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Exclusive and Private Day Tour from Florence To Discover All Tuscany in One Day

With our Private Tour to Siena-San Gimignano-Chianti from Florence, you will enjoy a full immersion experience in the beautiful Tuscan Region. You will have the chance to visit two medieval gems, the university town of Siena and San Gimignano with its old towers. To make your visit complete, you will taste authentic Tuscan wine in a local cellar of the Chianti Region, one of the most beautiful wine districts in the world.

Visit Siena and San Gimignano and Enjoy a Unique Chianti Wine Tasting

Private Tours, Exclusive Experience
Only high quality Chianti Wines and Extra Virgin Olive Oil Tasting
Free Cancellation until 7 days before

Please, do not choose us if you like crowded tours.

DEPARTURE LOCATION Pick up at your hotel/accommodation in Florence
DURATION 8-8:30 hours approx.
AVAILABILITY Everyday *subject to availability
CHILDREN Children <18 years old are FREE and they will pay just the winery food 15 Euro/child)
Select just the number of adults in your group. The total number adults+children= max 8 people. If you are more please contact us.
Example: 4 adults+2children, select a group of 4
Example: 6 adults +3 children, you have to contact us (total number >8)
Transportation by a/c minivan
English speaking driver
Wine tasting (25 euro/person)
Tickets to museums


From your Hotel in Florence directly to Siena, San Gimignano and Chianti

Our driver will pick up you and your group directly from your Hotel or your Accommodation in Florence. You will start our Private tour to Siena-San Gimignano-Chianti from Florence and drive through the charming Tuscan countryside in order to reach Siena and San Gimignano. The trip from Florence to San Gimignano will take approx. 1 hour and 15 minutes. Once you get there, you will feel like time has stopped.

Visit of the historical town of San Gimignano

It will be very easy to spot San Gimignano from a distance thanks to its famed old towers. The town was built on the top of a hill 334 meters a.s.l. and 14 medieval towers still stand around this town. For this reason, the view over the town is breath taking. Originally, there were 72 towers in San Gimignano with different functions: house towers, watching towers, bell towers. They were a demonstration of power in the middle ages. Indeed, they were the result of conflicts between the richest families here. Each of them wanted to build higher tower to show off their economic stability, since the construction and maintaining of a stone tower was quite expensive. This trend stopped in 1255, when a new law established the maximum height of the new towers. Because of its towers, San Gimignano is also known as the Manhattan of the Middle Ages.

Not only history in San Gimignano, but also local products

The medieval skyline is what makes San Gimignano unique and very different from other medieval towns in Tuscany and in Italy. The historic centre is part of the UNESCO World Heritage for the well-preserved buildings and masterpieces conserved in them.

Moreover, a very fertile area surrounds the village with vineyards and rows of olive trees, making it a big producer of Vernaccia. This a dry white wine produced locally and considered today one of the finest ones in Italy. In 1966, it was the first Italian wine awarded with the DOC status (Denomination of Controlled Origin). Other local products we recommend you to taste are saffron and golden ham.

Discover San Gimignano and its Vernaccia on our blog.
Vernaccia di San Gimignano.


Siena: university, history and strong traditions

After the visit in San Gimignano, we will drive for about 45 minutes through the fascinating Tuscan landscape until Siena. This town is seat of several universities and like San Gimignano, it is extremely rich in medieval history and art. Siena is also on the UNESCO’s World Heritage List and one of its symbols is the shell-shaped square of Piazza del Campo. This is the heart of the town, which actually develops around it. It is worldwide famous for an important horse race that takes place twice a year during the summer, the Palio di Siena. For the locals it is not only a horse competition but also an old tradition dating back to 1633. They prepare themselves to this event the whole year round, even if it only last 4 days. Moreover, the Palio di Siena originates from the historic rivalry between the town’s districts, called contrade.

Know more about the Palio.

Main attractions in Siena

Walking around in Siena, you will have the impression to have jumped back to the Middle Ages. The town is full of history and its narrow streets are rich of brick buildings bringing you back in time. These streets and the Duomo in Siena were even chosen as background for some scenes the James Bond series movie Quantum of Solace (2008). Besides the renomated Piazza  del Campo, you should not miss:

  • The Duomo of Santa Maria Assunta, with its marvellous white and dark green striped façade, the Crypts and masterpieces signed by famous Renaissance artists the likes Donatello and Michelangeloinside;
  • The Baptistery, dating back to the 14th century with its precious baptismal fontcreated by Jacopo della Quercia, Lorenzo Ghiberti and Donatello.

 Chianti wine and real Flavours of Tuscany on Our Private Day Tour from Florence

During your stay in Tuscany, you should not miss a visit to one of the most beautiful wine districts in the world, the Chianti Region. Indeed, your visit is not complete if you do not taste some Chianti. This is probably one of the most famous wine names abroad, but it is not the only wine in Tuscany.
With our Private Tour Siena-San Gimignano-Chianti from Florence, you have the chance to join a unique wine tasting in a local cellar together with some delicious local products and a classic slice of bread with Extra Virgin Olive Oil.




Departure From Your Hotel

Our expert driver will pick up you and your group from your accommodation in Florence with our comfortable Minivan, ready to start your Tuscany Personal Experience.

Visit Siena

Once arrived in Siena, after driving through the beautiful Tuscany hills, you’ll enjoy a beautiful Tuscan town.

Visit San Gimignano

After Siena, we will drive to reach San Gimignano, a beautiful medieval town.

Chianti Wine and Olive Oil Degustation

We will make a stop in a local winery, where you can taste the Original Tuscan Chianti Wine. You will also taste the authentic flavour of the local Extra Virgin Olive Oil.

Return at your Hotel

We will drop off your group to the location of departure.

Tuscany tour - Siena and San Gimignano
Palio di Siena
Piazza del Campo Siena
Torre del Mangia Siena
Medieval City of San Gimignano
Medieval Tower San Gimignano
San Gimignano and Siena Excursions
Chianti and Super Tuscan Wine Tour

Request More Info About All Tuscany: Siena, San Gimignano & Chianti Wine from Florence

    Terms And Conditions

    • Deposit 30% is required at reservation time, by credit card or paypal (in both case 4% more) in order to guarantee your reservation.
    • Due payment may be made 15 days in advance by the same way or the day of tour in cash in Euro
    • There will be a full charge to your deposit for bookings canceled less than 7 days prior or for no-shows.
    • No charge for cancellations made with at least 7 days prior notice. If you are interested in proceeding we will send you the complete terms of service upon request.
    • They can also be viewed on the website by clicking the TERMS AND CONDITIONS link at the bottom of any page.

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