Day trip

500 Vintage Tour and Chianti Roads from Siena

4.5 / 5

19 reviews

Activity provider: My Tour in Italy

500 Vintage Tour and Chianti Roads from Siena

Activity provider: My Tour in Italy

From US$ 152.75 per person

Experience the breathtaking beauty of the Tuscan countryside by vintage Fiat 500 on an 8-hour scenic driving tour. Stop for a light lunch at a Chianti winery. Marvel at medieval villages in the rolling hills of the famous wine region, and more.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Reserve now & pay later
Keep your travel plans flexible—book your spot and pay nothing today. Learn more
Duration 7.5 hours
Check availability to see starting times.
Live tour guide
Spanish, English, Italian


  • Drive an original restored Fiat 500
  • Enjoy a typical lunch in a winery in the countryside
Full description

Try to imagine how it would be to spend a day like in the old Italian movies: driving a vintage FIAT 500 across the Chianti hills and enjoying all the beauty of Tuscany.

On this tour, you have the opportunity to drive a fully renovated vintage FIAT 500 while an expert tour leader will guide you through the best paths and will organize stops in the most characteristic villages.

Discover the real Tuscany in these little gems that have remained the same through the centuries. Here you will have the opportunity to enjoy a typical Tuscan lunch and a wine tasting. This is the chance to live the Italian dream for a day.

  • Guide
  • Original restored Fiat 500 (manual)
  • Lunch
  • Pickup and drop-off
  • Tips
Not suitable for
  • Drivers under 18 years
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned
  • 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



Important information

What to bring

  • Driver's license
  • Credit card

Know before you go

  • Please note that if you sign up for the tour as a driver you must be able to drive the car
  • Drivers must be at least 18 years old
  • Customers must be able to climb and descend stairs
  • Please note that during the winter season (from November 16th to March 14th) the tour is guaranteed with a minimum of 2 passengers
  • Small groups: maximum 8 vehicles
  • To drive the 500 Fiat car you must sign a rental contract for which you will need a driver's license and credit card (no ATM or debit card)
  • At the time of rental, a pre-authorization on credit card will be made as a guarantee for any damage, which will be canceled upon return from the tour if there has been no material damage
Customer reviews

Overall rating

4.5 /5

based on 19 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

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This tour was one of our favorites from our 2.5 week trek through Italy! Our guides were extremely accommodating with getting pictures of everyone and any requests made. We stopped through a few towns, had about 20-30 minutes to explore, then hopped back on the road. The lunch and wine tasting were superb. The lunch portions were generous and the wines delicious- we even bought a bottle! Overall it was a relaxing day spent with a fun group of people. Highly recommend!!

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April 13, 2022

Unforgettable experience in a small group to drive through the Chianti area. Ducio our guide was able to tell us a lot about the country and its people, as well as the history of the two places Castelina and Monteriggione. Typical Tuscan lunch on a nice small winery without any obligation to buy and a good tour of the small winery. The Fiat 500s were really around 50 years old and very prehistoric. Driving in it is pure dolce vita.

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September 27, 2021

We had an amazing day

We had an amazing day on our Fiat wine tour! Lorenzo was an incredible host and tour guide. He was very passionate about Tuscany and filled the day with interesting stories and facts. We enjoyed meeting the other guests of the tour, this was one of our highlights of our vacation in Italy! We would highly recommend this trip!

April 13, 2019

Product ID: 60718