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La Dolce Vita Orient Express - Venice and Tuscany with Milan and Florence

Milan, Florence and Rome rail trip aboard La Dolce Vita Orient Express

Illustration of La Dolce Vita Orient Express - Venice and Tuscany with Milan and Florence

Railbookers operates this 10-day rail vacation through Italy, starting and ending near Milan and Rome, with stops in Florence, Rome, Venice and Siena. The first four days settle into two-night stays in Milan and Florence, with included walking tours to the Duomo, Leonardo's Last Supper, the Uffizi and Accademia galleries, and a private sunset gondola ride on the Arno river. Two nights in Rome bring a guided tour of the Colosseum and Roman Forum before the trip's centerpiece: two nights aboard La Dolce Vita Orient Express in a Deluxe cabin, with dinners prepared by 3-Michelin-starred chef Heinz Beck, private tours in Venice, and a stop in Siena for a guided walk and Tuscan lunch before the train returns to Rome. The pace is relaxed, with two or more nights in most cities and comfortable rail connections rather than long transfers. This suits travelers who want a classic Italian city circuit paired with one true luxury-train experience, particularly couples and food-and-wine enthusiasts.

What to know before you look closer

  • Hotels are drawn from 18 accommodation options across cities and tiers; the final hotel in each city depends on the tier and city you select.
  • The operator does not list current departure dates for this package; confirm availability with Railbookers before booking.

Day by day

  1. Day 1overnight: Milan

    Your Journey Begins in Milan

    Welcome to Milan! Check in for a two-night stay. In the evening, wander through the lively Navigli district.

  2. Day 2overnight: Milan

    Milan

    A walking tour to see the Duomo's stunning exterior, visit Leonardo's Last Supper, and explore the Sforza Castle gardens.

  3. Day 3railovernight: Florence

    Milan to Florence

    A direct high-speed train to Florence. Check in for a two-night stay. Stroll to Ponte Vecchio bridge and the Pitti Palace. In the evening, enjoy an included sunset gondola ride along the river Arno.

  4. Day 4overnight: Florence

    Milan to Florence

    A walking tour visiting the Uffizi and Accademia galleries, including works by Botticelli, Leonardo da Vinci, Raphael, Titian, and Michelangelo's David.

  5. Day 5railovernight: Rome

    Florence to Rome

    A direct high-speed train to Rome. Check in for a two-night stay. Head over to Trevi fountain, the Pantheon and the Spanish Steps. End the day with a taste of Cacio E Pepe!

  6. Day 6overnight: Rome

    Rome

    A guided tour of the Colosseum, then a guided stroll around the Roman Forum.

  7. Day 7railovernight: Onboard Orient Express

    Overnight Onboard La Dolce Vita Orient Express

    Departing late afternoon from Rome Ostiense, enjoy a delectable dinner in the Restaurant Car by 3-Michelin starred Chef Heinz Beck, followed by cocktails, live music, and entertainment.

  8. Day 8railovernight: Onboard Orient Express

    Overnight Onboard La Dolce Vita Orient Express

    Upon arriving in Venice, private tours of landmark sites and an exclusive canal boat excursion. Return to the train for a lavish Le Grand Soir dinner by Chef Heinz Beck, with live music.

  9. Day 9railovernight: Rome

    Rome

    Arrive in Siena early morning for a guided tour, wandering cobblestone streets. Enjoy a typical Tuscan lunch. In the afternoon, reboard the train to return to Rome.

  10. Day 10

    Your Journey Ends in Rome

    Check out of your hotel after breakfast this morning and continue with your travels.

The moments this trip is built around

  • Day 2A guided walking tour of Milan taking in the Duomo's exterior, Leonardo da Vinci's Last Supper, and the Sforza Castle gardens.
  • Day 3An included private sunset gondola ride along the river Arno in Florence.
  • Day 7Departure from Rome Ostiense aboard La Dolce Vita Orient Express, with dinner in the Restaurant Car by 3-Michelin-starred chef Heinz Beck.
  • Day 8Arrival in Venice for private tours of landmark sites and a canal boat excursion, followed by the Le Grand Soir dinner onboard with live music.
  • Day 9Early-morning arrival in Siena for a guided tour and a Tuscan lunch, before reboarding the train back to Rome.

Included

  • Rail travel as per itinerary
  • 2 nights hotel accommodation with breakfast in Milan
  • 2 nights hotel accommodation with breakfast in Florence
  • 3 nights hotel accommodation with breakfast in Rome
  • 2 nights of all-inclusive accommodation onboard The La Dolce Vita Orient Express in Deluxe class including: All table d'hôte meals of innovative Italian cuisine on board, All selected beverages during the whole journey, Breakfasts and afternoon tea service in your cabin
  • All excursions mentioned in the programs
  • All meals and offered beverages during the excursions
  • 24-hour onboard service and entertainment
  • Private Transfer from Rome Hotel to Rome Station
  • Private Transfer from Rome Station to Rome Hotel
  • Small-group walking tour of Milan with the Duomo
  • Private Sunset Florence Boat Ride
  • Small-group walking tour of Florence with the Uffizi and Accademia Gallery
  • Small-group walking tour of Rome with the Roman Forum and Colosseum

Questions travellers ask

Is rail travel included in the price?
Yes. Rail travel is included throughout, including Trenitalia trains between Milan, Florence and Rome, and two nights in a Deluxe cabin aboard La Dolce Vita Orient Express between Rome, Venice and Siena.
What is included aboard La Dolce Vita Orient Express?
Two nights of all-inclusive Deluxe class accommodation, all table d'hote meals of Italian cuisine prepared by 3-Michelin-starred chef Heinz Beck, selected beverages, breakfast and afternoon tea served in your cabin, and 24-hour onboard service and entertainment.
Is this tour guided or independent?
It combines independent rail travel with several small-group guided tours, including walking tours of Milan, Florence and Rome, a private sunset boat ride in Florence, and private tours in Venice.
What hotels are used?
Hotels are chosen from 18 accommodation options across Milan, Florence and Rome spanning multiple tiers; sample properties include Hilton Milan, Armani Hotel Milano, Four Seasons Hotel Milano, and the Anglo American Hotel Florence.
When does this tour run?
The operator does not publish current departure dates in the available materials; confirm dates directly with Railbookers before booking.

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