Day trip

Tuscany: Siena, San Gimignano, Chianti, and Pisa Day Tour

Activity provider: CAF Tour & Travel

Tuscany: Siena, San Gimignano, Chianti, and Pisa Day Tour

Activity provider: CAF Tour & Travel
Likely to sell out

From US$ 73.52 per person

Likely to sell out

Discover the rich history and art of the most iconic sights in Tuscany on a day trip from Florence. Experience Chianti countryside landscapes as you explore Siena, San Gimignano, Chianti, and Pisa.

About this activity

Free cancellation
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Duration 12 hours
Check availability to see starting times.
Live tour guide
English, Spanish


8 hours
  • Florence

  • 1.15 hours
  • Siena (guided tour, free time)

  • 30 minutes
  • Chianti Hills, Tuscany (lunch, winery)

  • 15 minutes
  • San Gimignano (free time)

  • 1.2 hours
  • Pisa (free time)

  • 1.15 hours
  • Florence

Meeting point
Main stop
  • Savor the flavors of an authentic Tuscan lunch in a pleasant vineyard and farm
  • Admire the lush rolling hills of the Tuscan countryside
  • Discover the most renowned Tuscan towns in just one day
  • Explore San Gimignano and Pisa, with its amazing Leaning Tower
  • Visit Siena led by a professional local guide (if option selected)
Full description

Spend the day discovering many of the main highlights of the Tuscan countryside on this guided tour with a traditional Italian lunch included. Make your way through the rolling hills as you discover the charm of Pisa, San Gimignano, and Siena. 

Your first stop will be Pisa’s and its Square of Miracles, where you'll get to see its marvelous cathedral, baptistery, and, of course, the famous Leaning Tower. The Leaning Tower is almost 56 meters tall, about 183 feet, and leans at about 4 degrees, making it one of the most famous and iconic buildings all over the world. 

From Pisa, drive past hilltop hamlets scattered over some of the most beautiful and enchanting views of the countryside. Arrive at a family run wine-farm where a traditional Tuscan lunch and wine tasting will be served, if the option is selected.

Continue to the preserved medieval village of San Gimignano, a UNESCO World Heritage site often nicknamed the “Manhattan of the Middle Ages” because of its famous tall, narrow towers. Explore the town center and the charming craftsmen shops along the cobbled stone streets and small squares.

End the tour at Siena, a hilltop town rich in art and traditions. Stroll the pedestrian historical center and visit one of the most beautiful cathedrals in the world. Take a guided walking tour along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo.

  • Roundtrip Transportation from Florence
  • Tour escort
  • Guided tour in Siena, if option selected
  • Cathedral entrance fee, if option selected
  • Lunch, if option selected
  • Leaning Tower of Pisa entry
  • Siena Cathedral entry fee, depending on option selected
  • Lunch, depending on option selected
  • Tips

Select participants and date



Meeting point

Meeting point may vary depending on the option booked.

Important information

What to bring

  • Comfortable shoes

Know before you go

  • A minimum number of participants is required to confirm the tour. If the minimum is not reached, you will be offered an alternative or a full refund
  • The local guide service in Siena can be provided in two languages
  • For small groups of up to 8 people, the tour guide service could be replaced with an English-speaking driver-guide service, with the rest of the program remaining unchanged
  • If the Siena Cathedral cannot be visited due to religious services, a visit to the Santa Maria della Scala museum shall take its place
  • Until March 31, 2023, it will not be possible to visit the monuments at the stop in Pisa as per the winter timetable
  • The order of site visits may change
  • Starting April 1, 2023, lunch will be served at a traditional restaurant
Customer reviews

Overall rating

4.5 /5

based on 150 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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The tour rota was ok, although everyone had the feeling that everything was very rushed. Our guide definitely do not love her job and the driver treat his bus like is favourite pet. I agree that people need to know some of the basic rules but not allowing any food or drink for the entire trip is a little bit too much.

January 28, 2023

Excellent activity, we recommend! When we arrived at the meeting point (even early), there was already a lady, called Maria, waiting for us with the clothes indicated in the application, which facilitated her identification, she was very attentive and kind. We went for the tour in a big, comfortable bus, with a wonderful driver, Mr. Rafaello, who drives very well and with great care. Our guide Sandro was sensational, calmly speaking details of the view and the tour in English and Spanish, he is passionate about the places we went and infected everyone with his energy, he made us feel at ease and was very kind and kind! All are excellent professionals, congratulations to the company! Do not hesitate to take this tour, you will not regret it!

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January 11, 2023

Our guides, Áron and Sandro were excellent!! Friendly, helpful, fun and punctual! Everyone spoke several languages (English, Spanish, Portuguese…). The stop at the winery was nice, lunch with starter and main course and several wine and olive oil options. We arrived in San Giminiano at night, so we couldn't see the landscape so clearly, but it was worth it! I recommend it to everyone, especially if you are traveling in the summer, as the days with sunlight are longer.

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December 14, 2022

Product ID: 28840