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Small-Group Tuscany Day Trip to Siena & San Gimignano

By Walks of Italy
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Cleanliness and safety


  • Visit to Tuscan family farm with home-cooked meal & wine

  • Guided overview of Siena

  • Professionally guided winetasting & tour of Chianti vineyard

  • Stopping in San Gimignano with free time to climb the towers

  • Group of 18 or fewer & luxurious roundtrip transportation

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December 2020
















About this activity

What's included, what's not

  • What's included

    Guided tour of Siena, San Gimignano, and Chianti

  • What's included

    Pasta-making demonstration

  • What's included

    Lunch and winetasting

  • What's included

    Live tour commentary provided in English

  • What's included

    Roundtrip transportation via air-conditioned vehicle

  • What's excluded

    Hotel pickup and drop-off

Cleaning and safety practices

See all
  • Masks required
  • Contactless tickets
  • Vehicles and venues disinfected

Know Before You Book

  • Children younger than 2 are complimentary.

  • If you have limited mobility, you should not take part.

  • Unfortunately, we are unable to accommodate guests with mobility impairments, wheelchairs or strollers on this tour.

  • The order of the sites visited may vary.

  • This tour includes a full lunch. If you have any dietary requirements, please contact Walks of Italy after booking.

  • Check-in is 15 minutes prior to the booked tour start time.

  • Maximum group size of 18 people per guide.

  • Due to Covid19, until the end of 2020, this tour will be amended to ensure your safety: Group size and tour duration may be reduced. This will be amended as as Covid restrictions relax in accordance with local regulations.

What you can expect

Due to Covid19, until the end of 2020, this tour will be amended to ensure your safety:

  • Group tours: Group size and tour duration may be reduced. This will be amended as as Covid restrictions relax in accordance with local regulations.

Your day starts in Central Florence where you’ll meet your small group of no more than 18 people and expert tour leader. Then you’ll hop into our private transport vans and we’ll spirit you out of the city and over to Siena, one of the best-preserved examples of medieval Italian architecture in the world. Spared German bombing in World War 2, this time capsule of ancient, precarious-looking buildings is home to the Palio, one of the greatest and most dangerous horse races in the world. Your expert tour leader will immerse you in the unique history and culture of Siena as you explore its narrow streets and admire the breathtaking Siena Cathedral from the outside.

Walking the hills of Tuscan towns will make you hungry and thirsty so your next top is an authentic Italian family farm where some of our good friends will give you a behind-the-scenes tour of the vineyards, winery, and wine cellars before sitting you down for a sumptuous, all-inclusive lunch of local, seasonal ingredients. Your meal will be paired with Chianti wines specially selected to perfectly complement the flavors of the dish. What’s more, you’ll also gain an insight into traditional Italian pasta making with a demonstration by a local cook for a true appreciation of the culinary expertise of the region.

After indulging your taste buds, indulge your imagination with a final stop at San Gimignano, a town of such unique architectural beauty it has been designated a UNESCO World Heritage Site. Shop for Tuscan culinary delicacies in the rustic, winding streets, or learn about the architectural marvels of the famous Medieval tower houses that punctuate the city like sentinels of times long past.

Cleaning and safety practices

Enhanced cleanliness measures

  • High-touch surfaces cleaned and disinfected
  • Vehicles and venues cleaned with disinfectants
  • Vehicles and venues kept vacant between travelers

Social distancing

  • Contactless ticket redemption
  • Social distancing measures in place

Safety measures

  • Personal protective equipment worn by staff
  • Masks required
  • Masks provided
  • Hand sanitizer provided

This information is provided by our partners


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Activity Location

  • Siena, Tuscany
  • Il Campo
  • Siena Toscana 53100

Meeting/Redemption Point

  • In front of Cafè Lietta n.6/7/8 red, in Piazza della Libertà
  • Piazza della Libertà, 6/7/8 Rosso, 50129 Firenze FI, Italy
  • Firenze Toscana 50129
  • 4.7 average out of 5 rating of 25 reviews


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