Vintage Fiat 500 Tour from Siena: Tuscan Hills and Winery Lunch

Badge of ExcellenceBadesse, Italy
Likely to Sell Out

From $164.09

Select Date and Travelers

Free cancellation
Up to 24 hours in advance.
  • 7 hours 30 minutes (approx.)
  • Pickup offered
  • Mobile ticket
  • Offered in: English


See Tuscany in classic Italian style by exploring the rustic region via a vintage Fiat 500, the classic, beloved and diminutive Italian automobile. Get picked up at your hotel in Siena and then ride to the stunning hilltop town of Monteriggioni, cruising through the rolling hills of Chianti along the way. Stop at a local vineyard and sample some delicious Italian wines with a hearty lunch of local fare. Follow the guide in a caravan. The number of participants on this small-group tour is limited to just ten, so you’re sure to get plenty of personalized attention from the guide.
  • Drive a vintage Fiat 500 through Tuscany
  • Cruise from Monteriggioni through the breathtaking Chianti hills in a classic Italian car
  • Dine on Italian cuisine during a 3-course lunch at a local winery
  • Learn about the area from your host, who’ll lead the caravan of cars
  • Hotel pickup and drop-off from Siena included
  • Small-group tour limited to 10 people ensures a more personalized experience

Sample Menu






Cantuccini with Vin Santo

What's Included

  • Vintage Fiat 500 car to drive during tour
  • Tour escort/host
  • Winery tour
  • Lunch
  • Tasting of different wines, water
  • Hotel pickup and drop-off on request
  • Gratuities
  • Pick up and drop off at accomodation

Meeting And Pickup

Meeting point

  • Via della Resistenza, 95
    Via della Resistenza, 95, 53035 Badesse SI, Italy

    If you have selected the pick up and drop-off option, please meet our staff member in Piazza Gramsci, Siena. They will be wearing shirts with myTour's Logo. You will be taken to the starting point of our tour in Badesse.

End point

This activity ends back at the meeting point.

Pickup details

If you select the option with pick up service included, please note that the pick up point is in Piazza Gramsci, in front of "La Lizza Cafè".

What To Expect

Step outside your hotel and then step inside your Fiat 500 for the day. This unique guided tour allows you to see Tuscany via a vintage Fiat 500, a beloved diminutive car. With two aduls per car and only five cars, this small-group tour ensures plenty of attention from the guide. 

After getting behind the wheel and following your guide caravan style, head to Monteriggioni, an impressive walled medieval village. Explore the diminutive town, taking in its ramparts from the Middle Ages and popping into small shops. Get back in the car and keep driving, cruising through the classic rolling hills of Tuscany, taking in the grape vine-clad landscape and the hills that are crowned by rustic villas. 

Pull up to Poggio Amorelli, a local winery, and indulge in a hearty Tuscany three-course lunch, complete with a wine tasting, of course. Later, start the Fiat 500 again and step on the pedal to meander back to Monteriggioni again. After a brief stop, ride back to Siena to conclude your day of Italian automotive style. 

Sample Menu

• Crostino with paté di olive
• Crostino with fresh tomatoes
• Bruschetta with extra virgin olive oilMain Course
• Pasta con pomodoro
• Cold cuts of prosciutto, salami, cheese and crostino with truffle olive oil Dessert and Wine
• Cantucci (biscotti cookie) with Vin Santo dessert wine

Castellina in Chianti (Pass By)

Full day in Chianti Hills including a local lunch surrounded by vineyards. On board of a 500 vintage you'll discover the countryside ad live unforgettable memories

Castellare di Castellina Winery (Pass By)

Full day in Chianti Hills including a local lunch surrounded by vineyards. On board of a 500 vintage you'll discover the countryside ad live unforgettable memories

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Minimum age to drive is 18 years. A valid driver's license is required in order to attend the tour.
  • A valid credit card is required as a guarantee if you sign up as a driver.
  • Previous experience using manual gears is required. Your guide reserves the right, at his or her discretion, to terminate the participation of any driver who is unable to control the car safely without any refund.
  • Each car will take a maximum of 4 adults, even if we suggest to have a maximum of 3 as it is small.. Please note that if your booking includes Children remember that a maximum of 4 People are allowed in a car.
  • Sample Lunch Menu: Starter (old cuts of prosciutto, salami, cheese and crostino with truffle olive oil), Pasta with tomato or ragu beef sauce, typical dessert. Please advise any specific dietary requirements at time of booking
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Infant seats available
  • Most travelers can participate
  • At the time of the 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 to the vehicle.
  • The tour will take place also with rain. In case the weather does not allow us to attend the tour due to heavy rain or wind, clients will be offered an alternative or a full refund. In case a storm occur during the tour and the guide decide that for security reasons is better not to continue with the tour you will be escorted back to the departure place but if this happen no refund will be issued as this is beyond our control.
  • Please note that pick up and departure are not included in the price, a pick up service can be requested at an additional cost.
  • This tour/activity will have a maximum of 16 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.

Traveler Photos

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32 reviews
Total review count and overall rating based on Viator and Tripadvisor reviews
Reviews by Viator travelers.
Showing 1-10 of 32 reviews
Love that Fiat. It was star of show everywhere we stopped!
Clark_Z, Sep 2022
All! The Fiat and Vespas and two guides. All friendly and created a great time. GREAT JOB!! Route was scenic and explanation of where we were and wine tasting and food were very well thought out.
True Adventure
Janice_S, Jun 2022
The scenery and luncheon/wine tour, and all the stops were great! Driving these windy roads is exciting and takes skill. The guide Diego was absolutely the best- considering these cars are Vintage by age only- it took a special person to deal with all the mechanical issues with grace and patience! He was kind, beyond helpful, and fun and went out of his way to make sure everyone was happy! If you like adventure and you don’t need perfection of a Collector’s car, do this! It’s a trip to remember.
Tour fantastic - pickup/drop off information incorrect
Suzette_Y, May 2022
The tour was fantastic. Fabio, the tour guide, was fabulous! Everyone had a fabulous time. HOWEVER, - The information on Viator is not accurate! Under “what’s included”, they state “hotel pickup and drop off on request”. However, we had to pay $100 euros from central Siena (5 mike drive) for pick up/drop off. Didn’t get the cost until too late to cancel.
Response from Host, May 2022
Dear Suzette, thank you for your feedback. We're glad that you enjoyed this experience with our team! We're sorry for the misunderstanding, on Viator has the "pick-up and drop-off" on request, it means that we can provide pick-up with an extra charge if customers can't reach the meeting point on their own. I put here the Viator's note about pick-up "Please note that pick up and departure are not included in the price, a pick up service can be requested at an additional cost." I am sorry but we try to be the most clear as possibile to avoid misunderstandings. Anyway, we hope you like the experience and we hope to see you again on another tour all around Italy!
A perfect, fun way to see Tuscany!!
Ellen_C, Apr 2022
This tour is fantastic!! I booked it on my husband's birthday and it couldn't have been more memorable. Yes, the car is old and it was temperamental, but thats the fun. My husband is 6'4", so it was interesting to see him behind the wheel, but he did it. The guides were so nice and knowledgeable and made sure we stopped in all the right sports for perfect pictures. The winery tour was nice and the food was plentiful. Couldn't have asked for a better birthday experience!
Response from Host, Apr 2022
Dear Ellen, thank you for your feedback. We appreciate it so much. We're glad to hear that you spent such a lovely time with our staff in one of the best scenery of Tuscany! Hope to see you again for another experience with us!
Tuscany fairytale
Nina_G, Sep 2020
Alex was a pro. The best guide ever. He explained everything. It wouldn’t be the same without him. The winery owner Andrea showed us nothing but hospitality and kindness. Good food and excellent wine. Worth every euro. Thanks guys.
Vintage Fiat 500m Tour - Fantastic
DARRYL_V, Oct 2019
This was such a cool tour in a Vintage 500 that you drove for the whole tour. The hosts were attentive and outstanding with stops for a wine tour and munch, medieval village, ice cream and pictures at the most photogenic winery. Book this tour to see Tuscany as the locals experience it.
Greg_C, Aug 2019
We participated in the tour today but we’re disappointed that much of the day was wasted at the beginning waiting for late participants. Later a car broke down and it’s replacement vehicle also broke down. These other participants travelled in our car and whilst we were willing to ‘help out’ in the circumstances this was not what we expected of the tour. Later in the day at the onset of a thunderstorm our own car would not continue and we had to abandon it and wait an hour to be picked up. 3 cars on the day were in our view in a completely unsuitable condition for the purpose they were offered for. Too much time was wasted due to organisational issues at the start and through the breakdown of these 3 cars. We are classic car owners and it is very obvious to us that these cars are not in a fit state of roadworthiness and tune. We request a refund of the booking costs. We await your response.
Amazing day exploring Chianti
Nathanael_J, Oct 2018
Duccio(sp?) was a fantastic host and driving the Fiats was a blast! Highly recomend this for anyone who loves wine and cars
One the best tours you can possibly...
avashop77, Dec 2017
One the best tours you can possibly get! My guide Michele( Michael) is a perfect gentlemen with extensive knowledge of history and culture for this region. You couldn’t get a better guide even if you try! The tiny car is Super cute, Michele drove me all day and we had a incredible jouney. Must try!
Driving the Fiat Vintage was...
Enrique A, Sep 2017
Driving the Fiat Vintage was awesome, had so much fun driving. Winery experience was great too
Agree with other reviews that the...
Lesley T, Mar 2017
Agree with other reviews that the book in process and getting going could have been faster. Not sure that the Fiat would have passed a roadworthy test - no working speedometer or mileage counter, very spongey brakes and were told not to worry about using seat belts. However we had an absolute ball folding ourselves into the tiny car and winding through the hills. The tour guides were great - friendly and knowledgeable and were able to converse with the group in several languages. It was an amazing experience not to be missed and the scenery was spectacular!
Amazing value, pick up and drop off...
Daniella R, Jun 2016
Amazing value, pick up and drop off was ideal! All the guys were so friendly and the practice in the fiat 500 before leaving was very useful! Beautiful lunch, great wine tour and superb stops along the way. Would definitely recommend! Absolutely loved it! :) thanks from Amy and Daniella (Scotland)
Our Fiat 500 tour from Siena was a...
Cheryl C, Apr 2016
Our Fiat 500 tour from Siena was a lot of fun. However, when we went to collect the car we were given one with the seatbelt held together with a knot in the belt to hold the clasp on. I said I wouldn't accept that as it was not safe. After a bit of a hullabaloo they finally gave us another car. We were the only car on the tour which was good in some respects but would have been more fun with more cars and people. Our guide Sergio was excellent and showed us around the area - he was a lot of fun.
Great small group. Fun guide...
Mary_F, Apr 2016
Great small group. Fun guide. Fabulous scenery. Unique experience. Only suggested improvements: speed up prep time at company so can get started quicker winery just OK -- not super scenic and food on plastic plates not very authentic or special.
Tour leaders are great and...
Nicholas L, Oct 2015
Tour leaders are great and knowledgeable, we have excellent exposure thru out the whole tour. Self drive service is great, we have a lots of fun and experienced the vintage fiat 500.
Lots of laughs driving a 500cc, 24hp...
David M, Oct 2014
Lots of laughs driving a 500cc, 24hp Fiat.... lost a race with two Vespas and a pedestrian! The scenery was breathtaking, the wine tasting wonderful. Our guide was careful and courteous. I'd take this tour again just to enjoy the Tuscan countryside.
Fiat 500 tour vanuit Siena
Jolien_V, Aug 2022
We kregen een prachtige rode fiat waarmee we de mooie toscaanse heuvels en kleine dorpjes konden verkennen. De tour was al vroeg gedaan en aangezien we niet zo veel gereden hebben, maar lang in de dorpjes gebleven hebben, vond ik de prijs aan de dure kant. Lunch was heel simpel, dus vraag me af waarvoor we zo veel geld gegeven hebben.
Non lasciatevela perdere come esperienza
Andrea_F, Oct 2021
Bellissima esperienza assolutamente da provare. Ci siamo divertiti molto e abbiamo visto dei bellissimi paesaggi a bordo di fantastiche 500 😊👍
Response from Host, Oct 2021
Gentile Andrea, grazie per il suo feedback e per averci scelto! Siamo felici abbia apprezzato uno dei nostri tour più belli, grazie!
Passeio Magnifico
Fabio_R, Apr 2019
Passeio maravilhoso, tivemos um problema para encontrar a van, mais logo tudo foi resolvido. Indico para todos.