Great Rail Journeys · Luxury rail journey

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.

Price history

Across 3 checks, this price has held at £3,695 every time.

£3,6954 Jul24 Aug

Each point is a day we checked this operator's own page, not a weekly average, and the line holds flat between checks rather than guessing at movement we did not see. Hollow points are values shown when the trip was first listed here and never confirmed with the operator.

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

    Arrival in Rome

    Upon arrival, enjoy the convenience of a private transfer that will take you to your selected hotel. Choose from our curated list of 4-star or 5-star accommodations, each offering a comfortable sanctuary complete with delectable breakfast options. Dive into the rich history and vibrant culture of Rome, a city where every corner reveals a new story.

  2. Day 2overnight: Rome

    Exploring Rome

    Today, embrace the chance to explore Rome at your own pace. Wander the city's enchanting narrow streets, lined with quaint boutiques and lively cafes. For a more comprehensive exploration, consider one of our specially curated optional excursions, available for an additional cost.

  3. Day 3railovernight: Onboard La Dolce Vita

    La Dolce Vita to Montalcino

    Today you'll board the luxurious Orient Express La Dolce Vita for a scenic journey from Rome into the heart of Tuscany, arriving into Montalcino. After wandering through the town, perhaps treat yourself to an optional immersive winery experience tasting Brunello wine. As the sun sets, the journey continues aboard the train with live music and the "Le Grand Soir" dinner.

  4. Day 4railovernight: Rome

    La Dolce Vita

    As dawn breaks on the second day aboard the La Dolce Vita Orient Express, enjoy an Italian breakfast in the luxurious surroundings of the train as it glides through the picturesque Italian landscape. Upon arrival at Rome Ostiense, your extraordinary journey reaches its conclusion. A private transfer awaits to take you to your hotel for your final evening in Rome.

  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.

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
  • Private transfers in Rome
  • Return flights between London and Rome

Not included

  • Cancellation & Travel Insurance is not included in the price of the tour

Also sold by

The same itinerary is listed on more than one site. 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.
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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