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Make like a true Tuscan with an Italian ‘aperitivo’— drinks and snacks before dinner — and a self-drive journey in a vintage Fiat 500 on this 3-hour sunset tour from Florence. Hop inside a 1960s Fiat and drive in convoy through the enchanting Tuscan landscapes of rolling hills and cypress groves. Arrive at a beautiful villa and enjoy a spritzer cocktail and local snacks beside the swimming pool. Finish with Tuscany’s emblematic wine — some delicious Chianti. A return bus or car transfer lets you enjoy the wine without worrying about driving.


  • 3-hour self-drive Tuscany aperitivo sunset tour by Fiat 500
  • Drive a vintage Fiat through beautiful Tuscany in a guide-led convoy
  • Visit a quintessentially Tuscan villa nestled in rolling hills
  • Relax by the villa pool with a classic Italian aperitivo
  • Savor a spritzer cocktail and snacks such as Tuscan cheeses and cold cuts
  • Raise a glass or two of Chianti wine
  • Relax with an included return transfer to Florence

Recent Photos of This Tour

What You Can Expect

Self-Drive Vintage Fiat 500 Tour from Florence: Sunset Tuscan Villa and Aperitivo

Drive a vintage Fiat into the Tuscan sunset on this aperitivo tour

Make your own way to the tour start point in central Florence. Greet your guide and listen to a safety briefing and background facts about your vintage Fiat 500.

Often known by their Cinquecento brand name, these famous 4-seater cars took the motoring world by storm in the 1950s, and the early models are among Italy’s most beloved retro cars. The cars have manual gears, so if you’re the nominated driver, you’ll need to know how to use them.

After getting driving instructions, hop inside your Fiat and drive in convoy behind your guide.

Head into the Tuscan countryside as the sun sets — the time when the region’s rolling landscapes look especially magical.

Cruise the tranquil roads and trace a section of the Mille Miglia, the legendary 20th-century round-trip automobile race between Brescia and Rome.

Wind by vineyards and orchards, and stop to snap photos of the classic Tuscan scenery of farmhouse-topped hills and cypress-lined lanes.

Arrive at a 15th-century Renaissance villa surrounded by picturesque gardens. Hop out of your Fiat and stroll to the outdoor swimming pool and terrace.

Admire the gorgeous setting as you savor an Italian aperitivo pre-dinner drink and snack. Enjoy a spritzer cocktail and delicious Tuscan snacks such as cheese, bruschetta (toasted bread topped with tomato and basil) and cold cuts.

Finish with a glass or two of Chianti and hear how this quintessentially Tuscan wine is produced, bottled and aged. Feel free to partake — the driving part of your tour is over.

Return to Florence by car or bus with an experienced driver at the wheel. Your tour concludes at the original start point.

Customer Reviews

Nicola M

5 star rating: Highly Recommended December 2016

This was one of the highlights of a two week trip all around Italy. The cars were really cool, great experience driving around the beautiful countryside where the guide allowed us to stop to take photos of the incredible views in Chianti, and then it ended with some incredible wine. book it!


5 star rating: Highly Recommended August 2016

this was by far my favorite tour that i did in my 3.5 week tour all over europe. Nicco was my tour guide and he made sure i did the safety course and knew exactly how to drive those vintage toys. just because you know how to drive stick shift doesnt mean youll be able to drive these bad boys. these guys need that extra love and care while driving. driving 60-70 km all through tuscany wineries and small towns was amazing. we stopped in this small town to try authentic italian food. and let me tell you it was not your pasta nor your cheese platter. he made sure i didnt leave without having ribollita alla fiorentina and peposo all'imprunetana. also got to try several wines. Nicco made it as fun as possible and all he cares about is to make sure that YOU are having the time of your life and nothing else. nicco thank you for your time and i cant wait to go back with more friends and drive all of those amazing vintage 500 fiats all over town.


5 star rating: Highly Recommended May 2016

BEST TOUR EVER!!! This was literally the best experience we had in Italy, period. We went on the sunset drive and pretty much got a private tour with two great guides leading us through the countryside! My husband was the driver and had a blast driving the car, I had a blast enjoying the gorgeousness that surrounded us taking pictures and video to not forget this experience. We went to the cutest restaurant with spectacular views and enjoyed laughing and talking with the amazing people who run the tour and the restaurant. We had appetizers, more like dinner, there was so much food and wine it was AMAZING. Thank you the family of restaurant owners and especially for the tour guides/owners for giving us memories that will last a lifetime! Will definitely do this tour again next time we are in Tuscany... we will be back someday!!!

Craig W

5 star rating: Highly Recommended June 2015

An absolute blast! Our tour guide was sweet and funny and very helpful. Brush up on your double clutching skills before you leave home. But even if double clutching isn't something you have done before, they will patiently teach you. The view was amazing! The time spent at the end enjoying the sunset at the Villa sipping on Spritz and wine was dreamy. It was the family favorite activity on our two week tour of Europe. Highly recommend.

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