Day trip

500 Vintage Tour and Chianti Roads from Siena

4.4 / 5

18 reviews

500 Vintage Tour and Chianti Roads from Siena

From US$ 122.15 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
Mobile ticketing
Use your phone or print your voucher
Duration 7.5 hours
Check availability to see starting times.
Instant confirmation
Live tour guide
Spanish, English


  • Drive an original restored Fiat 500
  • Enjoy a typical lunch in a winery in the countryside
  • Take a guided tour of the winery
Full description
Try to imagine how it would be to spend a day like the in the old Italian movies: driving a vintage FIAT 500 across the Chianti hills and enjoy 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: you will 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.
  • Pick up and drop off
  • Professional tour escort
  • Original restored Fiat 500 (manual)
  • Lunch
    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 must bring your own headphones
    • You are required to bring and wear a mask
    • You must fill out a travel information form
    • All participants who are over 12 years old must present one of the following: proof of full vaccination, proof of first vaccination administered at least 15 days ago, proof of a Covid-19 infection in the past 6 months, or a negative test taken no more than 48 hours before the activity starts
    • All participants must also bring a valid government-issued photo ID (e.g. passport, driver's license, etc)

    Select participants and date



    Prepare for the activity

    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
    • In the absence of the documents required for the COVID-19 security measures, you won't be able possible to participate in the activity and no refund will be made.
    Customer reviews

    Overall rating

    4.4 /5

    based on 18 reviews

    Review summary

    • Guide
    • Transportation
    • Value for money
    • Safety

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    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

    My wife and I had one of the best days of our lives driving a 1968 Fiat 500. Lorenzo is an amazing guide and a wonderful person. He took us through spectacular countryside and was very concerned for everyone’s safety. Advise to customers: Do NOT overestimate your driving ability, especially on a Vespa. Either ride with someone who has experience, or partner up with someone who can drive a stick and take a Fiat. (The Vespas and Fiats travel together in one large group.) The lunch/wine tasting was a fantastic experience. Ivan was a superb host who gave an enjoyable and informative tour of the winery. We stopped for gelato on the return trip. This was a day we’ll always treasure. Very highly recommended.

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    April 8, 2019

    Unvergessliches Erlebnis in kleiner Gruppe durch Das Chianti Gebiet zu fahren.Ducio unser Führer konnte uns vieles über Land und Leute, sowie die Geschichte derzwei Orte Castelina und Monteriggione erzählen. Typisch toskanischens mittag essen auf kleinem netten Weingut ohne Kaufzwang und einer guten Führung durch das kleine Weingut.Die Fiat 500 waren wirklich schon um die 50 Jahre alt und sehr prähistorisch. Darin zu fahren ist dolce Vita pur.

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    September 27, 2021

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    Product ID: 60718