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Railbookers · Independent rail vacation

Milan, Florence, Rome, and the Amalfi Coast

9-day independent rail trip: Milan, Florence, Rome, Amalfi Coast

Illustration of Milan, Florence, Rome, and the Amalfi Coast

Railbookers runs this 9-day, 8-night independent rail vacation through Italy, from Milan to Florence and Rome by train, then on to the Amalfi Coast. Two nights in Milan include a guided Duomo tour with terrace access for panoramic views, before a train carries travelers to Florence for two nights that include a full day touring Tuscany: the Tower of Pisa, a wine tasting at a Chianti winery, and the villages of San Gimignano and Siena. Another train reaches Rome for two nights built around the Colosseum and the Roman Forum, before the trip continues by train to Naples, where a private driver takes over for the coastal route to Sorrento, stopping at the ruins of Pompeii along the way. The final two nights in Sorrento include a boat trip to Capri and its Blue Grotto sea cave. It suits travelers who want Italy's classic cities and coast paired with wine country and ancient ruins.

What to know before you look closer

  • The Rome to Sorrento leg on day 7 is by train only as far as Naples; a private driver covers the rest of the route, including the Pompeii stop, so part of this trip is not rail despite the rail branding.
  • Hotels are drawn from a list of 23 accommodation options across Milan, Florence, Rome, and Sorrento spanning several tiers, from Starhotels Anderson and Crowne Plaza to the Armani Hotel Milano and Four Seasons Hotel Milano in Milan, so the final hotel depends on the tier and city selected at booking.
  • The Blue Grotto visit on day 8 is weather-permitting and not guaranteed.
  • Railbookers doesn't list specific departure dates for this trip; confirm current availability with them before booking.

Day by day

  1. Day 1overnight: Milan

    Your Journey Begins in Milan

    Welcome to Milan! Upon arrival, make your way to your hotel for a two-night stay. Spend your time in Milan exploring Europe's capital of fashion!

  2. Day 2overnight: Milan

    Milan

    Today discover the iconic Milan Duomo and its almost 6 centuries of history on a guided tour, including access to the terrace for panoramic views of the city.

  3. Day 3railovernight: Florence

    Milan to Florence

    After breakfast, check out of your hotel and make your way to the train station for your journey to Florence. Upon arrival, check-in at your hotel and enjoy a two-night stay.

  4. Day 4overnight: Florence

    Florence and Tuscany

    Your full-day excursion through Tuscany begins with a tour of Pisa, admiring the famous Tower of Pisa. Afterwards, drive to a rustic winery in Chianti and enjoy a delicious Tuscan lunch and wine tasting. Your afternoon includes strolling through the medieval village of San Gimignano and the cobblestone streets of Siena before returning to Florence in the evening.

  5. Day 5railovernight: Rome

    Florence to Rome

    Today, head to the train station after breakfast for a short train ride through the countryside to Rome. Check in to your hotel for a two-night stay and start exploring Europe's largest open-air museum.

  6. Day 6overnight: Rome

    Rome

    On your guided tour today, walk in the footsteps of gladiators at the famous Colosseum and stroll through the ruins of the Roman Forum.

  7. Day 7railovernight: Sorrento

    Rome to Sorrento Via Naples and Pompeii

    Your journey to the Amalfi Coast begins with a train from Rome to Naples, where your private driver will meet you at the station. Along the coastal drive to Sorrento, you'll stop at the ruins of Pompeii for a few hours exploring the preserved city before continuing to your Sorrento hotel.

  8. Day 8overnight: Sorrento

    Capri and The Blue Grotto

    Set sail for Capri, a scenic island off the coast of Naples, known for its stunning beauty, luxurious atmosphere, and impressive cliffs. After exploring the island, experience the Blue Grotto, a sea cave on the island's coast, famous for its intense blue light (weather permitting).

  9. Day 9

    Your Journey Ends in Sorrento

    After breakfast this morning your driver will pick you up at your Sorrento hotel, bringing you to Naples Airport for your flight home.

The moments this trip is built around

  • Day 2Day 2: A guided tour of the Milan Duomo with terrace access for panoramic views over the city
  • Day 4Day 4: A full day in Tuscany, touring the Tower of Pisa, a wine tasting at a rustic Chianti winery, and the medieval villages of San Gimignano and Siena
  • Day 6Day 6: A guided tour of the Colosseum and a stroll through the ruins of the Roman Forum
  • Day 7Day 7: A drive along the coast from Naples to Sorrento with a stop to explore the ruins of Pompeii
  • Day 8Day 8: A boat trip to Capri and the Blue Grotto, a sea cave known for its intense blue light

Included

  • Rail travel as specified in itinerary
  • 2 nights' hotel stay with breakfast in Milan
  • 2 nights' hotel stay with breakfast in Florence
  • 2 nights' hotel stay with breakfast in Rome
  • 2 nights' hotel stay with breakfast in Sorrento
  • Sightseeing tour of Milan's Duomo with Terrace Access
  • Day trip to Tuscany with wine tasting from Florence
  • Sightseeing tour of the Colosseum and Roman Forum
  • Sightseeing tour of Capri and the Blue Grotto
  • Private transfer from Naples station to your Sorrento hotel with a guided tour of Pompeii along the way
  • Private transfer from your Sorrento hotel to Naples airport

Questions travellers ask

Is train travel included?
Yes, for the Milan to Florence, Florence to Rome, and Rome to Naples legs. From Naples, a private driver covers the rest of the journey to Sorrento, including a stop at Pompeii.
Is this trip escorted or independent?
Railbookers markets it as an independent rail vacation. Guided tours are included at each stop, but travel between the Italian cities is unescorted, with a private driver for the Amalfi Coast leg.
What hotels are used?
The trip draws from 23 accommodation options across Milan, Florence, Rome, and Sorrento, ranging from Starhotels and Crowne Plaza to the Armani Hotel Milano and Four Seasons in Milan.
What will I see on this trip?
The Milan Duomo's terrace, Tuscany's Chianti wine country, San Gimignano and Siena, Rome's Colosseum and Roman Forum, the ruins of Pompeii, and Capri's Blue Grotto.
What does it cost?
Prices start from $2,539 per person, about $282 per day.

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