4.5 star rating: Recommended 2 Reviews

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  • Location:Siena, Italy
  • Duration:8 hours (approx.)

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

Experience the beauty of Tuscany in style while driving a vintage Fiat 500, the most classic Italian car. After hotel pickup from Siena, start in Monteriggioni and cruise through the gorgeous hills of Chianti, stopping at a local winery for a wonderful Italian lunch with wine.

You’ll follow your guide in a caravan, with two adults per car. Numbers are limited to 10 on this full-day small-group tour, ensuring a more personalized experience.


  • 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

You’ll be picked up from your Siena hotel in the morning and taken by van to Monteriggioni to start the tour. When you arrive, hop in your own vintage Fiat 500 and turn heads as you cruise in style through Monteriggioni and Castellina. Your Fiat 500 is fully restored to preserve the details of this classic, beloved Italian car.

Following your guide’s car, admire the stunning scenery as you travel through the beautiful Chianti hills to Poggio Amorelli, a charming local winery where you’ll stop for a wonderful 3-course lunch.

Take a tour of the winery before sitting down with your fellow travelers to savor traditional Italian fare such as bruschetta, pasta con pomodoro and prosciutto and cheese, followed by dessert and wine.

After lunch, hop in your Fiat and savor the views on your way back to Monteriggioni. You'll then be taken back to your Siena hotel by 5:30pm.

Sample Menu

  • 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

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.

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.

From USD $ 95.24

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Tour code: 5919SAYFIAT


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