Search

Railbookers · Independent rail vacation

Tuscany and the Amalfi Coast

Italy by rail: Milan, Florence, Tuscany, and the Amalfi Coast

Illustration of Tuscany and the Amalfi Coast

Railbookers operates this 8-day independent rail vacation through Italy, starting in Milan and ending in Sorrento. After a night in Milan taking in the Duomo and the Galleria Vittorio Emanuele II, travellers take the train to Florence for three nights, with a guided day trip to Tuscany that covers the Leaning Tower of Pisa, medieval Siena, hilltop San Gimignano, and a Chianti lunch and wine tasting. An Italian cooking class in Florence follows before the train continues to Naples, where a private transfer covers the coastal road to Sorrento for a three-night stay. From Sorrento, guided day trips reach the island of Capri, with its Blue Grotto and turquoise waters, and the cliffside Amalfi Coast towns of Positano, Ravello, and Amalfi. Because the trip pairs rail travel between cities with guided excursions once you arrive, it suits food-and-wine travellers and history lovers who want structured sightseeing without joining a full escorted group tour.

What to know before you look closer

  • Railbookers lists 17 accommodation options across Milan and Florence; the specific hotel depends on which tier and city option you choose when booking.
  • The Florence to Sorrento leg is only partly by rail: the train runs to Naples, then a private transfer covers the coastal road to the Sorrento hotel.

Day by day

  1. Day 1overnight: Milan

    Your Journey Begins in Milan

    Begin your journey in Milan, Italy's fashion capital. After checking into your hotel, take a leisurely stroll through the city's elegant streets, visit the iconic Milan Cathedral (Duomo di Milano), and explore the beautiful Galleria Vittorio Emanuele II.

  2. Day 2railovernight: Florence

    Milan to Florence

    Board a train to Florence, the enchanting birthplace of the Renaissance. During your stay, why not immerse yourself in the city's artistic heritage by visiting the Uffizi Gallery, Ponte Vecchio, and the Florence Cathedral (Duomo)?

  3. Day 3overnight: Florence

    Day Trip to Tuscany

    Set off on a guided day trip to Tuscany's most captivating destinations today. Explore the famous Leaning Tower of Pisa, the medieval charm of Siena, the ancient hilltop town of San Gimignano, and the scenic landscapes of Chianti, where you'll enjoy a delectable lunch and wine tasting.

  4. Day 4overnight: Florence

    Italian Cooking Class

    Delight in an authentic Italian cooking class in the heart of Florence. Learn how to create traditional Italian dishes, such as pizza and gelato, and savor the fruits of your labor. Spend the rest of the day exploring more of Florence's hidden gems and local markets.

  5. Day 5railovernight: Sorrento

    Florence to Sorrento

    Travel by train from Florence to Naples this morning, and then enjoy a private transfer along the picturesque coast to Sorrento. Sorrento is a stunning town perched atop cliffs overlooking the Bay of Naples. After checking in to your hotel for a three-night stay, explore the charming streets, enjoy breathtaking sea views, and try the famous Limoncello.

  6. Day 6overnight: Sorrento

    Day Trip to Capri

    Join a small group guided tour today, cruising along the stunning Sorrento Coast and visiting the enchanting Island of Capri. Discover hidden caves, turquoise waters, and the famous Blue Grotto on this memorable island adventure.

  7. Day 7overnight: Sorrento

    Day Trip to Positano, Ravello, and Amalfi

    Today you'll get to explore more of the breathtaking Amalfi Coast on a guided tour, visiting the picturesque towns of Positano, Amalfi, and Ravello. Admire the cliffside villages, colorful houses, and stunning views of the Mediterranean Sea as you explore each town.

  8. Day 8rail

    Your Journey Ends in Sorrento

    Check out of your hotel after breakfast this morning and your private transfer will take you from your hotel to Naples airport. If you'd like to extend your journey to another city, just ask your Rail Expert and we can help you make all the arrangements.

The moments this trip is built around

  • Day 3A guided day trip from Florence visits the Leaning Tower of Pisa, medieval Siena, hilltop San Gimignano, and the Chianti wine region, with lunch and a wine tasting.
  • Day 4An Italian cooking class in Florence teaches traditional dishes including pizza and gelato.
  • Day 6A small-group boat tour cruises the Sorrento Coast to the island of Capri, visiting hidden caves, turquoise waters, and the Blue Grotto.
  • Day 7A guided tour of the Amalfi Coast visits the cliffside towns of Positano, Ravello, and Amalfi.

Included

  • Rail travel in standard class throughout
  • 1 night hotel accommodation with breakfast in Milan
  • 3 nights hotel accommodation with breakfast in Florence
  • 3 nights hotel accommodation with breakfast in Sorrento
  • Day trip to Tuscany from Florence including lunch and wine tasting
  • Italian cooking lesson in the heart of Florence
  • Day trip to Capri from Sorrento
  • Day trip to Positano, Ravello, and Amalfi
  • Private transfers from Naples Station to Sorrento Hotel, and Sorrento Hotel to Naples Airport

Questions travellers ask

Is the train travel included?
Yes, standard-class Trenitalia rail is included for the Milan to Florence and Florence to Naples legs; private transfers cover Naples to Sorrento and back to the airport.
Is this trip escorted or independent?
It is an independent rail package overall, but the Tuscany, Capri, and Amalfi Coast excursions are guided day trips.
What is included in Florence?
3 nights' hotel with breakfast, a guided Tuscany day trip with lunch and wine tasting, and an Italian cooking class.
What happens in Sorrento?
A 3-night stay with a guided day trip to Capri and another to Positano, Ravello, and Amalfi.
What is the starting price?
$1,439 USD, or about $180 per day.

Similar journeys