Vespa Tours from Florence: 10 Rides Through the Chianti

1.Florence Vespa Tour: Tuscan Hills and Italian Cuisine

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

Follow a guide from Florence into the Tuscan hills by automatic Vespa, with a practice ride, two-way radio, and stops at San Miniato al Monte and a former Galileo estate. The day includes a bruschetta, pasta, cheese, and salami lunch with wine. Guides have included Leo, Alex, Ado, Chris, and Gabriel. A Fiat alternative may be offered if riding is not suitable.

“So much fun and Chris was a really friendly , knowledgeable guide . Thankyou so much for a very special day !”

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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 central Florence by minivan, learn the basics, then follow a guide through Chianti’s vineyard roads on a Vespa or in a Fiat Topolino e-car. The roughly six-and-a-half-hour outing includes scenic stops, a winery visit, a Tuscan lunch, and wine and olive oil tastings. You need a valid driving license to drive a Vespa; a passenger or e-car can be a better fit if you do not ride scooters.

“The Vespa tour through the countryside was amazing. Not much traffic on the roads and the guides were very good at keeping it safe. Alex and Alah were fun and energetic. The winery with the Tuscan lunch was excellent, the wines were excellent also. My wife was skeptical of riding on the Vespa at first, but within minutes was loving it. Highly recommend.”

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3.Tuscan Countryside Vespa Tour with Tastings

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

Leave Florence with an English-speaking guide and ride a vintage automatic Vespa along country roads past villas, castles, olive groves, and vineyards. The five-hour tour includes a Florence skyline viewpoint, photo stops, and a countryside food stop with pasta, cheese, prosciutto, and Chianti. Guides such as Leo, Chris, and Aldo have led recent tours, but your guide may vary.

“Amazing experience! Alex is a great guide and the vespa tour was really good”

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

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

Leave Florence by air-conditioned minivan for a family-run Chianti winery, where you learn to ride an automatic Vespa before following a guide through the hills. Guides such as Luca, Alexa, and Dejan lead the countryside ride, winery visit, and lunch with wine and estate olive oil. Expect about five hours, a small group, and a safety check before you ride.

“What a great excursion! This was the highlight of our trip (myself, husband and 16 & 19 year old kids). We loved driving the Vespas in the country. My daughter rode on the back of the tour guide since she wasn’t old enough. What beautiful views! The winery & lunch were amazing! Luca was very knowledgeable & our guide Alexa was a pleasure! Highly recommend!!!”

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5.Tuscany Vespa Tours Through the Hills of Chianti

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

Leave Florence by round-trip transfer for a two-hour Vespa ride through Chianti, with a safety briefing, practice, photo stops, and guides such as Ben and Filippo. Then sit down for a Tuscan lunch, wine, and extra virgin olive oil tasting at a country villa. A valid driver’s license is required.

“This is an amazing tour! Our guide Alex was so easy to talk to and so much fun. We rode though the countryside and at certain spots he would tell us about the history and vineyards. It was very informative. He also took photos of us that were so picture perfect. At the winery we were fed big portions and given lots of wine. Overall, it’s a very good deal and price. Definitely go for it!”

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

★★★★★★★★★★4.7 · 475 reviews

Ride 22 miles of paved Chianti back roads on an original 50cc Piaggio Vespa, with an English-speaking escort and minivan support. The six-hour outing includes village stops, a guided winery and cellar visit, a Tuscan meal, and wine and olive oil tasting. You need a valid driver’s license and scooter-riding skills to drive.

“The trip was wonderful. Even with the rain, our tour guides made this trip the best they could! My whole group loved it!”

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7.Tuscany Vespa Tour from Florence with Wine Tasting

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

Leave Florence by air-conditioned vehicle for a Vespa ride through the Tuscan countryside, with practice and help from a licensed guide before setting off. The day includes time in medieval San Gimignano and a Tuscan lunch with local wine at a winery. Drivers need an original licence and must be at least 18.

“Pick up was easy and on time. Our host/guide, Daniel was extrodinary! He was well read and traveled, and quite fluent in art history, so he was a splendid tour guide. This team really cared about our experience, which is probably why it was absolutely perfect! The vespa tour was beautiful, the wine and food spectacular. Meeting others on the tour was also lots of fun. I can't recommend this tour of the Tuscan countryside in a Vespa enough. Ask for Daniel. He speaks beautiful English with a lovely Italian accent and knows so much about world travel, cuisine, history, and of course, wine. You won't be disappointed in this…”

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8.Small Group Vespa Tour Tuscany Winery & Lunch

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

Leave Florence for a small-group Vespa ride on quiet Tuscan roads, with a lesson before setting off and a guided stop in San Gimignano for free time and gelato at Dondoli. Finish with a winery visit, Tuscan lunch, and guided tasting. You can ride as a passenger if you lack a license or prefer not to drive.

“This was a perfect way to end our stay in Florence. One of my sons became sick during this part of our trip and our tour coordinator was more than helpful in allowing us to reschedule for a later date. The Vespa ride was so much fun, our guide Mehdi was kind and informative. The stop and visit to San Gimignano was a beautiful surprise. The wine tasting and dinner was the last part of our tour. Views were spectacular and the food and wine were wonderful. It was more than a tasting. We devoured 4 bottles of wine between 5 of us. Highly recommend this tour!”

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9.Tuscany Vespa Tour, Lunch & Wine Tasting

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

From a meeting point near Poggibonsi, ride a 50cc automatic Vespa through Chianti vineyards, olive groves, and medieval villages, with photo stops and a winery lunch near San Gimignano. Wine and extra virgin olive oil tastings are included. Guides have included Ottavio, Alessandro, Lorenzo, and Vincenzo, though your assigned guide may differ. You need scooter experience and a driving license valid in Italy.

“Such an amazing day. Our guide was great and very knowledgeable. The sights were exactly what you’d picture Italy to be and lunch was off the charts. The winery we visited was amazing, the host was super funny, food was tasty and the curated wine superb. Don’t leave Tuscany without giving this a try.”

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10.Electric Scooter Tour with Guide

★★★★★★★★★★4.5 · 115 reviews · 1.5 hours · from $81

Meet your guide outside the Eataly bar for a 1.5-hour ride on a new electric scooter through historic Florence. You’ll hear stories about the city’s art and past, pass its piazzas, bridges, and narrow streets, and enjoy views along the Lungarno. Guides may include Dimitri or Eduardo, but names are not guaranteed.

“Dmitri was an amazing guide - very lovely and knowledgable”

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