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Great Rail Journeys · Luxury Escorted Rail Tour

La Dolce Vita, Rome & Montalcino's Tuscan Vineyards

Luxury sleeper train from Rome through Tuscany to Montalcino and back

Illustration of La Dolce Vita, Rome & Montalcino's Tuscan Vineyards

Great Rail Journeys operates this 5-day luxury escorted tour centred on a night aboard the Orient Express La Dolce Vita, a sleeper train running between Rome and Montalcino in Tuscany. The journey begins with two days of unguided leisure in Rome, where you stay in a 4- or 5-star hotel and explore the city at your own pace. On day 3, you board the Orient Express for an overnight journey south into Tuscany, arriving in Montalcino to walk its historic streets and quaint alleys. The highlight is 'Le Grand Soir' dinner with live music aboard the train. Day 4 brings an Italian breakfast as the train returns to Rome Ostiense station, followed by a final night in your Rome hotel. The package includes all accommodation, the sleeper cabin, private transfers, return flights from London, and daily breakfast. This tour suits luxury seekers, couples, food-and-wine lovers, and repeat rail travellers drawn to the romance of classic train travel combined with Italian culture and fine dining.

What to know before you look closer

  • The from-price covers accommodation, train, and flights; optional experiences such as wine tastings and cooking classes incur additional cost.
  • The itinerary offers unguided exploration of Rome on days 1 and 2; no structured tours are included, though optional excursions are available for extra charge.
  • Final hotel in Rome depends on your selection from the 4- or 5-star options listed; the itinerary does not confirm which property you will occupy.

Day by day

  1. Day 1overnight: Rome

    Rome – Arrival

    Upon arrival in Rome, enjoy the convenience of a private transfer to your selected hotel. Choose from a curated list of 4-star or 5-star accommodations, each offering a comfortable sanctuary with breakfast options. Dive into the rich history and vibrant culture of Rome.

    Meals: Breakfast

  2. Day 2overnight: Rome

    Exploring Rome

    Embrace the chance to explore Rome at your own pace. Wander the city's enchanting narrow streets, lined with quaint boutiques and lively cafes. Find a picturesque square to relax and enjoy a rich Italian coffee. Optional excursions are available for an additional cost.

    Meals: Breakfast

  3. Day 3railovernight: La Dolce Vita Orient Express (train)

    La Dolce Vita to Montalcino

    Board the luxurious Orient Express La Dolce Vita for a scenic journey from Rome into the heart of Tuscany. Arrive in Montalcino and explore its quaint alleys and historic landmarks. Optional immersive winery experience to taste the celebrated Brunello wine. As the sun sets, the evening comes alive with live music and the 'Le Grand Soir' dinner aboard the train.

    Meals: Breakfast, Dinner

  4. Day 4railovernight: Rome

    La Dolce Vita – Return to Rome

    As dawn breaks, enjoy an Italian breakfast in the luxurious surroundings of the train. Upon arrival at Rome Ostiense, a private transfer awaits to take you to your hotel for your final evening in Rome.

    Meals: Breakfast

  5. Day 5

    Rome to the UK

    Today marks the end of your remarkable journey as you are privately transferred to Rome airport for your flight back home. Take a final moment to savour the sights and sounds of Italy.

The moments this trip is built around

  • Day 3Board the Orient Express La Dolce Vita at Rome for a scenic journey into Tuscany, arriving in Montalcino to explore its historic landmarks and quaint alleys before dining at 'Le Grand Soir' with live music aboard the train.
  • Day 4Wake aboard the train and enjoy an Italian breakfast in luxury surroundings as the Orient Express La Dolce Vita returns to Rome Ostiense station.

Included

  • 3 nights hotel accommodation (Bed and Breakfast) in 4-star hotels
  • 1 night in a Deluxe cabin on La Dolce Vita Orient Express
  • Private transfers in Rome
  • Return flights between London and Rome

Not included

  • Cancellation & Travel Insurance

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The same itinerary is listed by more than one company. Prices and inclusions can differ; compare before booking.

Questions travellers ask

Is train travel included?
Yes. One night aboard the Orient Express La Dolce Vita in a Deluxe cabin from Rome to Montalcino and back to Rome is included, as are return flights between London and Rome.
What is the Orient Express La Dolce Vita?
A luxury sleeper train operating between Rome and Montalcino. Passengers sleep in Deluxe cabins, enjoy Italian breakfast aboard the train, and dine at 'Le Grand Soir' with live music during the overnight journey.
Where do I stay and what is included?
You choose from three 4- or 5-star hotels in Rome: Marcella Royal, Rose Garden Palace, or Inn at the Spanish Steps. All three nights include bed and breakfast. One night is spent aboard the train. Private transfers between the airport, hotel, and station are included.
What meals are included?
Breakfast is included each day. Dinner aboard the Orient Express La Dolce Vita on the night of day 3 is included. Other meals are not included but can be enjoyed independently or as optional paid experiences.
How much walking or physical activity is required?
The tour is self-guided exploration at leisure. You will walk Rome's narrow streets and Montalcino's alleys at your own pace. No structured hikes or strenuous activity is required.
Are there optional activities?
Yes. Optional extras include a Roman Panoramic Tour, evening sightseeing of illuminated Rome by vintage car, wine tastings at a local enoteca, a Brunello wine experience at a Montalcino winery, a cooking class with dinner and wine, and London hotel add-ons.

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