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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 with our local Private Events and unwind back onboard with the pampered, personalized touch of Windstar Cruises.

EXCLUSIVELY ON WINDSTAR:
Complimentary Local Private Event on Every Voyage

 

Rome to Venice - 8 Days

Explore the shores of Italy, Croatia and Montenegro, discovering the charm of Venice, the glamour of Capri, 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.

Complimentary Private Event • Giardini Naxos: Tastes of Sicily

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 Private 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 Private Event • Katakolon: Magna Grecia – the Spirit of Greece Itself

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.

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

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.

Complimentary Private Event • Monte Carlo: Lifestyles of the Glitterati

Rome to Athens - 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 Private Event • Giardini Naxos: Tastes of Sicily

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 Private Event • Portofino: Beloved Villa Durazzo, Pesto Demo & Tastings

Barcelona to Rome - 7 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.

Complimentary Private Event • Mallorca: Bolero, Fandango, and Other Works of Art

Enjoy this collection of everything that makes the Mediterranean magical. In the world's premier yachting playground you'll explore breathtaking islands, glittering cities, hidden harbors and charming villages as you discover wonders only seen on a beautiful small ship.

Complimentary Private Event • Mallorca: Bolero, Fandango, and Other Works of Art

Rome to Rome - 7 Days

Live the yachting lifestyle at its very pinnacle with an insider’s experience at Monaco’s legendary Grand Prix. On this exceptional voyage you’ll visit some of the world’s most glamorous ports – Cannes, Portofino, Portoferraio, Portovenere. Shop the boutiques, sample the charming cafés, indulge in a little people-watching along famous promenades, and on the pristine white beaches. Surrounded by the glitterati, you’ll fit right in. Best of all, you’ll experience all of the opulent excitement of racing’s most storied event – Grand Prix of Monaco. You’ll have exclusive access to special Windstar private Grand Prix events and two days of world-class Formula One® time trials and racing. This is the ultimate Grand Prix experience – available only on this sailing. Space is limited to 212 guests.

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