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From EUR 250

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A day trip from Rome to visit the best of the Tuscany region

Spend a day exploring the best Medieval Tuscan cities; Siena, San Gimignano, Monteriggioni and tour the windy roads of the Chianti wine region in the comfort of a minivan including wine tasting in a local winery and lunch.


What's included:

  • Train tickets from Rome to Florence and back on high speed train 
  • Transport by minivan to Tuscany
  • Your English speaking driving guide
  • 2h visit of Siena
  • Orientation walk of Siena with our tour leader
  • Time to explore Siena in complete freedom
  • A short visit of Monteriggioni 
  • 1h30 visit of San Gimignano
  • Free time to discover the village at your own leisure
  • Scenic drive of the Chianti region
  • Wine tasting in a local winery
  • Up to 8 different types of Tuscan wines
  • Extra Virgin olive oil tasting
  • Truffle oil & pepper oil tasting
  • Balsamic vinegar reserve
  • Authentic Tuscan meal: Antipasti Toscani (bruschetta, pecorino cheese, Tuscan cured meat), some Lasagna with truffle oil, traditional Ribolita bread Soup and Cantuccini biscuits as dessert.
  • Small group tour - max 8 people *min. number required to run*

* Available on request, vegetarian, vegan and gluten free menu.


MONDAY, TUESDAY, THURSDAY, SATURDAY - extra departures on request
The train leaves Rome at 6:45 am approx.
Piazza della Calza, at the "P" parking sign by Porta Romana located ot 20 minutes walk from the train station in Florence - Confirmation sent by email with the train tickets

Back to Rome at 8:00 pm approx
  • You won't meet one of our team in Rome but you will travel by train independently from Rome to Florence and back ( tickets included ). You will meet us directly in Florence at the tour departure point. 
  • Full details of the train tickets will be sent by email to the customers a few days before the tour. On the ticket you will find the train number and seat assigned.
Cancellation policy:
  • 365 - 15 days: 100% refund / 14 - 0 days: 0% refund
  • No refund will be issued to clients who miss the train
  • Add a Trip cancellation insurance to your booking to have the freedom to cancel your trip for literally any reason up to 24h prior the trip and be reimbursed in full.


Do you wish to stay longer in Florence? If you wish to take a later train back to Rome and stay longer in Florence after the trip , it is possible. Just make sure you to inform our team at the moment of the booking. 


From EUR 250

+1 Additional options

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If you are short of time and you are only in Rome for a few days, this is the perfect tour that allows you to see as much as possible of Tuscany in only a day!


You will depart from Rome at 7:00 am on a 1h30m journey by fast-speed train to Florence. Once in Florence come directly to the meeting point located not too far from the train station where you will meet our guide who will take you on an exciting trip to Tuscany.

The tour departs from Florence at 9:00 am on an 8-seat van. During the day we'll visit the historic city of SIENA where you will be enchanted by the architectural styles of the cathedral and the old palace in Piazza del Campo, the venue of the famous Palio horse race held twice a year in July and August. After an orientation walk with your guide you will be left free to explore the town, sit in one of the many cafes to relax, or discover the hidden streets of this magical town.


The walled town of MONTERIGGIONI will be one of our stops on the way to Siena just to give our passengers the possibility to be part of where the Gladiator was filmed and visit THE most preserved Medieval town in Tuscany.


We will then continue towards SAN GIMIGNANO, a UNESCO World Heritage Site and the most famous walled medieval hill town in Tuscany also renowned as the " Manhattan of Tuscany " due to the many towers. On the way to the village, our guide will give you tips about the best places to visit and you will have free time to wander through the narrow and characteristic streets and check out the local shops selling the Tuscan delicacies. Don't forget that San Gimignano is also the place where the world champion gelato maker is based... so make sure to have some cash with you to spoil yourself.


We'll also ride throughout the CHIANTI region with its charming scenic views and we will reach an authentic Tuscan WINERY surrounded by rolling hills, vines and olive groves for WINE AND OLIVE OIL TASTING & LUNCH. Return back to Florence is by 6:00pm. Back to Rome by 8:00pm approx. 




  • 3 of the most famous medieval villages in Tuscany in only 1 day!
  • Siena, the city of the Palio horse race
  • San Gimignano, the city of the Towers
  • Monteriggioni, the city of Gladiators
  • Chianti, the land of the wine in Tuscany
  • Tasting of delicious wine Chinati
  • Our fun and informative local guide on board
  • Small group


  1. Roma
  2. Firenze
  3. San Gimignano
  4. Monteriggioni
  5. Siena
  6. Firenze
  7. Roma