Venice - 8 Days

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 yacht 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.

Rome to Rome - 10 Days

Encircle the Isle of Sicily and discover sparkling resorts favored by emperors, towns frozen in time by legendary volcanoes, Maltese palaces where knights and Grand Masters once gathered … this itinerary has them all. Watch the stunning Amalfi Coast pass by from the deck of your private yacht and raise a glass of limoncello to another blissful day in the warm Mediterranean sunshine.

Complimentary Destination Discovery 2017 Event • Agrigento: Beauty Among the Ruins

Venice to Athens - 9 Days

Board your Windstar yacht and enjoy all the wonders of Venice, the Queen of the Adriatic, as we overnight in this magical city Lord Byron called “a fairy city of the heart.” Discover wonders only a small ship can take you to as this intoxicating voyage transports you along the ancient trade routes through the narrow confines of the Corinth Canal, to the ancient oracle of Delphi, and into the stunning fjords of Montenegro. The imposing ruins of the Parthenon, the intricately layered ruins of Butrint and Nafplio, one of the most beautiful and romantic towns in Greece.

Complimentary Destination Discovery 2017 Event • Katakolon: Magna Grecia – the Spirit of Greece Itself

Rome to Barcelona - 6 Days

This collection of the Mediterranean’s most beautiful and haunting islands is a yachtsman’s fantasy, a traveler’s dream. Emerald landscapes, turquoise seas, pristine beaches, and trendsetting cities. Discover the Mediterranean at its best. Beautiful islands — Elba, Corsica, Sardinia, and Mallorca — framed by vibrant cities, Barcelona and Rome. Witness emerald landscapes, turquoise seas, and pristine beaches. Discover a new passion for tapas, callet, and the hot tub after dinner.

Complimentary Destination Discovery 2017 Event • Mallorca: Bolero, Fandango, and Other Works of Art

Barcelona to Barcelona - 7 Days

Experience the world’s most acclaimed racing event in the city that defines private yacht style, the Grand Prix of Monaco in stunning Monte Carlo. Discover Spain’s Costa Brava with its Blue Flag beaches and unique Catalan culture, and the crystal-clear waters of southern France. Then during your overnight in Villefranche-sur-Mer, enjoy two days of world-class Formula One® time trials and racing. It’s the ultimate expression of Windstar’s private yacht style, and open to only a very limited number of guests.

Athens to Rome - 7 Days

Idyllic islands, charming cobbled villages, spectacular scenery, intriguing history. Capture the heart of the Mediterranean in a single voyage. Each small harbor is especially suited for small ship exploration. Enjoy the best of the region — from the ancient ruins of Sparta and Mystras to the pure indulgence of the Mediterranean lifestyle.

Complimentary Destination Discovery 2017 Event • Giardini Naxos: Tastes of Sicily

Rome to Nice - 7 Days

Live the dream of the Italian and French Rivieras. It feels like you’re on your own private yacht in a yachtsman’s paradise. From the tiny villages of Cinque Terre to the chic style of Monaco and Cannes, let Windstar show you the legendary ports of the world’s most privileged yachts. Sparkling cities, ancient treasures, tranquil beaches, stunning coastlines.

Barcelona to Rome - 7 Days

Enjoy the world’s premier yachting playgrounds in a beautiful small ship that feels like your own private yacht. These beautiful ports string together like perfect pearls, each glowing with its own special beauty. Sparkling cities and charming villages. Secluded harbors and immaculate beaches. Discover the mystique and magic of the Rivieras that only an intimate yacht can show you.

Venice to Venice - 10 Days

The romance begins in Venice—the city of lights, of water, of bridges—with an overnight stay that offers up all its treasures to you. In the days ahead, fall in love again and again as you explore the Balkans with their red-roofed medieval cities and turquoise travertine cascades, and the roads less traveled on Italy’s rustic east coast. Savor each splendid moment of the journey up the scenic Bay of Kotor. Inhale the aroma of orange and lemon trees from Corfu. Puzzle over the strange conical-roofed trulli of Alberobello and the cave-town of Matera in Puglia. Travel to ancient Butrint in Albania to complete your Adriatic circuit and return to Venice wishing you could do it all again.

Rome to Rome - 7 Days

Cue the accordion music and say arrivederci to Rome as you embark on this seven-day tour through Western Italy. Arrive in Sorrento to stunning views of Mount Vesuvius and the lovely Bay of Naples, with an extended day ahead to fill with an excursion to Pompeii or Capri. Discover Sardinia’s 28 blue-flag beaches and Bronze Age settlements, and explore the surprisingly unspoiled northern region  of Corsica. Linger in Portofino late into the evening, soaking up delicious views of the Italian Riviera and an incredible sunset that paints the pastel cliff villages neon. Climb the 414 steps of Giotto’s bell tower in Florence, arriving breathless not just from the effort, but from the view. Return to Rome, a city that begs you to stay and explore more than 3,000 years of history.

Barcelona to Rome - 7 Days

Hidden harbors. Legendary landmarks. Everything that makes the Mediterranean magical. This voyage has it all. The colorful kaleidoscopes of Rome and Barcelona invite you to celebrate their high-spirited energy, while the seductive scent of oranges and olives that perfumes the enchanting islands of Elba, Corsica, Mallorca and Menorca entices you to explore their seductive secrets. From the wild green mountains of Mallorca to the striking white pebble beaches of Portoferraio – let us delight your senses and ignite your imagination.

Rome to Venice - 11 Days

Treat your palate to savory Balkan burek, and pizza as only Sicilians can make it. Relive medieval days in the Old Towns of Dubrovnik, Piran, and Kotor. Wonder over the beehive-like trulli and elegant seaside towns of Puglia. Lose your heart to Sorrento and the Amalfi Coast, the song of a Venetian gondolier, the ceiling of the Sistine Chapel. Stand at the rail with Chianti in hand as white sails unfurl above you, carrying you across the sparkling Mediterranean in private yacht style.

Rome to Rome - 10 Days

Delight in la dolce vita as you cruise the Italian Mediterranean on the elegant Wind Surf, tipping your hat to the other yachts as you visit ports where only small ships go. All the stories you’ve heard about the breathtaking coastlines of Amalfi and Cinque Terre? They’re all true. Feel your heart soar in the presence of Michelangelo’s David in Florence or the haunting ruins of Pompeii. Bear witness to Italy’s protracted genesis as you cruise past Stromboli, view Mount Etna from the Roman amphitheater in Taormina , swim in the hot springs-heated seas of Vulcano Island , and gaze across the Bay of Naples at Mount Vesuvius. Dream of Caesars in Rome, walk the hills of Corsica in the footsteps of Napoleon, stand on the Square of Miracles  in Pisa like Galileo as the Leaning Tower continues to hold gravity at bay.

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