Chianti Countryside Full-Day Tour by Vintage Fiat 500

4.3 / 5

24 reviews

Chianti Countryside Full-Day Tour by Vintage Fiat 500

From $182.28 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 6 hours
Starting time 10:30 AM
Instant confirmation
Live tour guide
Small group
Limited to 15 participants


  • Get behind the wheel of a fully restored Fiat 500
  • Drive through the rolling hills and lush vineyards of Chianti
  • Stop at a winery for a guided tour and light lunch
Full description
Get behind the wheel of a restored Fiat 500, and experience the beauty of the Tuscan countryside from the seat of one of Italy’s most iconic automobiles. Depart for the rolling hills of the Chianti wine region, with pick-ups in Florence, Siena or San Gimignano. Enjoy views of the vineyards, medieval villages and lush woodlands of Tuscany along the way. Return train tickets to and from Florence are also available for those staying in Lucca or Montecatini. Each vehicle has been immaculately restored with great attention to detail, preserving the unique qualities that made the original Fiat 500 so simple to drive. Follow your professional tour escort to some of the most beautiful spots of Tuscany, stopping for a light lunch at a Chianti winery to complete your day.
  • Transportation by vintage Fiat 500
  • Tour escort
  • Winery tour and lunch
  • Fuel
  • Taxes
    Not suitable for
    • Wheelchair users
    Covid-19 precautions
    Safety measures in place
    • All areas that customers touch are frequently cleaned
    • Customers must keep distance in vehicles
    • The number of visitors is limited to reduce crowds
    Traveler requirements
    • Customers must bring their own headphones
    • Customers are required to bring and wear masks
    • Customers must fill out a travel information form

    Select participants and date



    Prepare for the activity

    Meeting point

    Florence, Stazione Leopolda, Viale Fratelli Rosselli at the corner with Via Elio Gabbuggiani.

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    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
    • A valid driving license is required
    • Drivers must be at least 18 years old
    • A valid credit card is required at the time of booking as a guarantee
    • Small group: maximum of 8 vehicles
    • To drive the 500 Fiat car, you will be required to sign a rental contract for which a driver's license and credit card (no ATM or debit card) is necessary
    • At the time of the rental, a pre-authorization on your credit card will be made as a guarantee for any damage; this will be canceled upon return from the tour if there has been no material damage
    Customer reviews

    Overall rating

    4.3 / 5

    based on 24 reviews

    Review summary

    • Guide
    • Transportation
    • Value for money
    • Safety
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    Awesome Tuscan countryside tour!!

    My husband and I absolutely LOVED this tour- it was the highlight of our time in Italy! Thank you to Lorenzo of “My Tours” who led the tour of just a couple of vintage Fiat 50’s, and some Vespa scooters into the beautiful Chianti hills. After a quick introduction to the workings of the Fiat’s and Vespa’s, we set off. We enjoyed a short walk around a cute little town called “Castellini in Chianti”, hopped back into our Fiat and off to a nearby wine farm, where we enjoyed a short wine cellar tour, followed by a traditional Italian meal. We were disappointed with the food- it was very average and the whole lunch stop felt rushed. Back onto the road, a photo stop in Lorenzo’s home village (super quaint!), and then a stop close by for the best gelato we had in Italy!! Ended off back at the starting point just outside Sienna. Really stunning day!

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    15 July 2019

    Wonderful tour in a wonderful region of Italy

    My husband & I had so much fun driving through Tuscany in the vintage fiat. My husband of course drove us but he had a short lesson by the tour guide & he was already familiar with driving a standard. He picked it up very easy & it was a unique way to tour the Chianti region. The two guides were very nice & informative. The tour consisted of a couple stops in charming, quaint Chianti towns, one family owned vineyard with wine tastings & a nice lunch. We had a stop for some delicious gelato & then made our way back to our starting point. The tour did not last 8.5h as advertised but it was still a lengthy day & we appreciated when it ended. They did provide pick up & drop off from the local train station, which was convenient for us, as we were staying quite a ways away from Siena. I would definitely recommend this tour to anyone looking for a memorable yet unique time touring the Chianti wine region of Tuscany!

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    23 October 2018

    23 October 2019

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    Product ID: 49629