Day trip

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

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

Activity provider: City Wonders Ltd.
Likely to sell out
Likely to sell out

From US$ 62.32 per person

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

About this activity

Free cancellation
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Covid-19 precautions
Special health and safety measures apply. Learn more
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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

Covid-19 Update

Due to health and safety regulations, this itinerary may change. See Know before you go for the latest updates.

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

5 /5

based on 21 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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Simona has been a great tour guide! We really enjoyed the day trip to Siena, San Gimignano and Pisa and were lucky that the group was so small (6 persons in total) :-) Unfortunately the time in Siena was not sufficient, we could have spent there 1 hour longer. All in all highly recommended tour!

October 24, 2019

All three are worth seeing and experiencing. we found that in Vienna big corporations have moved in and its like shopping in any mall with the big chain stores. We found on this trip however that small locally owned stores and restaurants are still present and it had the old world charm.

October 21, 2019

Awesome tour & guide

It was so great to see Siena, San Gimignano & the tower of Pisa. Our guide AnaMaria was Fantastic, best guide of our whole trip! She was so delightful and filled with information. The drive was beautiful through the Tuscany region. Long day but worth it. Pisa is great to see (you have to), but Siena & San Gimignano were the true highlights! Only wish we had more time in Siena to souvenir shop, didn't really get to do that there. Went with husband and adult children and we all loved it.

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October 14, 2019

Product ID: 218121