Florence Day Trip To Siena And San Gimignano

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Hotel pickup Available
  • Free Cancellation
  • Duration: 9 Hrs
  • Departure Time :
    Time will be confirmed prior to booking date
  • Departure Details :
    Florence hotel - full address to be supplied
  • Return Details :
    Returns to original departure point in Florence
  • Cancellation Policy :
    For a full refund, cancel at least 24 hours in advance of the start date of the experience. Tours booked using discount coupon codes will be non refundable.


A customized day trip of Siena and San Gimignano for the discerning traveller seeking an authentic Italian experience on a small group tour with only the very best of English speaking driver-guides. Travel from the centre of Florence to discover the one-time capital of Tuscany, Siena and the enchanting hilltop towered town of San Gimignano. Visit Italy close up in a Mercedes minivan of up to 7 - 8 people that takes you into the very heart of each of these beautiful Tuscan cities.


  • Flexibility to customize your itinerary to your own preferences
  • Private tour is operated with just your party and a guide/driver
  • Family friendly
  • Free hotel pickup and drop-off included
  • Great overview and orientation of the city

Know More about this tour

Meet your private driver/guide at 9am for the pleasant hour and a half drive to Siena, probably one of the most beautiful cities in Italy. Scarcely any street is level as the city is built on 7 hills giving the winding narrow streets a charm all of their own. Of particular note is the gothic black and white marbled Duomo (1136-1382) with its stunning marble-inlaid floor. Stroll down the various winding streets, climb the 505 steps to the top of the Torre del Mangia, the bell tower of the Palazzo Pubblico, for spectacular views across the city. This is the second highest medieval tower at 102m (330ft) ever built in Italy between 1338-48. Afterwards descend to the grand Piazza del Campo where the famous Palio is held each July and August

As we travel on to San Gimignano, stop in Monteriggioni; a walled castle (built 1214-1219) anda strategic defensive outpost for Siena on top of a hill overlooking the Cassia Road. The intact fortified wall has 14 towers and 2 gates, the Franca or Romea Gate facing Rome and the Florentine Gate which looks towards Florence. The reputation and prestige of this particular castled town was mentioned in Dante Alighieris Divine Comedy!
You may wish to stop at a fattoria or lively osteria for lunch (at your own cost) before arriving into the beautiful historic centre of San Gimignano, a UNESCO World Heritage Site. The town bears exceptional testimony to the civilisation of the Italian Middle Ages in the 11-13th centuries as it groups together within a small area all the buildings typical of urban life with squares, streets, houses and palaces, wells and fountains. San Gimignano was importantly placed on a trade route as well as a relay point on the Via Francigena for pilgrims journeying to and from Rome.
The town itself was controlled by two major rival families and was the scene of incessant conflicts between the two. As symbols of their wealth and power, there were once an incredible 72 towers rising above the rooftops, some as high as 50m. There are fewer towers nowadays, but the fourteen remaining are still impressive in the misty distance, forming an unforgettable skyline in the heart of an Etruscan landscape. The town is renowned for its Vernaccia di San Gimignano white wine and certainly not to miss is a visit to Gelateria di Piazza, where Sergio Dondoli creates award-winning gelato with flavours including Vernaccia wine sorbet!

After a day discovering some of Tuscany's most beautiful towns, sit back, relax and enjoy the comfortable hour's journey back to Florence with arrival at around 6pm.

With your own private driver, entirely at your disposal throughout the day, this tour is flexible and if there is anything in particular that you wish to see or do, please let us know and we will do our best to incorporate this into your day.


Bottled water


Florence hotel pickup and drop-off

Transport by private vehicle


Museum & Monument entrance fees



Additional Info

Confirmation will be received at time of booking, unless booked within 3 days of travel. In this case confirmation will be received within 48 hours, subject to availability

Infant seats available

A maximum of 7 people per booking

Traveler Reviews

  • 19-Jun-2016

    Giovanni was a great driver. He kept a very clean car and get us introduction on all the places we visited. He also recommended restaurants and attractions worth visiting. We had a wonderful day with him.