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Exclusive One Day Tour To Siena and San Gimignano in a small group with Chianti Wine Tasting

With our Siena-San Gimignano-Chianti Day Tour from Pisa, you will discover two beautiful medieval towns in Tuscany in a small group. In addition, you will enjoy a unique Chianti wine tasting at a local winery in the typical Tuscan countryside.

Siena-San Gimignano-Chianti Day Tour by Minivan from Pisa in small groups

Small Group ensure Exclusive Experience
Chianti Wine in the countryside
Free Cancellation until 48 hours before
DEPARTURE LOCATION Meeting point: Pisa Central Station (in front of the fountain)
DEPARTURE TIME Between 7:40 and 8:00 am (we will confirm you the exact pick up time few days before the tour according to our pick up schedule)
DURATION Approx. 9 hours
AVAILABILITY Every Saturday from April 1st to October 30th
Other days available for private tours
SUGGESTED CLOTHING Comfortable clothing, hat, jacket and sunscreen
Transportation by minivan with a/c
Chianti Wine Tasting
English Speaking Driver
Entry fee to Museums/Cathedral
Adult – 144 euro/pp
Children (3-11) 99 euro/pp
Baby 0-2 – Free

Itinerary from Pisa:


Departure From Your Hotel or Accommodation in Pisa

We will pick you up from Pisa Central Station. Afterwards, we will start our Siena-San Gimignano-Chianti Day Tour from Pisa in direction of San Gimignano.

Visit San Gimignano

The trip will last approximately 1 hour and 30 min. From our comfortable minivan/minibus you will enjoy the scenic Tuscan landscape. We drive until we reach San Gimignano, a real treasure in the heart of Tuscany.


Visit Siena

After visiting San Gimignano, we will board our minivan/minibus and drive again through the elegant Tuscan hills for about 40 minutes. We will get to Siena, where you will see the famous Piazza del Campo and many other important monuments.

Chianti Wine and Olive Oil Tasting

We will make a stop at a local winery for the Tuscan Chianti Wine Tasting. Furthermore, you will taste some local Extra Virgin Olive Oil.

Return to Pisa

We will drive back to Pisa (approx. 1 hour and 30 min) and drop you off at the same location of pick up.


Day Trip from Pisa directly to The Tuscan Countryside

We will pick-up you up Pisa Central station. In order to reach the villages of Siena and San Gimignano, we will travel through the Tuscan countryside. There you will feel like time has stopped.


San Gimignano: Discover The History of Tuscany

Locals often refer to San Gimignano as the “Manhattan of the Middle Ages”. Indeed, you will see its singular skyline in the distance when we drive towards the town. There were more than 70 towers originally. They were symbol the of wealth. However, San Gimignano will surprise you not only for its ancient traditions, but also for the tasty wine and food offer. In fact, the town of San Gimignano is surrounded by vineyards and olive trees.


Siena: What You Will See during Your Day Tour

After visiting San Gimignano, we will drive through the countryside until Siena. You will love this old town with its medieval walls and its narrow streets, full of typical restaurants.
You will start your tour in the suggestive shell-shaped Piazza del Campo. This square is very famous for the traditional horse race called Palio. This historical race is very important for locals and many visitors come here to join the event twice a year.  Our guide will tell you about this old tradition and the competing contrade (town’s districts). Indeed, the Palio is not only a horse race, but it originates from these old rivalries.

During your free time, you can visit the stunning cathedral of Siena, the Duomo (entrance is not included). You can admire the superb marble panels covering its entire floor. Around 40 different artists worked on this mosaic between the 14th and the 16th century.
Learn more about Siena in our website.


Enjoy authentic Chianti and other good Italian wines in a typical cellar!

If you say Italy, you say Wine. Chianti is probably the most famous Tuscan wine all over the world. However, it is not the only wine in Tuscany.


Discover the Taste of the Original Extra Virgin Olive Oil!

In order to enjoy a classic Italian aperitif, you can combine your wine with some pecorino cheese and a slice of bread with local Extra Virgin Olive Oil.

Learn more about the Chianti Region!

Medieval Tower San Gimignano
Medieval Tower San Gimignano
San Gimignano and Siena tour from Pisa
Palio di Siena
Piazza del Campo Siena
Torre del Mangia Siena
Medieval City of San Gimignano
Medieval Tower San Gimignano
Chianti Wine
Wine Degustation

Request More Info About Siena, San Gimignano & Chianti Full Day Tour from Pisa

    Terms And Conditions

    • Deposit 50% 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 in cash in EURO the day of the tour.
    • There will be a full charge to your deposit for bookings canceled less than 48 hours prior or for no-shows.
    • No charge for cancellations made with at least 48 hours 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.

    Tour Reviews

    5.00 based on 1 review
    February 15, 2018

    Italy is as you expect it: marvellous!
    With this tour we have discovered perhaps the most beautiful towns of Tuscany: Siena and San Gimignano: these towns are impressive for their history, monuments, architecture and, obviously, for the italian people you can meet there. We enjoy every moment of this beautiful day tour from Pisa, ended up with a really exiting Wine tasting experience.
    Really really really recommended!

    February 15, 2018

    Thank you Barbara for sharing with us your opinion about our tour.
    We hope you will choose us again in your next holiday in Tuscany! 🙂
    Best Regards. Staff

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