We are open tomorrow from 10:30 am. Call 020 7590 0796

Italy by Rail

12-day luxury rail journey from £2,400 pp incl. flights


Short description

The romance of Italy, matched by the most romantic means of travel


  • Link Italy’s city greats with included First Class rail travel
  • Travel in style with private transfers and stays in historic hotels
  • Bring each stop to life with included private walking tours
  • Punt through Venice’s canals on a gondola
  • Enjoy front-of-line entry to the Uffizi, Italy’s greatest art gallery

In Brief

  • 2 Nights Milan
  • 2 Nights Venice
  • 2 Nights Florence
  • 2 Nights Rome
  • 1 Night Naples
  • 2 Nights Sorrento


Recommended for:
City | Food & wine | History & culture | Rail journey

With the 19th-century advent of rail travel, the famous Italian ‘Grand Tour’ was opened up and this is your chance to follow suit, travelling in First Class and enjoying included private transfers throughout. At each stop, you'll be treated to private walking tours, sampling everything from Milan’s imperious sophistication and Venice’s heady maze to Florence’s concentrated beauty and Rome’s illustrious past. You’ll end with some seaside living; pretty Sorrento and historic Naples sandwich a thorough examination of Pompeii’s archaeological drama.

Day by day itinerary

Days 1-2

Begin your trip with airport lounge access before your flight to Milan. On arrival, you'll be met by a private driver who'll bring you to your central accommodation; an early 20th-century gem, its rooms are all mahogany furniture and white Carrara marble bathrooms. You’ll also be perfectly situated for the city’s attractions, explored on your second day’s private walking tour. You’ll centre on the Duomo’s golden statues, spectacular marble façade and over 100 spindling spires before a stop at the 18th-century Royal Opera House – one of the world’s finest theatres. There’s also time to visit the Galleria Umberto, the city’s premier shopping centre.

Stay: Doria Grand Hotel (Superior)

Meals: B

Day 3

Strike east with a First Class train ride to Venice. Though your route is flat – testified by the Roman-straight railroad – you’ll take in snow-capped glimpses of the Alps to the north. And, with your hotel idyllically set at the mouth of the Grand Canal, you'll be met on arrival and transferred via water taxi, a perfectly evocative introduction to this floating city. You’ll then have some free time to lose yourself among Venice’s rabbit warren of historic streets and twisting waterways.

Stay: Monaco & Grand Canal (Superior)

Meals: B

Day 4

Today you’ll be met in your hotel lobby by an expert guide who’ll take you on a private tour of Venice’s sights. The city centres around its Piazza San Marco – the principal public square. Highlights include its basilica’s 4,240 square metres of luminous gold mosaics, the Campanile brick bell tower and the soft arches of the Doge’s Palace. You'll even enjoy priority entry to the latter, beating the crowds to its artistic treasure trove. Your tour will end with a private gondola ride through labyrinthine canals, ducking under bridges, sidling past historic buildings and watching as floating traders ply their wares.

Stay: Monaco & Grand Canal (Superior)

Meals: B

Day 5

Your last atmospheric water transfer will bring you back to the city’s station. Travelling First Class, you’ll speed south through the Italian countryside to Florence. A private transfer will then see you to the excellent Hotel degli Orafi; set right on the River Arno, you’ll overlook the famous Ponte Vecchio bridge. As such, you'll be perfectly positioned to explore the city’s heritage; we highly recommend the short walk to the Piazzale Michelangelo. Passing through verdant gardens and historic streets, you’ll arrive at an open square on Florence’s southern hills, affording the best views of the city.

Stay: Degli Orafi, Florence (Superior)

Meals: B

Day 6

Compact and packed full of sights, Florence is best explored on a private guided walk. Yours will begin with the city’s cathedral. Completed in 1436, it’s an awe-inspiring example of Gothic architecture, resplendent in polychromatic shades of green and pink. Its brick dome – the largest every constructed – still dominates the city’s skyline to this day. And, between the Repubblica and Signoria squares, you’ll be introduced to Florence’s historic meeting points, complete with palaces, sculptures and grand archways. However, your tour highlight will be included priority entry into the Uffizi Gallery. Skip the queues to marvel at Italy’s premier collection of Renaissance artwork.

Stay: Degli Orafi, Florence (Superior)

Meals: B

Day 7

A private transfer will see you back to Firenze Station to catch the train south to Rome, again by First Class. Your next private transfer will bring you to your home for the next two nights – the 19th century Hotel Victoria. Situated just beside the Villa Borghese, you’ll be able to enjoy strolls through Rome’s favourite English gardens, taking in rich horticulture, relaxed piazzas and the neoclassical National Gallery of Modern Art. The historic villas and view from its Pincian Hill are a particular highlight.

Stay: Hotel Victoria (Superior)

Meals: B

Day 8

Today’s private walking tour will take in some of the city’s storied centrepieces. Of course, no trip to the Italian capital would be complete without visit to the Pantheon. Commissioned by Marcus Agrippa, it was completed in the 2nd century AD by the Emperor Hadrian. Today, its classical columns and arched dome stand as the best-preserved example of ancient Rome. Contrast its stern austerity to the more exuberant beauty of the Trevi Fountain, whose 18th-century construction saw everything from dramatic statues to grand friezes realised in Baroque extravagance. You’ll also make a stop at the Piazza Navona; its statues, Egyptian obelisk and highly detailed façades evidence a true Renaissance meeting point.

Stay: Hotel Victoria (Superior)

Meals: B

Day 9

Again bookending your First Class rail trip with private transfers, you’ll travel along the coast to arrive at your seaside hotel in Naples, overlooking the Castel dell’Ovo, an imposing fortification first built by Roger the Norman in the 12th century. In turn, nearby palaces and Baroque chapels inspire with vainglorious beauty, with Cappella Sansevero’s Cristo Velato particularly impressive. It’s a vision of the veiled Christ formed entirely from impossibly realistic marble carving. There’s also food for the belly as well as the soul, with some of the country’s finest pizzas, pastas and coffees to be found in Naples.

Stay: Grand Hotel Santa Lucia (Superior)

Meals: B

Day 10

Skirting the base of Mt. Vesuvio, a private driver will see you to Pompeii. Famously buried underneath its volcanic neighbour’s 79 AD outburst, a walking tour will bring its stunningly preserved cobbled streets and ancient residences to life; it's the Roman Empire's premier archaeological site. Here, still-standing columns evidence ancient forums and entire 2nd century BC villas are dotted with mosaic tiles, a nod to the city’s impressive riches. Conclude by continuing around the Bay of Naples to end the day in Sorrento.

Stay: Hotel Tramontano (Superior)

Meals: B

Day 11

Your base for your time in Sorrento will be the waterside Hotel Tramontano, looking out over Marameo Beach’s cliff-framed bathing platform. Your last day is left free to explore this charming town at your leisure. Walk its historic streets and piazzas to browse the ceramic and lacework products of its heritage industries or consider heading east to the Amalfi Coast. Here, tumbling terracotta villages beautify a spectacular cragged coastline. Alternatively, take the ferry out to Capri for an island idyll that has captured the imagination of everyone from holidaying Roman emperors – evidenced by ruined villas – to Hollywood jetsetters – evidenced by a slew of chic piazzas and restaurants.

Stay: Hotel Tramontano (Superior)

Meals: B

Day 12

After breakfast, a final private transfer will see you to the airport for your flight home.

Meals: B



Any element of this itinerary can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Superior

12-day luxury rail journey from £2,400 incl. flights


Low Season

from £2,400 pp. incl. flights

High Season

from £2,900 pp. incl. flights

Valid for travel:  year round


  • Complimentary UK airport lounge access
  • Return flights from UK airport to Milan and returning from Naples
  • Private transfers throughout
  • 1st class train travel between Milan and Venice, Venice and Florence, Florence and Rome, Rome and Naples
  • 11 nights accommodation in typically 4* hotels on BB basis
  • 3 hour guided walking tour of Milan with private guide
  • 2 hour guided walking tour of Venice with private guide
  • 30 minute private gondola ride
  • 3 hour guided walking tour of Florence with private guide including priority entry to the Uffizi Gallery
  • 3 hour guided walking tour of Rome with private guide including Pantheon, Trevi Fountain and Piazza Navona
  • 2 hour guided walking tour of Pompeii with private guide 

Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

Meet our experts

Speak to a tailor-made specialist on 020 7590 0796

Meet the team

Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0796 to discuss how we can tailor your holiday.

Learn why Wexas is the leader in creating luxury holidays. What is tailor-made travel?

Expert advice & support

Visit us in our London office

Let our travel specialists curate the perfect holiday:

  • Inspirational ideas based on experience
  • Established for over 45 years
  • Tailor a holiday to your precise requirements
  • Personalised quotes and documentation
  • In-depth Wexas travel guides

Every step of the way

Every step of the way

Our services are with you from start to finish:

  • Dedicated personal consultants
  • Wexas Travel App
  • Free airport lounges on qualifying bookings
  • Care and guidance pre, post and during holiday
  • Full financial security: ABTA & ATOL protected