Day trip

Siena & San Gimignano by Night: Tour with Dinner

4.7 / 5

6 reviews

Siena & San Gimignano by Night: Tour with Dinner

Activity provider: Florencetown

From US$ 209.96 per person

Discover the charms of Siena, San Gimignano, and the Chianti countryside on a small group evening tour. Avoid the crowds with an afternoon start, tour these popular Tuscan cities, and enjoy traditional regional dishes during dinner in the Chianti hills.

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 8 hours
Check availability to see starting times.
Live tour guide
Small group
Limited to 8 participants


  • Visit Siena and San Gimignano, 2 of Tuscany’s gems
  • Take in stunning Chianti countryside views at sunset
  • Enjoy a typical Tuscan dinner along with a tasting of local wines
Full description

Many centuries ago, Siena competed with Florence for power, wealth, and artistic beauty. Head out from Florence in a comfortable air-conditioned minivan with an English-speaking driver and tour leader for a full-day tour of Siena and the surrounding area. Enjoy a guided walking tour of the compact city center, and visit Piazza del Campo, the main central square, where the famous Palio horse race takes place every year. Take a walk through the quieter back streets as well, and learn about the contrade, the 17 medieval city districts that compete against each other in the Palio. The tour continues on to San Gimignano, famed for its medieval skyscrapers, high walls, and narrow streets that are characteristic of a typical Tuscan hill town. You’ll see a number of well-preserved tower houses and other centuries-old monuments. After some free time in San Gimignano, you’ll experience the sunset in the Tuscan hills and then enjoy a typical Tuscan dinner at a location in the Chianti countryside.  At the end of the tour, you’ll return to Florence in the comfort of the minivan.

  • Round-trip transportation in a comfortable minivan
  • English-speaking driver/tour leader
  • Guided walking tour of Siena
  • Dinner at a Chianti countryside location
  • Gelato in San Gimignano
  • Pickup at your accommodation
Not suitable for
  • People with mobility impairments
Covid-19 precautions
Safety measures in place
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask
  • Masks are required while indoors

Select participants and date



Meeting point

Meet at the local partner’s booking office, near the banks of the Arno river. Please arrive at the meeting point 15 minutes prior to the tour start time.

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Important information

Know before you go

  • Please inform the supplier in advance if you or anyone in your group have special requirements or impaired mobility, so that every effort can be made to accommodate these needs.
Customer reviews

Overall rating

4.7 /5

based on 6 reviews

Review summary

  • Value for money
  • Safety
  • Service
  • Organization

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great tour with great company

This is really a great tour where you combine Siena and San Gimignano in a most comfortable way. We had great guides, a fantastic dinner and the organization went on perfect. The only negative thing was the timing. We did not see neither city by night as I would assume to see. San Gimignano would have been lovely to see by night. But apart that, perfect tour.

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April 24, 2019

Great towns, enthusiast guide, fun time

My husband and I enjoyed this tour. We had small group, only 4 in our van so we had very personal attention and could ask questions which the guide was very knowledgeable. Our guide was very passionate about the region, culture and people. He knew the history and had some interesting and sometimes funny antidotes about the area and people of this region. He made the tour a fun adventure

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September 30, 2017


Christian and Elisa were Great Guides !

July 18, 2016

Product ID: 52417