Day trip

Florence: Siena, Pisa, and San Gimignano Day Trip with Wine

4.8 / 5

36 reviews

Activity provider: City Wonders Ltd.

Florence: Siena, Pisa, and San Gimignano Day Trip with Wine

Activity provider: City Wonders Ltd.
Likely to sell out

From US$ 57.09 per person

Likely to sell out

Tour the Tuscan countryside in a private coach, stopping in the World Heritage towns of Siena, San Gimignano and Pisa.

About this activity

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Covid-19 precautions
Special health and safety measures are in place. Check your activity voucher once you book for full details. Learn more
Duration 12 hours
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Live tour guide


  • Visit 3 contrasting UNESCO World Heritage towns on a day-trip from Florence
  • Savor a refreshing glass of local Chianti wine in San Gimignano
  • Enjoy free time in the picturesque and preserved old town of San Gimignano
  • Visit the magnificent Duomo di Siena and admire its marble facade
  • Admire the famous leaning bell tower of Pisa
Full description

Boarding your air-conditioned coach in Florence, you will meet your tour leader who will stay with your group for the duration of your day trip. As you journey through the rolling hills, vineyards and olive groves of the Chianti region, they will tell you what to look out for in each new town. Your first stop will be the medieval town of Siena, where the Palio horse race has been held twice a year since the 17th century. When you arrive in Siena you will have free time to explore the red-bricked city and admire the magnificent Duomo di Siena which stands out with its white and greenish-black marble facade. Back aboard your coach, you will spot the iconic tower houses of San Gimignano on the skyline from miles away. This Medieval walled town will be yours to explore, as you wander back in time along the narrow streets, being able to ask your tour leader where to find the best gelato. After enough free time to explore and take pictures, rejoin the group for your complimentary glass of Chianti wine and some nibbles. The coach will then return you to Florence.

Hop back on your coach and enjoy a transfer to Pisa. Here you will have free time at the Piazza Dei Miracoli (Square of Miracles) to take pictures in front of the infamous Leaning Tower of Pisa. You will also have time to explore the lesser-known Duomo, a UNESCO World Heritage Site and Baptistery, before your driver returns you to Florence

  • Expert, English-speaking tour leader throughout the day
  • Tasting of local wine
  • Round-trip transportation in a comfortable air-conditioned bus
  • Free time to explore the town of Siena, a UNESCO world heritage site
  • Free time to explore and admire the architecture of San Gimignano
  • Free time to explore the town of Pisa and to see the famous leaning bell tower of Pisa
  • Hotel pickup and drop-off
  • Gratuities
  • Food
Not suitable for
  • Wheelchair users
Covid-19 precautions
Safety measures in place
  • You must keep social distance while in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask

Select participants and date



Meeting point

Piazza dell'Unità Italiana is in front of the Hotel Baglioni near Santa Maria Novella Train Station. The meeting point is in front of the Obelisk, right in the middle of the square.

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Important information

Not allowed

  • Baby strollers

Know before you go

  • It is not possible to visit the Siena Cathedral on Sundays and religious festivities, your guide will include a valid alternative in Siena
  • Government-imposed COVID restrictions for entering countries and venues (e.g. booster shot, negative COVID test, vaccine certificate with a QR code) may change at short notice
  • It is the responsibility of all visitors to ensure they check the official travel advice on the government websites and comply with local requirements. The local partner will not be held responsible for refused access to museums and tourist attractions and no refund will be due
Customer reviews

Overall rating

4.8 /5

based on 36 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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The guide, Renata, was very helpful. The tour allowed us to visit three wonderful cities. Too bad only for San Gimignano, where we would have liked to spend more time. On the other hand, the time spent in Pisa and Siena was wonderful, where we were able to visit the historic centers and also the fantastic museum of torture. The tasting was excellent and the staff very courteous.

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July 28, 2022

The trip out of Florence was well worth it. The guide was very nice and responsive. However, at each of the stops you get a 5 or 10 minute introduction by guide who also sets schedule and points for meeting. She was very responsive to individual questions when she was with us, but other than that, there was never any in depth commentary since the guide does not accompany the group within the visited cities, nor did she narrate on the bus except a few minutes prior to arriving. No commentary on what we were seeing even on the way out of Florence, which could have easily turned into a very wonderful narration of points of interest.. Other than to say wine area at some point mentioning the types of wine, there were hours of silence. If you want a more in depth perspective, do not take this tour as guides apparently are not supposed to give many historical facts or narrate while on the bus. It was an overview if you do your own research before or after. The tasting was very disappointing,

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June 11, 2022

Our family of 5 had a great day touring Siena, San Gimignano and Pisa. Antonio has been made the day trip delightful for us, explaining the history of the places in small bites in the coach, but not overloading us with information. At the last stop, I tripped and fell. Antonio was very kind to get bandages from the pharmacy for me. Thank you again. It was a great day trip for us.

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June 8, 2022

Product ID: 218121