The 13 Best Vespa & Fiat 500 Tours from Florence

1.Florence Vespa Tour: Tuscan Hills and Italian Cuisine

★★★★★★★★★★5.0 · 4,019 reviews · 6 hours (approx.) · from $78Our pick

Leave central Florence for the Tuscan hills on an automatic Vespa, with guides such as Leo, Chris, Alex, or Ado leading the way by radio. Practice first, visit San Miniato al Monte, pass Galileo’s former home, and eat bruschetta, pasta, cheese, and salami at a country estate. A Fiat alternative is available if riding is not suitable.

“I would not book this if you have NEVER been on a Vespa or some type of scooter. They say Vespa experience is recommended, but they should make it a requirement to have Vespa experience. The tour itself was nice and very pretty with a nice lunch. We were able to see beautiful parts of Florence higher up and got great views of the city. They show you how to drive the Vespa in front of everyone participating just up a hill and back. This isn’t enough time to learn or be comfortable for first-time drivers. It’s also really intimidating practicing in front of everyone as there were some people…”

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2.Chianti Vespa Tour with Lunch from Florence & E-car Option

★★★★★★★★★★5.0 · 1,453 reviews · 6 hours 30 minutes (approx.) · from $125

Leave Florence by minivan for Chianti, then ride a classic Vespa or Fiat Topolino through vineyard roads with guides such as Yo, Julia, Haider, and Lorenzo. Expect a safety test, photo stops, winery visits, wine and olive oil tastings, and a Tuscan lunch.

“This was a 10/10 experience! The guides were so informative and personable, which made the trip even better. The only guide we recall is Haider, but there was a female guide as well but we did not catch her name. You take a bus to a parking lot to get you out of the city and familiar with the vespas prior to taking them out on the road. We appreciated the professionalism from the guides as they will make sure anyone who is driving is competent with the vespas to ensure everyone is safe. Then, you hit the road and get to spend a good amount of time to drive…”

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3.Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine

★★★★★★★★★★5.0 · 719 reviews · 6 hours (approx.) · from $160

Take a manual 1960s Fiat 500 from Florence into the Tuscan hills with guides such as Ado, Chris, Leo, and Alex. Expect a safety test, radio-led convoy, Florence viewpoints, hillside roads, photo stops, and a Tuscan meal. Manual driving experience is essential.

“Beautiful country and best way to get around Tour guide - Ado was amazing and very knowledgeable . Lunch was beautiful and so fresh.”

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4.Tuscan Countryside Vespa Tour with Tastings

★★★★★★★★★★4.9 · 701 reviews · 5 hours · from $176

You’ll ride an automatic vintage Vespa from central Florence into the Tuscan hills with an English-speaking guide such as Leo, Chris, or Alex. Expect a safety test, Florence viewpoints, winding rural roads, a church stop, and a generous tasting of pasta, cheese, prosciutto, and Chianti.

“Our tour with Leo was an absolute blast! Our group was smaller than usual due to being off-peak which made the experience just that little bit more personal. Leo was very knowledgable, funny and a great guide. Highly recommend this tour exploring the Tuscan countryside on a Vespa! I had some nerves riding a Vespa for the first time but Leo was patient and let me have a few tries to get my confidence up. Absolute legend and Grazie!”

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5.Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

★★★★★★★★★★5.0 · 660 reviews · 4 hours (approx.) · from $139

You drive a restored 1960s Fiat 500 from Scandicci into the Chianti hills, following guides such as Bella or David. Expect manual gears, scenic country roads, a 15th-century wine estate, several tastings, and cured meats and cheeses. The nominated driver should spit the wine.

“Loved it. Well worth going if you get the chance. Driving on the open roads with the wind in your hair seeing the beautiful scenery is amazing. Finished off with great food and wine. Perfecto ♥️”

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6.Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads

★★★★★★★★★★5.0 · 614 reviews · 5 hours (approx.) · from $228

Leave Florence by air-conditioned minivan with Tuscany Cycle, learn to handle an automatic Vespa, and follow guides such as Luca, Alexa, or Dejan through Chianti Rufina. The half-day ends at a family winery with a cellar visit, Tuscan lunch, wine, and estate olive oil.

“Alexa was very careful to make sure everyone would be safe rising a Vespa. The ride was fun and the wine tasting excellent with a gracious host, Valentina who provided a wonderful lunch and allowed us to sample many wines.”

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7.Tuscany Vespa Tours Through the Hills of Chianti

★★★★★★★★★★5.0 · 515 reviews · 6 hours (approx.) · from $193

Leave Florence at 8:30 for a guided Vespa ride through Chianti’s vineyard and olive groves. Ben, Filippo, Alessio, Leonardo, and other guides provide training, helmets, photo stops, and safety support before lunch, wine, and olive oil tasting at a Tuscan villa or castle.

“10 out of 10. A must do. Such a wonderful experience and our hosts were superb. Do yourself a favor and take this tour through the beautiful Tuscany countryside with this tour. So memorable and so much fun.”

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8.Tuscany by Vespa Full-Day Tour to Chianti Wine Region

★★★★★★★★★★4.7 · 475 reviews

Ride a 50cc Piaggio Vespa from Florence into Chianti with an English-speaking guide such as Cecilia, Haider, Lorenzo, or Charlotte. Expect a safety briefing, quiet country roads, Greve and Impruneta stops, and a 17th-century villa meal with wine and olive oil tasting.

“We had an absolute great time on our tour! Our guides were knowledgeable and very friendly. It was awesome to cruise through the countryside with the wind in your hair! One suggestion is that they make a couple stops to take pics of the views. The only picture stop was on a road lined with cypress trees. It was very pretty but I wanted pics of the rolling hills and vineyards.”

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9.Tuscany Vespa Tour from Florence with Wine Tasting

★★★★★★★★★★5.0 · 425 reviews · 7 to 8 hours (approx.) · from $241

Leave Florence for a full day in the Tuscan hills, where guides such as Daniel, Cecilia, Giacomo, and Stefano help you master a Vespa before a scenic ride to San Gimignano. Explore the medieval town, then enjoy a farm-style lunch and Chianti tasting at a local winery.

“Was an absolute joy of a day to be out on this tour. They picked us up promptly at the pick up spot. Had a fabulous day planned for us and returned us back not feeling rushed whatsoever the whole time.”

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10.Small Group Vespa Tour Tuscany Winery & Lunch

★★★★★★★★★★4.9 · 268 reviews · 7 hours · from $235

Leave Florence by transport, learn to ride a Vespa, and follow quiet Tuscan roads to San Gimignano. You’ll have photo stops, gelato at Dondoli, then a farmhouse lunch and wine tasting. Guides such as Lorenzo, Cecilia, Daniele, and Mido are praised for patient instruction.

“AMAZING… we had the most beautiful day with Daniel and his crew.”

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11.All inclusive Tuscany Vespa Tour in Chianti

★★★★★★★★★★4.8 · 48 reviews · from $202

Leave Florence by air-conditioned transport for a small-group Vespa ride through Chianti. After a driving test, follow quiet country roads past vineyards and cypresses, admire San Gimignano, then share a Tuscan meal with wine and olive-oil tasting at a family winery. Guides include Vincenzo, Lorenzo, and Dom.

“Vincenzo was the best. The bus meeting point was far from the city center but understandable with the narrow roads. It was a perfect length drive on the Vespa and the wine region and hills were beautiful. Vincenzo made the trip though.”

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12.Florence Vespa Tour as a Passenger, max 6 people + Wine Window!

★★★★★★★★★★5.0 · 32 reviews · 1 hour 30 minutes (approx.) · from $114

See Florence from the back of a chauffeured Vespa on a 90-minute small-group ride for up to six people. Your English-speaking guide takes you to Piazzale Michelangelo, Fiesole, San Miniato al Monte, and a historic wine window. Guides have included Diego, Alexa, Giovanni, and Dan.

“Definitely the highlight of our time in Florence! My husband (he’s a big dude) was a little nervous at first. But the professionalism, communication, and joy of the experience had him smiling and having fun in no time! An absolute must do!”

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13.Vintage Fiat 500 Tour with Wine Tasting at Winery

★★★★★★★★★★4.9 · 17 reviews · 2 hours · from $152

Sit back in a classic Fiat 500 as a private driver takes you from Florence to San Miniato al Monte and along quiet Tuscan roads. Finish at a family-run winery for local wine, olive oil, cold cuts, and bread. Guides may include Gabriele, Iacopo, or Nino.

“A magical afternoon riding through the Tuscan hills with our fantastic guide Iacopo, ending with a delicious aperitivo at golden hour. Great views, great vibes, the perfect way to end the day!”

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