1. Italy
  2. Tuscany
  3. Florence
  4. Palazzo Pubblico

Siena, San Gimignano and Chianti with Wine Tasting and Lunch

Product ID: 4511
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Discover the wonders of the Italian countryside on this full day tour through the heart of Tuscany. Visit the medieval villages of San Gimignano and Monteriggioni, pass by the old town of Siena, and enjoy lunch and wine tasting in a Chianti winery.
About this activity
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Mobile ticketing
Duration: 11 hours
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Live tour guide
Spanish, English

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  • Visit two UNESCO World Heritage sites
  • Tour the beautiful Siena Cathedral, led by a local guide
  • Enjoy wonderful views of Tuscan rolling hills and Chianti countryside
  • Stop at a Chianti winery for lunch and a guided tasting of three different wines
  • Florence

  • 1.1 hours

  • San Gimignano (free time)

  • 30 minutes

  • Monteriggioni (free time)

  • 10 minutes

  • Chianti Hills (lunch, winery)

  • 30 minutes

  • Siena (guided tour, free time)

  • 1.15 hours

  • Florence

7.5 hours

Meeting point
Main stop
Other stop
Full description
Along the way that will lead you to Siena, stop at San Gimignano, a small and world famous walled town located on a hilltop, which remained intact through the centuries, renowned for its tall towers, wonderful frescoes and many other valuable works of art: here you will be led until the heart of the historical center, where you have free time at disposal for its fascinating discovery. Following San Gimignano,  stop at the charming historical hamlet of Monteriggioni, an amazing medieval village enclosed by its famous walls, which have remained standing to this day. Enjoy some free time to visit this village. Then, crossing the gently Chianti rolling hills, arrive at a small and typical winery where you will taste 4 fantastic wines and sample balsamic vinegar and locally produced delicacies.

Upon arrival in Siena, after free time for lunch (at your own expense until November 1, 2019, when lunch will be included), meet your local guide. Take a comprehensive guided tour of the historic center, starting from its most beautiful square, Piazza del Campo. Walk along the narrow medieval streets of the city, flanked by splendid palaces and historic shops, until you reach the Museum and Oratory of a Contrada (when open), where you can experience the atmosphere of the authentic and most intimate soul of the town.

The “Contrade” (districts into which the city is divided) are the real core of local social life, where inhabitants of each district compete with each other, as they devote themselves to the preparation of the famous Palio horse-race. The Museum of a ”Contrada”, as well as its Oratory, is therefore the heart of the district. It is an intimate and secret place containing historical documents and wonderful relics of the famous Palio, as well as magnificent works of art which are normally not disclosed to the public. If you wish, your tour can include a guided visit inside the famous Siena Cathedral, built in the 12th century, to discover the beauty of its treasures and works of art.
  • Transportation by air-conditioned bus
  • Multilingual tour escort on board
  • Professional local guide in Siena
  • Museum entrance fees
  • Wine tasting
  • Lunch
  • Siena Cathedral guided visit with entrance ticket (if option selected)
What’s Not Included
  • Hotel pickup and drop-off

Prepare for the activity

Meeting point

Piazzale Montelungo (Montelungo Square), in front of the yellow sign with the local partner's name on it.

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Important information
What to bring
  • Comfortable shoes
Know before you go
• The escort service is provided by professional multilingual tour leader
• The local guide service could be provided in two languages
• Please note that the order of the visits may change
• If the tour or the language cannot be confirmed, you will be offered an alternative or a full refund

From £59.75 per person

Customer reviews
Overall rating
4.3 / 5
based on 70 reviews
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Value for money

Organized by

CAF Tour & Travel

Product ID: 4511