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Luxury Italian Rail Vacations
Bespoke Luxury Travel designed for you

Discover Luxury Train Tours in Italy

A country of vivid coastlines and stunning cities steeped in history, Italy has long captured the hearts of travelers. At Vacations By Rail, unforgettable explorations against these breathtaking backdrops come standard, and our luxury rail vacations offer a glimpse into the soul of Italy.

Expertly curated details guide each course, taking you to locations where culture, art, cuisine, and tradition create an intoxicating environment for discovery. Enjoy the freedom to soak up Italy's allures with the knowledge that our 20 years of experience backs your adventures.

Utilizing Italy's extensive rail network, our memorable itineraries travel to places like the canals of Venice, the ancient Roman capital, the quaint towns amongst Tuscany's hills, the colorful Cinque Terre, and the breathtaking Amalfi Coast. Open your eyes and heart to Italian splendors with luxury rail tours from Vacations By Rail.

LuxuryLuxury
Ben Nevis
La Dolce Vita, Rome & Montalcino’s Tuscan Vineyards
5 days $4,825 pp
  • Indulge in a winery experience and tasting of the Brunello variety in Montalcino
  • Stay two nights in Rome, exploring iconic landmarks like the Colosseum
  • Enjoy an overnight round trip on the luxurious La Dolce Vita Orient Express
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LuxuryLuxury
Venice Simplon Orient Express
Venice Simplon-Orient-Express, Rome and Venice
7 days $6,995 pp
  • Discover historic Rome over three days with a pasta-making class or wine tasting
  • Experience Venice over two days with a guided tour and regional excursions
  • Board the luxurious Venice Simplon Orient Express train in Venice & disembark in Paris
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LuxuryLuxury
Ben Nevis
La Dolce Vita, Rome, Venice & Portofino
7 days $11,050 pp
  • Discover historic Rome over three days with a pasta-making class or wine tasting
  • Visit a prestigious Venetian Palace before dinner in an ancient Palazzo
  • Stroll around picturesque Portofino and sail along the Mediterranean Sea
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Luxury Train Journeys
Experience opulence, incredible views, and unparalleled hospitality aboard our selection of luxury train journeys.

11 results matching: Luxury Italy Vacations

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LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Save $800
Independent
Independent

Create unforgettable memories aboard the opulent Venice Simplon Orient Express between the romantic cities of Venice and Paris. Revel in timeless luxury as this vintage train, with Art Deco interiors and elegant atmosphere, elevates a once-in-a-lifetime trip to the height of sophistication.   ...

Save $800
2 days from
$5,000 pp
per person
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LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Independent
Independent

Embark on a once-in-a-lifetime journey aboard the iconic Venice Simplon Orient Express, connecting the enchanting cities of Paris and Venice. Revel in the timeless luxury of this legendary train as you glide through stunning landscapes and absorb the elegance of a bygone era of travel.

2 days from
$5,125 pp
per person
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LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Save $800
Independent
Independent

Experience the ultimate in luxury trains with a journey on the iconic Venice Simplon Orient Express. On this memorable tour, explore two Italian giants - the 'Eternal City' of Rome and Venice's 'Floating City' - before traveling to Paris on an unforgettable rail route. Start in Rome, where a private tour unveils the city's most notable...

Save $800
7 days from
$6,995 pp
per person
View Details
LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Independent
Independent

Take a once-in-a-lifetime trip on the Venice Simplon Orient Express between Paris and Venice, two of the most romantic and mesmerizing cities in the world. Discover Paris before relaxing in style as this luxury train takes you to Venice, where you'll explore the 'Floating City' and delve deeper into its culture. Aboard the Venice Simplon Orient...

7 days from
$7,075 pp
per person
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LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Save $800
Independent
Independent

Create unforgettable memories on this European vacation featuring a journey on the luxurious Venice Simplon Orient Express and three iconic Italian cities: Rome, Florence and Venice. Stroll through the capital's historic streets, home to timeless landmarks such as the Colosseum and Trevi Fountain, and spend time in the Renaissance gem of Florence.

Save $800
9 days from
$7,525 pp
per person
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LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Save $800
Independent
Independent

Experience a truly memorable journey aboard the opulent Venice Simplon Orient Express on this exceptional tour including three iconic trains. Travel on the world-renowned Glacier Express and Bernina Express through the Swiss Alps, passing dramatic jaw-dropping mountains and lakes as you experience this unique journey. After stays in the famed...

Save $800
9 days from
$8,855 pp
per person
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LuxuryLuxury
Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express Venice Simplon Orient Express
Independent
Independent

Create unforgettable memories aboard the opulent Venice Simplon Orient Express between the romantic cities of Venice and Paris. Spend time in the 'Floating City' of Venice, wandering its winding streets, grand squares and decorative bridges. Conclude this enchanting experience by boarding the Venice Simplon Orient Express for a world-renowned...

7 days from
$7,075 pp
per person
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LuxuryLuxury
Ben NevisBen NevisBen NevisBen NevisBen Nevis
Independent
Independent

Embark on a luxurious journey aboard the Orient Express La Dolce Vita, traveling from Rome into the enchanting heart of Tuscany. In Montalcino, a town that epitomizes Tuscan charm, explore quaint streets and historic landmarks, then delve into a winery experience to taste the acclaimed Brunello wine. As evening falls, the train comes alive with...

5 days from
$4,825 pp
per person
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LuxuryLuxury
Ben NevisBen NevisBen NevisBen NevisBen Nevis
Independent
Independent

Embark on a luxurious journey aboard La Dolce Vita Orient Express, departing from Rome. Indulge in the exceptional culinary creations of 3-Michelin starred chef Heinz Beck, featuring Italian-inspired dishes crafted from seasonal and locally sourced ingredients. Awaken to the allure of an Italian breakfast as you prepare to explore the UNESCO World...

7 days from
$8,660 pp
per person
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LuxuryLuxury
Ben NevisBen NevisBen NevisBen NevisBen Nevis
Independent
Independent

After two wonderful days taking in the sights, sounds and tastes of Rome, your journey on the La Dolce Vita Orient Express begins with a sumptuous dinner by 3-Michelin starred Chef Heinz Beck. As the train travels northwards, an evening of cocktails and live music creates a sophisticated ambience. The next morning, awaken to a luxurious Italian...

7 days from
$10,215 pp
per person
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LuxuryLuxury
Ben NevisBen NevisBen NevisBen NevisBen Nevis
Independent
Independent

Begin your adventure with three unforgettable nights in the iconic city of Rome, immersing yourself in its rich history and vibrant culture. Then, board the luxurious Orient Express La Dolce Vita Train and travel in opulent style to Venice. Savor a gourmet lunch curated by Michelin 3-star chef Hans Beck as you glide through Tuscany. In Venice,...

7 days from
$11,050 pp
per person
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