From Florence: San Gimignano, Siena and Chianti Wine Tour | 11 hours 15 minutes

766 Reviews | Florence
Likely To Sell Out
From $63.60 per person Lowest Price Guarantee
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Inclusions / Exclusions

  • Mobile ticket
  • Offered in: Portuguese, English, Italian, Spanish
  • 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

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.

Meeting points

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.

Itinerary

  • Historic Centre of San Gimignano

    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 hours

  • Porta San Giovanni (Pass By)

    This is one of the gate to enter the medieval hamlet

  • Collegiata di Santa Maria Assunta - Duomo di San Gimignano

    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.

    15 minutes

  • Palazzo Pubblico e Torre Grossa

    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.

    30 minutes

  • Piazza Della Cisterna

    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.

    15 minutes

  • Monteriggioni

    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.

    1 hour

  • Fortezza Medicea (Pass By)

    Admire this ancient fortress located right outside the center of Siena

  • Centro Storico Di Siena

    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.

    2 hours

  • Piazza Salimbeni

    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 minutes

  • Palazzo Tolomei (Pass By)

    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.

  • Via di Citta (Pass By)

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

  • Piazza del Campo

    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 .

    15 minutes

  • Fonte Gaia (Pass By)

    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.

  • Palazzo Pubblico E Museo Civico

    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”

    10 minutes

  • Duomo di Siena

    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.

    15 minutes

  • Facciatone (Pass By)

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

Sample Menu

Additional Info

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Suitable for all physical fitness levels
  • A moderate amount of walking is involved.
  • Operates in all weather conditions, please dress appropriately
  • Entrance to the Siena Cathedral is not included, clients can enter at their own expenses and depending on Cathedral opening times. Please note that will not available on Sundays or Bank Holidays and during special event opening times can change
  • Please note that Portuguese option requires a minimum of 4 pax. Otherwise, the tour will be guaranteed in English.

Free Cancellation

April 25100% refund
April 26No refund

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Reviews

4.4

766 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews
  • 5 stars
    528
  • 4 stars
    126
  • 3 stars
    58
  • 2 stars
    27
  • 1 star
    27

Reviews by TravelOne travelers

Showing 1-5 of 528 reviews with 5 stars

Amazing experience!

Published on Nov, 2024

This tour was incredible! We had an amazing time in each city, and the winery was also fun and just a great experience. Marta and Ricardo were the best too. She explained the history of the area and gave us great suggestions for each town, and Ricardo got us to each destination safely. This was the best day of our Italy trip, and you should definitely book it!

Excellent

Published on Sep, 2024

Was overall a great day! Marco was very personable and informative. Would highly recommend. Perfect day

Amazing tour!

Published on Aug, 2024

Amazing tour! Lots of time in each place, and the tour guide Emma was so enthusiastic, knowledgeable and energetic that it was extra enjoyable!

Trip was great and we...

Published on Jul, 2024

Trip was great and we especially enjoyed our guide Lila. All of the towns are beautiful and the winery did an excellent job of presenting their products.

A visit to Tuscans must see and experience.

Published on Jun, 2024

Free time to enjoy in Siena and San Gimignano. The guide Erica was friendly and shred lots of relevant information.

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