See More of Italy Aboard
a Casually Elegant Yacht Cruise
You've been dreaming about those villages that appear as though they're straight out of a storybook, cruising enchanting coastlines at dusk and discovering timeless treasures along the way.
It's time to make that dream reality with Windstar
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 harbours 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, personalised touch of Windstar Cruises.
Which voyage will you embark on first?
Windstar Cruises operates a fleet of small casually elegant cruise ships known for their intimate yacht style experience and unique voyages to the world’s best small ports and hidden harbours. Its six ships carry fewer than 350 privileged guests and cruise to 52 nations, calling at 155 ports throughout Europe, the South Pacific, the Caribbean, and Central America. In 2020, Windstar worked to expand and refurbish their three power yachts, adding additional dining, a range of new suites as well as a whole host of upgraded or additional amenities. Windstar Cruises is named World’s Best Small Ship Cruise Line by Condé Nast Traveler 2022.
* Pricing for Windstar Cruises is dynamic pricing and subject to availability. Check with consultant for full terms and conditions.
All Inclusive Package: Beverages - Includes all domestic and imported beer and 33 varieties of wine or sparkling wine by the glass plus cordials, liqueurs, aperitifs, cocktails, and mini-bar items. Cocktails are based on house and select brands, and guests may choose from more than 40 liquors such as Grey Goose, Hendricks, Johnny Walker Black, Ketel One, Glenfiddich, Hennessy, and more (brands rotate and are subject to availability.) Wi-Fi - Wi-Fi allows guests to keep in touch depending on course and position of the ship. Wi-Fi access is possible in most public areas, staterooms, and suites. Service Charges - All hotel and beverage service fees are included. If you purchased beverages a la carte there is a 18% (subject to change) gratuity added to purchases.
Experience Your Next Getaway in Casual Elegance!
Star Collector Voyages combine some of our most popular itineraries for a more in-depth exploration of each region. Featuring longer voyages of 14+ days and few repeated ports, take advantage of your time here and unpack only once. Travel the world spending more time sampling exotic cuisines, immersing yourself in new cultures, and discovering perspectives that open your heart and return home with a soul fulfilled.
All Star Collector Voyages feature FREE daily laundry, so you can travel light and come home with a well-traveled suitcase and one less chore.
See Even More of the world aboard a Casually Elegant Private Small Ship Cruise
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Cruises in the Mediterranean
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Experience Your Next Getaway in Casual Elegance!
Call 1300 749 875 or talk to your Travel Agent to get onboard.
Subscribe to our newsletter
Alaska | Asia | Canada & New England | Caribbean | Greek Isles | Italy | Mediterranean | Mexico | Northern Europe | Panama & Costa Rica | South Pacific | Tahiti | Themed Cruises
7 NIGHTS - ROME AND GRAND PRIX OF MONACO
- Barcelona to Rome -
- Includes Topmast Beer and Wine Package*
- Relax in the calming beauty of Tuscan Archipelago National Park, a UNESCO Biosphere Reserve in Portoferraio.
- Visit a winery in Tuscany.
- Overnight in Monte Carlo, where the Royal Palace and Grand Casino beckon
- From Portovenere optional tours are available to see Pisa’s famous tower or the art of Florence.
- Take this opportunity to watch one of the biggest and well-known races in the world.
- Extend your stay in Rome to discover more of this enchanting city with its Sistine Chapel, Vatican, and St. Peter’s Basilica.
GRAND PRIX PACKAGE INCLUDES
- Hosted by our guest speaker, a Formula 1 racing expert on this exclusive Grand Prix cruise provides behind-the-scenes insights to the event
- Grand Prix themed gift package with program ticket holder, ear plugs, cap, high definition binoculars and seat cushion.
- Section K seats for Grand Prix of Monaco for Saturday's time trials and an organised visit to the pits arfterwards and Sunday's final with includes higher seats, not benches, with program, poncho and cap
- Special Grand Prix themed cocktail reception on board
2025 Departures: 20 May
Pricing available on request
7 NIGHTS - YACHTSMAN'S HARBOURS OF THE RIVIERAS
- Rome to Barcelona (or vice versa) -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Revel in the glitter and glamour of cruising along the French Riviera
- When you stop in Monte Carlo, the Royal Palace, and Grand Casino are must-see's
- Experience Portoferraio's natural wonderland and the Biosphere Reserve of Tuscan Park.
- See the inspiring work of Gaudi's La Sagrada Familia, a UNESCO site in Barcelona and tour festive Las Ramblas
Pricing available on request
2025 Departures: 13 May, 20 Jul, 12 Aug, 3 Nov
2026 Departures: 26 Apr, 7/30 Jun, 11 Sep, 25 Oct
8 NIGHTS - CLASSIC ITALY & DALMATIAN COAST
- Rome to Venice/Ravenna (or vice versa) -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Discover the magic of Venice's St. Mark's Square and the majestic Cathedral
- Visit the Archaeological Museum in Split, the oldest in Croatia
- Tour the Old City and medieval walls in Dubrovnik, fascinating UNESCO sites
- See the beauty of the narrow UNESCO site fjord to Kotor
- 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
Pricing available on request
2025 Departures: 5 May, 6 Jun, 2 Jul, 19 Aug, 14 Sep, 3/10/18/26 Oct
2026 Departures: 4/13 May, 24 Jul, 18 Aug, 2/19 Sep, 7/15 Oct
10 NIGHTS - SICILIAN SPLENDOURS
- Rome to Rome -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Watch sunbeams from Michelangelo's dome play on the walls of St. Peter's Basilica in Rome
- Stand in the massive Greek amphitheatre in Syracruse, a city with 2,700 years of history
- Relive the Middle Ages as you visit the historic tapestries and armour in Valletta's Palace of the Grand Masters
- From Trapani travel to the medieval town of Erice and admire the Castle of Venus and the 700-year-old Mother Church.
- Walk the silent streets of Pompeii in the shadow of Mount Vesuvius.
Pricing available on request
2025 Departures: 27 May, 10 Jul, 22 Sep
2026 Departures: 28 May, 27 Sep
From $14,354*pp
14 NIGHTS - STAR COLLECTOR: RACING FOR THE GRAND PRIX ALONG THE RIVIERAS
- Rome to Rome -
- Overnight in Monte Carlo, where the Royal Palace and Grand Casino beckon, and see one of the most famous races in the world
- Experience Portoferraio’s natural wonderland and the Biosphere Reserve of Tuscan Park
- Taste the mouthwatering wines of France
- Visit the Avenue of Stars in Cannes and place your hands in the prints of international celebrities
- See the inspiring work of Gaudi's La Sagrada Familia, a UNESCO site in Barcelona and tour festive Las Ramblas
- Revel in the glitter and glamour of cruising along the French Riviera
- Pack light with complimentary daily laundry service
2025 Departures: 13 May
GRAND PRIX PACKAGE INCLUDES
- Hosted by our guest speaker, a Formula 1 racing expert on this exclusive Grand Prix cruise provides behind-the-scenes insights to the event
- Grand Prix themed gift package with program ticket holder, ear plugs, cap, high definition binoculars and seat cushion.
- Section K seats for Grand Prix of Monaco for Saturday's time trials and an organised visit to the pits arfterwards and Sunday's final with includes higher seats, not benches, with program, poncho and cap
- Special Grand Prix themed cocktail reception on board
Pricing available on request
Pricing available on request
14 NIGHTS - STAR COLLECTOR: ANCIENT TO AVANT-GARDE MEDITERRANEAN
- Barcelona to Athens (or vice versa) -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Stroll the morning market & past the impressive Saint-Jean Baptiste church in Bastia
- Visit the following UNESCO sites: Serra de Tramuntana on Mallorca, Acropolis in Athens, Vatican City in Rome and La Sagrada Familia in Barcelona
- Find the Big Pink Church, L'Eglise Santa Maria in Calvi
- Let your imagination run free at the romantic ancient castles of Monemvasia
- Pack light with complimentary daily laundry service
2025 Departures: 11/19 Oct
2026 Departures: 17 Apr, 15/17 Oct
15 NIGHTS - STAR COLLECTOR: ITALIAN TRIO
- Venice to Barcelona (or vice versa) -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Highlights to see in Rome include The Vatican, St. Peter's Square, and Roman Forum
- Walk to the stately Diocletian’s Palace a UNESCO World Heritage Site in the centre of Split
- Tour beautiful Amalfi as part of the Amalfi Coast, designated a UNESCO World Heritage Site
- Taste wonderful wine and seafood in lovely Port- Vendres
- Spend time wandering among the rich and famous in Cannes, the chic epicenter of the French Riviera
- Journey through the beautiful fjord to Kotor and walk the medieval alleyways of Baroque palaces and Romanesque churches of the city
- Pack light with complimentary daily laundry service
Pricing available on request
2025 Departures: 5 May, 12 Aug, 26 Oct
2026 Departures: 15 Oct
Pricing available on request
17 NIGHTS - STAR COLLECTOR: CRUISING ON THE RIVIERAS
- Barcelona to Rome -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Sunbathe on the beach at the sunniest spot in France, Sanary-sur-Mer
- Use the extra day in Rome to see the many sites including Trevi Fountain, Via Condotti and the UNESCO Historic Centre
- Take in the Grand Casino and the Royal Palace of Monte Carlo
- Walk the silent streets of Pompeii below Sicily’s Mount Vesuvius
- From Trapani travel to the medieval town of Erice and admire the Castle of Venus and the 700-year-old Mother Church
- Find the stunning beauty of the Amalfi Coast, a UNESCO site
- Pack light with complimentary daily laundry service
2025 Departures: 10 Jul
2026 Departures: 28 May
18 NIGHTS - STAR COLLECTOR: CULTURE AND CHARMS OF ITALY AND CROATIA
- Rome to Venice (or vice versa) -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Watch sunbeams from Michelangelo’s dome play on the walls of St. Peter’s Basilica in Rome
- Discover the magic of Venice's St. Mark's Square, Cathedral, and find time for a gondola ride in the Grand Canal
- Relive the Middle Ages as you view the historic tapestries and armor in UNESCO city Valletta’s Palace of the Grand Masters
- Have your camera ready as you cruise the beautiful narrow UNESCO site fjord to Kotor
- From Trapani travel to the medieval town of Erice and admire the Castle of Venus and the 700-year-old Mother Church
- From Porto Empedocle head to the ancient ruins at Agrigento, a UNESCO site
- Pack light with complimentary daily laundry service
Pricing available on request
2025 Departures: 27 May, 14/22 Sep
2026 Departures: 19/27 Sep
23 NIGHTS - STAR COLLECTOR: RIVIERA RHAPSODY
- Venice to Lisbon -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Walk to the stately Diocletian’s Palace a UNESCO World Heritage Site in the centre of Split
- Tour beautiful Sorrento as part of the Amalfi Coast, designated a UNESCO World Heritage Site
- Find the Dali Museum and the UNESCO city of Girona near Palamos and the Picasso Museum in his hometown of Málaga
- Discover the secrets of world-renowned Jerez wine, the famous sherry of Cádiz
- Pose in front of the Belém Tower in Lisbon, symbol of the Age of Discovery and a UNESCO World Heritage Monument
- Wander Gibraltar’s 18th century labyrinth, the Great Siege Tunnels, carved out of solid limestone
- Pack light with complimentary daily laundry service
Pricing available on request
2025 Departures: 4 Aug
2026 Departures: 18 Apr, 15 Oct
Looking for more Windstar deals?
7 NIGHTS - MEDITERRANEAN ISLAND MOSAIC
- Barcelona to Rome (or vice versa) -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Tour Barcelona’s festive Las Ramblas and Gaudí’s renowned La Sagrada Familia, one of the city’s many World Heritage Sites
- Visit the cultural landscape of UNESCO site, Serra de Tramuntana
- Peruse the bustling morning market in Bastia
- View the beautiful flowers and small churches along Portoferraio's 91 miles of coastline - where Napoleon was "exiled"
- Discover the hidden piazzas and ancient UNESCO sites of Rome
- Stand on deck as you cruise in to Mahon with one of the deepest natural harbours in the world
Pricing available on request
2025 Departures: 18/26 Oct
2026 Departures: 17 Apr, 22/24 Oct
9 NIGHTS - ADRIATIC ICONS & VENETIAN TREASURES
- Venice to Venice -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Enjoy an overnight 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.
- Wander Rovinj’s maze of cobblestone streets up to the St. Euphemia Cathedral, dominating the skyline
- Find the Skocjan Caves National Park, a UNESCO site, near Piran
Pricing available on request
2025 Departures: 8/17/26 Jul, 4 Aug
2026 Departures: 15 Jul, 9 Aug, 10 Sep
8 NIGHTS - WINTER IN ITALY AND THE ADRIATIC
- Athens to Rome -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Enjoy an overnight in Taormina with time to discover its used Greek Theatre and charming village streets.
- Visit Capo Colonna, the lone column stands as the only remnant left of the Temple of Juno Lacinia. Legend has it, this temple was founded by Hercules.
- Transit the narrow, high-walled Corinth Canal, only accessible to small ships.
- Visit Herculaneum, an ancient city located just southeast of Naples. Destroyed by the Vesuvius eruption, this city is preserved far better than Pompeii.
- Tour Old Town Corfu, a UNESCO World Heritage Site.
- Nearby Preveza lies the ancient city of Nikopolis. Built by Rome’s first emperor, Octavian, this ancient city commemorates his victory in the Battle of Actium. Nikopolis is Greece’s largest ancient city.
Pricing available on request
2026 Departures: 31 Mar
Pricing available on request
15 NIGHTS - STAR COLLECTOR: WINTER IN EUROPE'S RIVIERAS & CROATIA
- Venice to Barcelona -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Enjoy an overnight in Dubrovnik with time to tour the Old City and medieval wall, both fascinating UNESCO sites.
- Florence in the winter belongs to the locals, making this the ideal time to visit popular attractions. Visit the Uffizi Museum, famous for housing artworks such as “The Birth of Venus”, the statue of David, or the Cathedral of Santa Maria del Fiore, the most famous church in Florence.
- Stroll along the Vieux Port, Marseille’s famous old port, exploring a variety of restaurants, cafes, trendy hotels, and boutique shops.
- Discover the magic St. Mark’s Square and the majestic cathedral in Venice during your overnight.
- Hear the haunting music of Zadar’s large sea organ, located along the city promenade.
- Dunk your churros in hot chocolate and sample jambon iberco in paper cones as you wander through Barcelona visiting famous monuments, like Sagrada Familia and Parc Guell, without the long summer lines.
- Pack light with complimentary daily laundry service
2025 Departures: 20 Dec
2026 Departures: 4/28 Jan, 12 Feb, 8 Mar
7 NIGHTS - EUROPE'S WINTER RIVIERA
- Rome to Barcelona -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Florence in the winter belongs to the locals, making this the ideal time to visit popular attractions. Visit the Uffizi Museum, famous for housing artworks such as “The Birth of Venus”, the statue of David, or the Cathedral of Santa Maria del Fiore, the most famous church in Florence.
- Stroll along the Vieux Port, Marseille’s famous old port, exploring a variety of restaurants, cafes, trendy hotels, and boutique shops.
- Learn to make pesto the traditional way, with a marble mortar and wooden pestle. Genoa is the birthplace of this classic Italian sauce.
-Head to Castel Sant’Angelo in Rome for an ice-skating adventure. Afterwards, stop by the nearby markets, cozy cafes, and festive lights that line the streets.
- Tour Barcelona’s festive Las Ramblas and Gaudí’s renowned Parc Guell, one of the city’s many UNESCO World Heritage Sites.
Pricing available on request
2025 Departures: 20 Dec
2026 Departures: 12/28 Jan, 20 Feb, 8 Mar
21 NIGHTS - STAR COLLECTOR: BEST BEACHES OF ITALY
- Athens to Rome -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- In Monemvasia, Greece, hike to Upper Town where you’ll be rewarded with incredible views over Monemvasia and the Myrtoan Sea and fascinating ruins to explore.
- In Ponza, Italy, explore the Blue Grotto. Accessible by boat, this sea cave is known for its bright blue water, due to reflected sunlight.
- Spend a day at the beach in Porto Cervo, Sardinia. Known for its pristine waters and sandy beaches, this resort town is perfect for a relaxing day or a boat tour.
- An overnight in Alghero, Sardinia, gives you the chance to watch one of their beautiful sunsets from the city walls after a day of exploration.
- Explore the beaches of Bastia, Corsica, like Tamarone Beach and Barcaggio Beach, both favorites among the locals.
- Step on deck to see the beautiful limestone cliffs of Bonifacio, Corsica. Old Town is perched above the sea, offering breathtaking views, narrow streets, and charming cafes.
- Pack light with complimentary daily laundry service
Pricing available on request
2026 Departures: 2 Jul, 13 Aug
8 NIGHTS - BELLA ITALIA - A SOUTHERN ITALIAN ROMANCE
- Rome to Venice -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- Amalfi, Italy is your gateway to Positano, one of the most picturesque towns along the Amalfi Coast, where the colourful houses are built directly into the hillside.
- Take a kayaking adventure through Rab, Croatia’s vibrant blue waters as you explore along the coast of Rab Island.
- In Reggio Calabria, Italy, stroll along the Lungomare Falcomata. This beautiful promenade offers views of Sicily and is a vibrant gathering spot for locals.
- From Taranto, Italy, take a short boat trip to San Pietro Island, home to a historic abbey, sandy beaches, and picturesque views of Taranto.
- The Otranto Cathedral, in Otranto, Italy, is famous for its intricate 12th-century mosaic floor and classic rose windows.
Pricing available on request
2026 Departures: 7 Jul, 1 Aug
17 NIGHTS - STAR COLLECTOR: ITALIAN CHARMS & CROATIAN COASTLINES
- Rome to Venice -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- The Otranto Cathedral, in Otranto, Italy, is famous for its intricate 12th-century mosaic floor and classic rose windows.
- Take a kayaking adventure through Rab, Croatia’s vibrant blue waters as you explore along the coast of Rab Island.
- Wander Rovinj’s maze of cobblestone streets up to the St. Euphemia Cathedral, dominating the skyline.
- From Taranto, Italy, take a short boat trip to San Pietro Island, home to a historic abbey, sandy beaches, and picturesque views of Taranto.
- A short drive from Vibo Valentia, Italy, Capo Vaticano offers stunning coastal views and inviting crystal clear water. Spend a day on the sandy beaches and cool off in the Tyrrhenian Sea.
- Anchor just outside Old Town during your overnight in Dubrovnik, Croatia, then explore the Old City and medieval walls, both fascinating UNESCO World Heritage sites.
- Pack light with complimentary daily laundry service
Pricing available on request
2026 Departures: 7 Jul, 1 Aug
7 NIGHTS - ITALY AND THE ALLURE OF THE AEOLIAN ISLANDS
- Rome to Rome -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- In Ponza, Italy, explore the Blue Grotto. Accessible by boat, this sea cave is known for its bright blue water, due to reflected sunlight.
- Visit Lipari Castle in Lipari, Italy. This historic fortress houses the Aeolian Archaeological Museum, showcasing artifacts from the islands' ancient past.
- Spend a day at the beach in Porto Cervo, Sardinia. Known for its pristine waters and sandy beaches, this resort town is perfect for a relaxing day or a boat tour.
- Wander through Porto Vecchio’s Old Town on the island of Corsica. This charming old town features quaint shops, lively cafes, and narrow streets brimming with colour.
- Amalfi, Italy is your gateway to Positano, one of the most picturesque towns along the Amalfi Coast, where the colorful houses are built directly into the hillside.
Pricing available on request
2026 Departures: 16/30 Jul, 13 Aug
15 NIGHTS - STAR COLLECTOR: ICONIC ITALY AND CROATIA
- Venice to Rome -
- Includes the All Inclusive Package – Wi-Fi, gratuities, and unlimited beer, wine and cocktails*
- In Genoa, Italy, visit the Genoa Cathedral (San Lorenzo, known for its black-and-white striped façade and impressive interior.
- Explore the historic heart of Monaco-Ville, also known as the Old Town. Discover charming cobblestone streets, quaint boutiques, and the majestic Prince's Palace, home to the Grimaldi family.
- Wander along Porto Ercole, Italy’s picturesque waterfront promenade, lined with charming cafes, gelaterias, and boutiques, offering stunning views of the azure sea and colourful fishing boats.
- Sip a cappuccino at Portofino, Italy’s fabled marina and admire the Italian artistry of the designer shops, terra cotta buildings and cafes.
- Visit the Archaeological Museum in Split, the oldest in Croatia.
- Stroll the charming ancient cobblestone streets of Taormina, past Palazzo Corvaja, St. Augustine's Church and Torre dell'Orologio Clock Tower.
- Pack light with complimentary daily laundry service
Pricing available on request
2026 Departures: 18/26 Aug