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Railbookers · Independent rail vacation

Lake Como, Tuscany, and Venice

Milan to Venice independent rail vacation via Lake Como and Florence

Illustration of Lake Como, Tuscany, and Venice

Railbookers markets this 10-day trip as an independent rail vacation from Milan to Venice, with small-group guided tours woven into an otherwise self-paced itinerary. After a night in Milan, three nights on Lake Como include a guided sightseeing tour and free time to explore at your own leisure, with an optional funicular ride to Brunate. A train carries you on to Florence for three nights, with a walking tour to see Michelangelo's David at the Accademia Gallery and a full-day excursion to Pisa, a Chianti winery for lunch and wine tasting, and the towns of San Gimignano and Siena. The trip ends with two nights in Venice, arriving at Santa Lucia station on the canals for a small-group tour of the Doge's Palace and the Golden Basilica. The pace is relaxed, with three-night stops in both Como and Florence, suiting history-minded and food-and-wine travelers who want guided highlights without a fully escorted schedule.

What to know before you look closer

  • Day 7's Tuscany excursion to Pisa, Chianti, San Gimignano and Siena travels by road rather than train.
  • All hotels are drawn from 24 accommodation options across Milan, Como and Florence; the final hotel depends on the tier and city you select.
  • The operator does not list current departure dates for this package; confirm availability with Railbookers before booking.

Day by day

  1. Day 1overnight: Milan

    Your Journey Begins in Milan

    Welcome to Italy! Upon arrival, make your way to your hotel and check in for an overnight stay. Spend your time in Milan exploring Europe's capital of fashion! Take a trip to the Quadrilatero d'Oro (Golden Quad) where top designers have established their flagship stores.

  2. Day 2railovernight: Lake Como

    Milan to Lake Como

    Following breakfast, make your way to the station to board your train to Como. Check in to your hotel for a three-night stay and get ready to explore the town of Como at your own leisure this afternoon.

  3. Day 3overnight: Lake Como

    Lake Como

    Enjoy breakfast before meeting your expert guide for a tour around Como this morning. Lake Como is the third-largest lake in Italy and is known for its incredible Mediterranean and Alpine scenery.

  4. Day 4overnight: Lake Como

    Lake Como

    Today why not take to the water via one of the public ferries and visit any other of the fabulous lakeside towns such as Bellagio – the 'pearl of Lake Como'? Make sure to allow yourself enough time to venture to Brunate – accessed by a steep funicular.

  5. Day 5railovernight: Florence

    Lake Como to Florence

    Following breakfast, get ready to embark on your next train to the Renaissance of art - Florence! Make your way to your hotel and check-in for a three-night stay.

  6. Day 6overnight: Florence

    Florence

    After breakfast, make your way to your walking tour and visit the world-famous Accademia gallery, home to Michelangelo's David. Absorb all Florence has to offer as you walk the cobbled streets and admire the cathedrals.

  7. Day 7overnight: Florence

    Day Trip to Tuscany: Pisa, Siena, San Gimignano

    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.

  8. Day 8overnight: Venice

    Florence to Venice

    Arrive at Venice Santa Lucia station, on the banks of the sparkling canals. On arrival, check-in at your hotel for a two-night stay.

  9. Day 9overnight: Venice

    Venice

    This morning, make your way to St Mark's Square for the start of your small group tour to the Doges Palace, and mesmerizing Golden Basilica. Following this, it is a guided walking tour through the quieter lanes and alleys.

  10. Day 10

    Your Journey Ends in Venice

    Check out of your hotel after breakfast this morning and continue with your travels to Venice airport with your included private transfer.

The moments this trip is built around

  • Day 3A guided small-group sightseeing tour around Como, known for its Mediterranean and Alpine scenery.
  • Day 6A walking tour to the Accademia gallery, home to Michelangelo's David.
  • Day 7A full-day Tuscany excursion: a tour of the Tower of Pisa, a Tuscan lunch and wine tasting at a rustic winery in Chianti, and visits to San Gimignano and Siena.
  • Day 8Arrival at Venice Santa Lucia station on the banks of the sparkling canals.
  • Day 9A small-group tour to the Doge's Palace and the Golden Basilica at St Mark's Square, followed by a guided walk through the quieter lanes and alleys.

Included

  • Rail travel as per itinerary
  • 1 night hotel accommodation with breakfast in Milan
  • 3 nights hotel accommodation with breakfast in Lake Como
  • 3 nights hotel accommodation with breakfast in Florence
  • 2 nights hotel accommodation with breakfast in Venice
  • Small-group sightseeing tour of Como
  • Small-group walking tour of Florence
  • Small-group day trip to Pisa, Siena, San Gimignano, and Chianti with Lunch
  • Small-group walking tour in Venice including the Doges' Palace and St Marks Basilica
  • Private transfer from Venice hotel to Venice Airport

Questions travellers ask

Is rail travel included?
Yes. Rail travel is included for the Milan to Como, Como to Florence, and Florence to Venice legs. The Day 7 Tuscany excursion to Pisa, Chianti, San Gimignano and Siena travels by road.
Is this tour guided or independent?
It is an independent rail vacation with small-group guided tours built in throughout: in Como, Florence, on the Tuscany day trip, and in Venice.
What is included on the Tuscany day trip?
A tour of Pisa and the Tower of Pisa, a Tuscan lunch and wine tasting at a Chianti winery, and visits to the medieval village of San Gimignano and the city of Siena.
What hotels are used?
Hotels are chosen from 24 accommodation options across Milan, Como and Florence; sample properties include Hilton Milan, Armani Hotel Milano, and the Dbh Duomo Boutique Hotel on Lake Como.
When does this tour run?
The operator does not publish current departure dates in the available materials; confirm dates directly with Railbookers before booking.

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