Day trip

From Florence: Siena, San Gimignano and Chianti Wine Tasting Full-Day Trip with Lunch

From Florence: Siena, San Gimignano and Chianti Wine Tasting Full-Day Trip with Lunch

From US$ 65.07 per person

Embark on a tour through the heart of Tuscany to explore Siena, San Gimignano, and Monteriggioni. Stop at a Chianti winery for a traditional lunch and wine tasting session.

About this activity

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Duration options: 11 hours
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Live tour guide
Spanish, English, French
  • Tour the Siena Cathedral, Palazzo Comunale, and Piazza del Campo with a local guide
  • Admire wonderful views of Tuscan rolling hills and the Chianti countryside
  • Enjoy wine tasting and a sampling of Tuscan food at a farm house in Chianti
  • Experience the medieval town of San Gimignano, a UNESCO World Heritage Site
Full description
Enjoy a wonderful day in the Tuscan countryside, visiting the most gorgeous corners of Siena, San Gimignano, and the Chianti area. Departing from Florence, drive to the historic village of Monteriggioni. Admire the landscape of olive groves and vineyards dotted with Romanesque churches, farmhouses, villas, and castles. Continue to Siena, where a local expert guide will lead you through the city's steep medieval streets to marvel at splendid palaces. Reach the Cathedral, Palazzo Comunale, and Piazza del Campo, where the Palio race takes place every year. Make a stop at a farmhouse in Chianti, where you will taste some of the best Tuscan wines, and a tasty lunch made with local produce. Continue to San Gimignano, declared a World Heritage Site by UNESCO. The guide will lead you into the heart of the village and then you will have free time to discover the beautiful squares, buildings, and alleyways.
  • Siena Cathedral day trip
  • Access to Siena Cathedral
  • Live tour guide
  • Transport from meeting point and for activity duration: Bus / coach
  • Drop-off: Bus / coach
  • Lunch
  • Wine tasting
    Not suitable for
    • Wheelchair users
    • People with mobility impairments

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      • The activity may be operated by a multilingual guide.
      Customer reviews

      Overall rating

      4.5 /5

      based on 179 reviews

      Review summary

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      The tour started in San Gimignano, then Monteriggioni, a stop for lunch at a wine estate (Famiglia Mazzarrini), and then Siena. The time to visit San Gimignano is appropriate (around 2 hours of free time) and the city is very nice ... don’t miss trying the Ice Creams at the main square there! Monteriggioni could have been skipped for me, is a city behind walls that was built to protect Siena, but there isn’t much to be done there ... it was a 40 min stop that could have been 15. Then, lunch. The starters and the food itself was ok, but the wine tasting was poor (very little wine), and the person that was in charge of guiding us there was VERY ANNOYING! During lunch she was beating a corkscrew against a wine glass and screaming and calling attention all the time. Prices to purchase average wine and oil were high, it’s a trap. Then, Siena! Three free hours there were enough to discover the city. All in all, it’s quite worthy the price, just need some improvement on lunch hospitality.

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      February 19, 2020

      This trip to San Gimignano, Siena, Monteriggioni and wine tasting was exactly what we were looking for. We had already taken a tour similar to this one so this time opted for no guided tours while in the cities. They did have options for guides and church entrances so our group was a mix of different itineraries. We had just over an hour in San Gimignano, which was still short for us, but not rushed - extra time here would be better, even just another 30 minutes. Siena was nice and this time we had time to enjoy lunch where we wanted and at our leisure. We had 3 hours and actually felt we had too much time after lunch and walking around so I'm thinking that shifting times a little could give more time for S.G. Monteriggioni is tiny so the 30 minutes is just right and the wine tasting was cool to learn about the different methods, taste some small batch wines and also taste olive oils and balsamic vinegar - we bought a 20 year one (it's such a cool process). Sarah and Mario were great!

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      October 21, 2019

      Fantastic tour

      Fantastic tour. Only improvement would be a little more time in San Gimignano and Monteriggioni. I think an extra 15 minutes in each and 30 minutes less in Siena. In Siena I had time to have lunch, climb the tower and walk around the historic parts of the town and still had 30 minutes spare. Wine and cheese tasting was brilliant

      October 14, 2019

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      Product ID: 10680

      VA ID: 395906