Florence · FLORENCE VESPA AND FIAT 500 TOURS

The 15 Best Vespa & Fiat 500 Tours from Florence

41 tours  ·  from $68

A convoy of 1960s Fiats through the Chianti hills is a very particular kind of good day. The 15 below sort self-drive from chauffeured, and note which need a licence, what lunch adds and how long you are actually driving.

Florence Vespa Tour: Tuscan Hills and Italian Cuisine - From Piazza Michelangelo to the Chianti Road
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Florence Vespa Tour: Tuscan Hills and Italian Cuisine

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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Chianti Vespa Tour with Lunch from Florence & E-car Option - The practice course and the safety test
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Chianti Vespa Tour with Lunch from Florence & E-car Option

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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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine - Starting near Florence’s railway station
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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine

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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From Florence: Tuscan Countryside Vespa Tour with Tastings - Florence Views Before the Countryside
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From Florence: Tuscan Countryside Vespa Tour with Tastings

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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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience - The convoy into the Chianti hills
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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

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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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads - Learning to ride an automatic Vespa
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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads

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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Tuscany Vespa Tours Through the Hills of Chianti - The safety briefing is not a formality
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Tuscany Vespa Tours Through the Hills of Chianti

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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Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Cruising through Chianti at 20 kilometers per hour
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Tuscany by Vespa Full-Day Tour to Chianti Wine Region

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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Tuscany Vespa Tour from Florence with Wine Tasting - Exploring San Gimignano’s towers and lanes
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Tuscany Vespa Tour from Florence with Wine Tasting

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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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch - San Gimignano, the medieval stop
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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

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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Florence: Countryside Vintage Fiat 500 Driving Tour - From Santa Maria Novella to the garage
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Florence: Countryside Vintage Fiat 500 Driving Tour

11.Countryside Vintage Fiat 500 Driving Tour

★★★★★★★★★★4.8 · 232 reviews · 5 hours · from $153

Drive a restored vintage Fiat 500 from Florence into the Tuscan hills with an English-speaking guide, radio contact, photo stops, a church visit, and a terrace tasting of Tuscan ham, cheese, and Chianti. Stick-shift experience is required, and guides such as Chris, Gabriel, Alex, and Leo are praised for safety and good humor.

“The tour was really wonderful. Our guides Chris and Dario were really nice . A nice lunch with wine was served. They took good care of our vegetarian needs too. Only problem was that the tour took 6 hrs rather than 5 ... so we really had to hurry for our next plan .”

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Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500 - A 15th-century villa, vineyard, and cellar
Florence Vespa and Fiat 500 Tours, Florence Wine Tastings, Food & Drink, Lunch Experiences, Tour Reviews, Wine Tours

Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

12.Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

★★★★★★★★★★4.9 · 180 reviews · from $186

Drive a classic Fiat 500 in a guided convoy from Scandicci through Florence and the Tuscan hills. At a 15th-century villa, taste local wines and olive oil with a light lunch. Guides including Bella, David, Carlo, and Alessandro help with the manual cars and regional stories.

“It was a good experience. The guide was friendly, warm and engaging. The drive into little towns and the scenic countryside was breathtaking. It was so good to end the journey with a little lunch, wine tasting and good company.”

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From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting - Getting to the starting point near Poggibonsi
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From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

13.Tuscany Vespa Tour, Lunch & Wine Tasting

★★★★★★★★★★5.0 · 147 reviews · 6 hours (approx.) · from $180

Ride an automatic 50cc Vespa through Chianti with guides such as Ottavio, Alessandro, Lorenzo, or Vincenzo. You’ll stop for views, visit a local winery near San Gimignano, and share a Tuscan meal with three wines and olive oil. Previous scooter experience is required.

“Great Tour, we ended up changing to a wine tour last minute and the staff were amazing and changed it straight away and enjoyed the day. Would 100% recommend awesome day”

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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine - The morning start in Florence
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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

14.Small-Group Tuscany Vespa Tour with Lunch & Wine

★★★★★★★★★★4.5 · 95 reviews · 7 hours (approx.) · from $204

Drive your own automatic Piaggio Vespa through Chianti with a small group of up to seven scooters. Guides such as Alessandro, Vincenzo, Emma, and Domenico lead the ride, which includes photo stops, San Gimignano views, and a generous winery lunch with wine and olive oil.

“The lunch was fantastic with 7 different wines! Videoing the poor lady in front of me unable to master left hand turns! Funny until she dumped it. No damage though -all’s good! Great time.”

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Florence Vespa Rental - Picking up near Florence Station
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Florence Vespa Rental

15.Florence Vespa Rental

★★★★★★★★★★5.0 · 83 reviews · 1 day (approx.)

Pick up a Vespa or scooter near Florence Station, receive a helmet, map or GPS, safety guidance, and local route advice from staff such as Alex, Luca, and Diego. Ride Florence sights or head toward Chianti, Greve, wineries, and Tuscan villages, then return the vehicle to the shop.

“Exploring nearby towns & wineries on scenic 2 lane twisty Tuscan roads riding 2up was simply perfect. Truly something visitors to Florence must experience. Bonus: the bottles of wine and olive oil we bought along the way fit easily in the storage compartments. Many thanks to Diego for his recommendations and expert advice. He was very professional, courteous, and knowledgable. A 5 Star Operation!”

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