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From Florence: San Gimignano, Siena, and Chianti wine Tour
Food & Drink 11 hours 15 min 4.4 · 766 reviews Offered in: Portuguese, English, Italian, Spanish

From Florence: San Gimignano, Siena, and Chianti wine Tour

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Overview

Enjoy a full-day tour visiting Tuscan villages and exploring the Chianti wine region! The villages of San Gimignano and Monteriggioni, the Chianti area, and the medieval town of Siena are situated in the heart of Tuscany. Reach easily our meeting point by taking the T1.3 tram heading to Villa Costanza.

Start your amazing journey in the first stop of Siena, the world-famous city of Palio horse-race in Piazza del Campo.

Afterward, head to our beautiful winery nestled in the Chianti Area, with scenic views of the Tuscan countryside.

Third stop, continue with a visit to the marvelous Monteriggioni castle, a medieval fortress that is really well preserved. You may also recognize it from the Assassin's Creed video game series.

Last but not least, explore San Gimignano, another magnificent example of a Medieval urban town where you will have free time to visit the village and its splendid squares and towers.

At the end of the day, take your ride back to Florence.

  • Recommended by 98% of travelers
  • Badge of Excellence
  • Free cancellation up to 24 hours before
  • Mobile ticket

What's included

Free time in San Gimignano

Wine tasting in a typical winery

Free time in Monteriggioni

Free time in Siena

Expert tour leader

Hotel pickup and drop-off

Gratuities

Lunch

Meeting and pickup

Travelers meet at the meeting point.

Meeting point

Meet us at Villa Costanza, in front of 'The Florence Gate' Café. Reach the meeting point by T1 Leonardo tramway to Villa Costanza (get off at Villa Costanza stop which is the end of the line). The ride is 20 min from center and you can choose the nearest stop. Our staff will wear a green shirt.

End point

This activity ends back at the meeting point.

Good to know

Meet our staff at Villa Costanza, Florence Coach Station.
How to get to Villa Costanza from Florence:
take the tram T1.3*, direction 'Villa Costanza'. It will take around 20 minutes to reach the destination.

Once arrived, look for our staff member(s) wearing either a green t-shirt or a white shirt with green foulard with myTour logo, in front of The Florence Gate Caffetteria.

*Please note that the tram ticket costs 1.50€ and you can get one at the vending machine close to the tram stop.
For urgent communication please contact +39 0577236330

What to expect

  1. Historic Centre of San Gimignano

    2 hours

    Have some free time in this stunning medieval village also declared world cultural heritage from UNESCO due to its beauty and for its tower houses. This was also known as the "Manhattan of the Middle Ages". You will have free time to visit everything you want in San Gimignano, such as taste one of the best ice-cream in the world at Gelateria Dondoli.

  2. Porta San Giovanni

    2 hours

    This is one of the gate to enter the medieval hamlet

  3. Collegiata di Santa Maria Assunta - Duomo di San Gimignano

    15 min

    During your free time you can decide to visit the beautiful Duomo located in the main square of the village. This is an extraordinary example of a well-preserved Medieval urban town, with the original old walls. This is also the main reason why UNESCO included this town into the world heritage sites.

  4. Palazzo Pubblico e Torre Grossa

    30 min

    If you wish to climb one original tower house and go back to the Middle Ages then you should climb this tower. From the top the view is stunning. This wonderful landscape will seduce you with its unique skyline made of towers. Most of the tower in San Gimignano were built during the 14th century by families who wanted to demonstrate their growing power.

  5. Piazza Della Cisterna

    15 min

    One of the main squares of the village, has this name cause there is a wheel in the middle of the square. Admire beautiful palaces that face the square. The old town center is full of alleys and beautiful squares, museums, palaces, churches, magnificent towers and craftsmen’s workshops.

  6. Monteriggioni

    1 hour

    The tour will continue with a visit to the marvelous Monteriggioni castle, a medieval fortress that is really well preserved. You may also recognize it from the Assassin's Creed video game series.

  7. Fortezza Medicea

    1 hour

    Admire this ancient fortress located right outside the center of Siena

  8. Centro Storico Di Siena

    2 hours

    Spend your afternoon discovering the city of Siena and its stunning center. In the afternoon the tour continues with sightseeing in Siena. Here our official guides will lead our tour to the old city center. You will have the chance to admire the magnificent Siena Cathedral (called Duomo) and the Town Hall in the Piazza del Campo, the scenery of the world-famous Senese Palio horse race.

  9. Piazza Salimbeni

    10 min

    From here you'll start your guided walking tour with a local guide. Discover the history and anecdotes of the city. The best way to do this is on foot, admiring the city's transformations over the centuries and enjoying spectacular landscapes and curious details.

  10. Palazzo Tolomei

    10 min

    One ancient Palace located in the heart of Siena. There will be no shortage of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palaces, the great tradition of the Palio di Siena, and also the stories of pilgrimage and sanctity that distinguish the city.

  11. Via di Citta

    10 min

    One of the main roads of the historical center. Pass here with your guide

  12. Piazza del Campo

    15 min

    The shell-shaped famous city center - Piazza del Campo, as the locals call it is an important spot for all the civic and political life of Siena, as well as the location for celebrations. Piazza del Campo is also where the famous Palio di Siena takes place, twice a year. Ten horses, representing the main districts, race around the square for the famous Palio event .

  13. Fonte Gaia

    15 min

    An ancient fountain covered with white marble located in Piazza del Campo. The fountain is formed by wolves which represent the mother of Romulus and Remus, to celebrate the link to ancient Rome. The original sculpted panels are not on the square – they were removed for preservation purposes, but you can now see them at Santa Maria della Scala.

  14. Palazzo Pubblico E Museo Civico

    10 min

    This was the government of the Republic of Siena and also nowadays represent one of the city hall of the city. Here you will find the Civic Museum of Siena which houses famous paintings and frescoes, including the “The Maestà”

  15. Duomo di Siena

    15 min

    Siena’s Cathdral is one of the finest Gothic-Romanesque churches in Italy, and its beauty it's s breathtaking. From the outside you will see three portals with the central one dominated by a bronze sun and the facade is in black and white marble, which are also the colours of the city.

  16. Facciatone

    15 min

    Admire this part of the Siena Cathedral. The church also houses paintings and sculptures made by Donatello, Pinturicchio and Nicola Pisano.

Cancellation Policy

For a full refund, cancel at least 24 hours before the start time.

Times are local to the experience (Europe/Rome).

Additional Information

  • Please note that Portuguese option requires a minimum of 4 pax. Otherwise, the tour will be guaranteed in English.
  • Mobile or paper ticket accepted
  • Up to 15 travelers per booking
  • Each booking must include at least one adult.

FAQs about From Florence: San Gimignano, Siena, and Chianti wine Tour

Can I cancel From Florence: San Gimignano, Siena, and Chianti wine Tour for free?

Yes. For a full refund, cancel at least 24 hours before the start time.

How long does it take?

It takes about 11 hours 15 min.

Where does it start?

Meet us at Villa Costanza, in front of 'The Florence Gate' Café.

What's included?

  • Free time in San Gimignano
  • Wine tasting in a typical winery
  • Free time in Monteriggioni
  • Free time in Siena
  • Expert tour leader

What's not included?

  • Hotel pickup and drop-off
  • Gratuities
  • Lunch

Which places does it visit?

It visits Historic Centre of San Gimignano, Porta San Giovanni, Collegiata di Santa Maria Assunta - Duomo di San Gimignano, Palazzo Pubblico e Torre Grossa, Piazza Della Cisterna, Monteriggioni, Fortezza Medicea, Centro Storico Di Siena.

Which languages is it offered in?

It is offered in Portuguese, English, Italian, Spanish.

Is it suitable for children?

Children must be accompanied by an adult.

Operated by myTour in Italy

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