Is the train travel included in the price?

Yes. The package includes First Class rail travel from London to Italy on five named trains: Eurostar (Plus class), TGV, Frecciarossa, Italo, and the Venice Simplon-Orient-Express with a double cabin from Venice to London.

Is this tour escorted or independent?

Tailor Made Rail bills this as a self-guided luxury rail holiday. You travel independently with provided documentation and onboard stewards on the Venice Simplon-Orient-Express; no tour manager accompanies the group.

What hotels are included?

The package includes stays at the Hotel Angleterre et Residences (Lausanne, 1 night), Grand Hotel des Iles Borromees (Stresa, 3 nights), Hotel Residence (Amalfi, 3 nights), Grand Hotel Continental (Siena, 3 nights), and Ca' Sagredo Hotel (Venice, 2 nights). All include breakfast.

What is included in the price?

Rail fares, 12 nights' luxury hotel accommodation with breakfast, private car transfers in Paris and from Salerno and Siena stations, a private boat transfer from Venice station to your hotel, and shared transfer back to Venice station for the Orient-Express departure.

When does the trip depart?

Tailor Made Rail offers 34 departures across 2026 and 2027, running August to November in 2026, and February to November in 2027. Prices start at GBP 7,499 for 2026 departures and GBP 7,599 for 2027.

How much walking is involved?

The trip is low on physical exertion. Venice is explored on foot; Amalfi towns are accessible on foot or by car. Days in Lausanne, Stresa, and Siena are self-guided exploration of town centres and nearby villages.

Tailor Made Rail · Tailor-made luxury rail holiday

Jewels of Italy and the Venice Simplon-Orient-Express

Luxury rail journey through Italy, concluding on the Venice Simplon-Orient-Express

Tailor Made Rail's Jewels of Italy and the Venice Simplon-Orient-Express is a fourteen-day journey from London to Venice and back, combining First Class rail travel with stays in three of Italy's most celebrated regions. You depart London by Eurostar, pass through Paris, and climb into Switzerland via the TGV before descending to Lake Maggiore for three nights in Stresa. A high-speed Frecciarossa train carries you 550 miles south to Salerno, whence you explore the Amalfi Coast for three nights. You then rise north through Tuscany by Italo, spending three nights in the medieval city of Siena. Days are unguided but documented; you can arrange wine tours or hire a car to tour Chianti and neighbouring hilltop villages. From Venice, the return journey unfolds aboard the legendary Venice Simplon-Orient-Express: you sleep in a double cabin, dine in style through the Brenner Pass and across France, and wake to breakfast before a final Eurostar journey home. The five-star hotels and luxury train cabin position this trip for seasoned rail travellers and those seeking European elegance.

What to know before you look closer

The Florence to Siena leg (day 8, inbound) is a regional train, not First Class; all other rail segments are First Class or premium.
Hotels listed with 'or similar'; your final accommodation depends on your chosen tier and booking date.
Days 6, 7, 9, and 10 are unguided; Tailor Made Rail provides documentation but no tour manager. Wine tours and car hire in Tuscany are available but must be arranged separately.
Single supplements apply for sole occupancy; pricing shown is for two people sharing.

Day by day

Day 1railovernight: Lausanne (Hotel Angleterre et Residences or similar)
London to Lausanne
Board a modern Eurostar train bound for Paris. You will be met on arrival by a driver, who will transport you and your luggage across the city and deliver you onto your TGV service heading south into Switzerland, arriving into the lakeside city of Lausanne.
Day 2overnight: Stresa (Grand Hotel des Iles Borromees or similar)
Lausanne to Lake Maggiore
After a morning on the shores of Lake Geneva, or experiencing Lausanne's old town, travel east, passing the Chateau de Chillon before continuing through the Simplon Tunnel and out into Italy. You arrive into the lakeside resort of Stresa, on the shores of Lake Maggiore, for a 3-night stay.
Day 3railovernight: Stresa (Grand Hotel des Iles Borromees or similar)
Stresa
Stresa is one of the best known resorts on Lake Maggiore, strategically located at the "bend" in the lake, allowing for easy access by boat to many different villages along the shoreline. One highly recommended day trip is to Domodossola and the Centovalli railway, a spectacular line that runs across to Locarno in Switzerland, which is then linked back to Stresa by boat.
Day 4railovernight: Stresa (Grand Hotel des Iles Borromees or similar)
Stresa
Stresa is one of the best known resorts on Lake Maggiore, strategically located at the "bend" in the lake, allowing for easy access by boat to many different villages along the shoreline. One highly recommended day trip is to Domodossola and the Centovalli railway, a spectacular line that runs across to Locarno in Switzerland, which is then linked back to Stresa by boat.
Day 5railovernight: Amalfi (Hotel Residence or similar)
Lake Maggiore to the Amalfi Coast
A journey of over 550 miles awaits today, as you move south through Milan and onto a high-speed Frecciarossa train down the spine of Italy to Salerno. On arrival you will be met by a driver, who will transfer you through to Amalfi for a 3-night stay.
Day 6overnight: Amalfi (Hotel Residence or similar)
Amalfi Coast
Perched on a steep hillside, the town of Amalfi is located at the heart of the famous coast of the same name. You can explore not only the town itself, but also neighbouring villages such as Positano, Ravello and Furore, with its unique Italian fjord!
Day 7overnight: Amalfi (Hotel Residence or similar)
Amalfi Coast
Perched on a steep hillside, the town of Amalfi is located at the heart of the famous coast of the same name. You can explore not only the town itself, but also neighbouring villages such as Positano, Ravello and Furore, with its unique Italian fjord!
Day 8railovernight: Siena (Grand Hotel Continental or similar)
The Amalfi Coast to Tuscany
Today you make your way back to Naples station, where a gleaming Italo train will be waiting to whisk you north to Tuscany. After a quick change of platform in Florence, you board a regional train through to Siena for a 3-night stay.
Day 9overnight: Siena (Grand Hotel Continental or similar)
Siena, Tuscany
Apart from being a stunning medieval city, Siena is also an ideal base for exploring Tuscany and the local area. A wine tour can be arranged to one of the many vineyards that surround the city, or a hire car pre-booked to explore Chianti, Montalcino or the picturesque walled towns of San Gimignano or Montepulciano.
Day 10overnight: Siena (Grand Hotel Continental or similar)
Siena, Tuscany
Apart from being a stunning medieval city, Siena is also an ideal base for exploring Tuscany and the local area. A wine tour can be arranged to one of the many vineyards that surround the city, or a hire car pre-booked to explore Chianti, Montalcino or the picturesque walled towns of San Gimignano or Montepulciano.
Day 11railovernight: Venice (Ca' Sagredo Hotel or similar)
Siena to Venice
Take a regional train back to Florence and once again pick up the high-speed Italo train north, into Venice's Santa Lucia station. On arrival, you will be met and taken down to your own private boat waiting outside the station and whisked off down the Grand Canal, for a 2-night stay.
Day 12overnight: Venice (Ca' Sagredo Hotel or similar)
Venice
Uniquely situated on a lagoon, Venice is a car-free wonder which is best explored on foot. The bridges of Rialto and Accademia make for excellent reference points and the vast galleried St Mark's Square is a focal point at the city's heart, along with the Doge's Palace, Bridge of Sighs and La Fenice Theatre.
Day 13railovernight: Aboard the Venice Simplon-Orient-Express (double cabin)
Depart Venice aboard the Orient-Express
Late morning, a transfer will take you back to the station where you board the gleaming Wagons Lits of the Venice-Simplon Orient Express. After settling into your cabin and a brief stop at Verona, you experience your first gourmet dining experience aboard the train as it hauls through the dramatic scenery of the Brenner Pass, enjoying a 3-course lunch, afternoon tea in your cabin, and a 4-course dinner as the sun goes down.
Day 14rail
Arrive in London
Awake to breakfast served in your cabin by one of the smartly-dressed stewards. Spend the morning enjoying the rolling landscapes of France from your window before arriving into Paris at lunchtime. Make your way to the Gare du Nord and board the Eurostar for your journey back under the Channel to London.

The moments this trip is built around

Day 2Passing through the Simplon Tunnel and emerging into Italy as the TGV descends toward Lake Maggiore and the resort of Stresa.
Day 3Day trip from Stresa aboard the Centovalli railway, a scenic line crossing to Locarno in Switzerland before returning by boat.
Day 5Over 550 miles south through Milan aboard the high-speed Frecciarossa to Salerno, followed by a private transfer to the cliffside town of Amalfi.
Day 13Boarding the Venice Simplon-Orient-Express in Venice late morning; passing through the Brenner Pass in dramatic alpine scenery while dining on a three-course lunch and four-course dinner aboard.
Day 14Breakfast served in cabin by stewards as the train crosses France; disembarking at the Gare du Nord in Paris before the final Eurostar journey under the Channel to London.

Included

Double cabin on the Orient-Express from Venice to London
First Class travel from London to Italy, with Eurostar Plus class on the Eurostar
Private car transfer between stations in Paris
12 nights' handpicked luxury hotel accommodation with breakfast
Private car transfers on arrival in Salerno and Siena
Private boat transfer from Venice station to your hotel near St Mark's Square
Shared transfer from your hotel in Venice to the station
Easy-to-follow travel documentation
Despatch of tickets by email

Questions travellers ask

Is the train travel included in the price?: Yes. The package includes First Class rail travel from London to Italy on five named trains: Eurostar (Plus class), TGV, Frecciarossa, Italo, and the Venice Simplon-Orient-Express with a double cabin from Venice to London.
Is this tour escorted or independent?: Tailor Made Rail bills this as a self-guided luxury rail holiday. You travel independently with provided documentation and onboard stewards on the Venice Simplon-Orient-Express; no tour manager accompanies the group.
What hotels are included?: The package includes stays at the Hotel Angleterre et Residences (Lausanne, 1 night), Grand Hotel des Iles Borromees (Stresa, 3 nights), Hotel Residence (Amalfi, 3 nights), Grand Hotel Continental (Siena, 3 nights), and Ca' Sagredo Hotel (Venice, 2 nights). All include breakfast.
What is included in the price?: Rail fares, 12 nights' luxury hotel accommodation with breakfast, private car transfers in Paris and from Salerno and Siena stations, a private boat transfer from Venice station to your hotel, and shared transfer back to Venice station for the Orient-Express departure.
When does the trip depart?: Tailor Made Rail offers 34 departures across 2026 and 2027, running August to November in 2026, and February to November in 2027. Prices start at GBP 7,499 for 2026 departures and GBP 7,599 for 2027.
How much walking is involved?: The trip is low on physical exertion. Venice is explored on foot; Amalfi towns are accessible on foot or by car. Days in Lausanne, Stresa, and Siena are self-guided exploration of town centres and nearby villages.