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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.

Highlights

  • 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

Recent Photos of This Tour

What You Can Expect

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

Savor some delicious cantuccini and some Vin Santo dessert wine

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

Starters
  • Crostino with paté di olive
  • Crostino with fresh tomatoes
  • Bruschetta with extra virgin olive oil
Main 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

Customer Reviews

Brian F

5 star rating: Highly Recommended August 2016

Wonderful! Fun little cars, and a great day.

Daniella R

5 star rating: Highly Recommended June 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)

Mary B

5 star rating: Highly Recommended April 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.

Nicholas L

5 star rating: Highly Recommended October 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.

David M

4 star rating: Recommended October 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.

Cheryl C

3 star rating: Worth doing May 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.

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