Vespa Tours · FLORENCE

The 15 Best Vespa Countryside Tours in Florence

27 tours  ·  from $79 a head

The 15 best vespa countryside tours in Florence you can book today, with what each costs, how long it runs and whether you ride or are ridden. Number one is first for a reason.

Florence Vespa Tour: Tuscan Hills and Italian Cuisine - Getting from the city center to the garage
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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

Ride an automatic Vespa from Florence into the Tuscan hills with guides such as Leo, Alex, Ado, or Chris. After a safety test, you’ll pass Piazzale Michelangelo, Pozzolatico, and San Miniato al Monte, then eat bruschetta, pasta, cheese, salami, and wine at a country estate linked to Galileo’s area. A Fiat alternative may be available if you cannot ride safely.

“We had such a great time! Gabriel and Alex were such great guides. Gabriel picked us up at a very convenient location, took us to a bus that brought us to the garage. We used a double Vespa and my fiancé drove. Although it rained a tiny bit, our group did not skip a beat! We did a quick lesson on the Vespa and we were off! If you have relative scooter or motor-equipment experience, you should be just fine. It’s also very nice that the roads they drive you around on are much less busy. Amazing views and sight seeing + great group lunch. Thank you so much Gabriel…”

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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine - Piazzale Michelangelo and San Miniato al Monte
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Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Hills and Italian Cuisine

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

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

Take the wheel of a manual 1960s Fiat 500 on a guided route from Florence into the Tuscan hills. Guides such as Ado, Chris, Leo, and Alex handle the convoy, radio support, and driving briefing. Expect scenic stops, San Miniato al Monte, and a Tuscan meal.

“This was such an amazing experience. Meeting location was easy to find and transportation to garage was smooth. Our guide Ado was exceptional and made the experience worth it providing us with insightful facts at each stop. The Fiat 500 was clean and was great everything worked with no issues. Our tour guide Ado gave us walkie talkies to communicate in case we encountered any issues (such as stalling the vehicle). We made a couple stops before eating at a restaurant with such an amazing view. Would recommend this to anyone trying to see the Tuscany region.”

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From Florence: Tuscan Countryside Vespa Tour with Tastings - The first views: riverside roads and Florence from above
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From Florence: Tuscan Countryside Vespa Tour with Tastings

3.Tuscan Countryside Vespa Tour with Tastings

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

You ride an automatic vintage Vespa from Florence into the Tuscan countryside with English-speaking guides such as Leo, Chris, Aldo, and Gabriel. Expect a safety test, winding lanes, Florence viewpoints, olive groves, photo stops, and a generous tasting of pasta, cheese, prosciutto, and Chianti.

“Mirella and Alex were fantastic guides today, helping myself and others feel comfortable using a Vespa for the first time and navigating Tuscany country side. We had an amazing afternoon, and the few stops, tips and dinner were worthwhile. Will recommend this tour all the way from Australia.”

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

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

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

Drive a restored 1960s Fiat 500 from Scandicci into the Chianti hills with a guide leading the convoy. After scenic country roads and photo stops, visit a 15th-century wine estate for tastings and a light lunch of Tuscan meats and cheeses. Manual driving skills are essential.

“Must know how to drive a manual! Cars are not automatic! Other than that it was a great experience. I would recommend to anyone staying in Florence!”

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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads - Riding through vineyards, villas, and rolling hills
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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads

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

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

Leave Florence by air-conditioned minivan with guides such as Luca, Alexa, or Dejan, learn to handle an automatic Vespa, and ride through Chianti hills past vineyards and villas. Finish at a family winery for a cellar visit, wine, olive oil, and a Tuscan lunch.

“So fun, excellent and patient with is on the Vespa tour. Winery was neat and beautiful. Loved the sunset on the way back”

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Tuscany Vespa Tours Through the Hills of Chianti - Learning to handle the Vespa safely
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Tuscany Vespa Tours Through the Hills of Chianti

6.Tuscany Vespa Tours Through the Hills of Chianti

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

Ride a genuine Vespa through Chianti with guides such as Ben, Filippo, Alessio, and Leonardo. After a safety lesson and scenic stops, enjoy lunch, wine, and olive oil at a Tuscan villa or castle. Round-trip transport from Florence is included.

“We had a great time. Your guides were the best funny and kind. Lunch we delicious.. Ben and Philip are the best. Don’t miss out on this tour!!!”

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Tuscany Vespa Tour from Florence with Wine Tasting - Getting From Florence to the Vespa Starting Point
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Tuscany Vespa Tour from Florence with Wine Tasting

7.Tuscany Vespa Tour from Florence with Wine Tasting

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

Spend 7 to 8 hours riding a classic Vespa through Tuscany, with practice time, a stop in San Gimignano, and a Tuscan lunch with wine tasting. Guides such as Daniel, Cecilia, Giacomo, and Stefano help beginners, and passengers can ride with a guide if needed.

“Just absolutely splendid. We do a lot of tours. Out of all the tours we’ve done, ANYWHERE, so far, this one tops the charts. The guides were so wonderful, so caring. We had Stefan and both him and the other person helping everyone with the vespas…just so attentive…constantly making sure everyone is safe, enjoying. Stefan was with us till the end and we were so lucky to have him. He made the whole experience extra special.”

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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch - A Tuscan lunch at the winery
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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

8.Small Group Vespa Tour Tuscany Winery & Lunch

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

Spend seven hours leaving Florence by van, learning to ride a Vespa, and following quiet Tuscan roads to San Gimignano. Guides such as Lorenzo, Cecilia, Daniele, and Mido help nervous riders, take photos, and lead the day. Finish with a generous lunch and local wine tasting at a farmhouse winery.

“It was wonderful. Daniel and Marco were terrific. My dad had mobility issues and wasn’t able to ride a Vespa. My mom and I tried and felt too nervous to drive them. Because the Tuk Tuk was being used on another tour, they could not accommodate us, so they recruited another driver and let us be passengers on the back of their Vespas for the tour. It was actually better because we got to enjoy the beautiful scenery and not worry about steering or traffic. They took videos of the experience. The food at the lunch and wine tasting was delicious! Highly recommend. These guys are terrific!”

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Florence: Countryside Vintage Fiat 500 Driving Tour - Meeting the group at Santa Maria Novella
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Florence: Countryside Vintage Fiat 500 Driving Tour

9.Countryside Vintage Fiat 500 Driving Tour

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

Take the wheel of a restored 1960s Fiat 500 and follow an English-speaking guide from Florence into the Tuscan hills. You’ll drive narrow lanes, stop at an old church and scenic overlooks, then enjoy Tuscan ham, cheese, and Chianti on a private terrace. Manual driving experience is required.

“Chris, Gabi and the team made this a memorable experience - highly recommended! The green 500 was a favorite!”

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Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500 - Meeting the Fiat 500 in Scandicci
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Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting - The scooter test matters
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From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

11.From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

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

Ride an automatic 50cc Vespa through Chianti vineyards, olive groves, and medieval villages with a guide such as Ottavio, Alessandro, Lorenzo, or Vincenzo. The tour includes a safety test, photo stops, a Tuscan winery lunch, three wines, and olive oil.

“Lorenzo was a great guide and the entire family loved this trip. The wine tasting and lunch was magnificent. Highly recommend this adventure. Great for families or groups of friends.”

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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine - San Gimignano views without a long town visit
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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

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

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

Drive a 50cc automatic Vespa through Chianti’s quiet country roads, stopping for views near San Gimignano and a generous winery lunch with wine and olive oil. Guides such as Alessandro, Emma, Vincenzo, and Domenico lead the ride. Previous scooter experience is required.

“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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Tuscany: Vespa Tour with Traditional Lunch - The Vespa Safety Check Is Part of the Experience
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Tuscany: Vespa Tour with Traditional Lunch

13.Vespa Tour with Traditional Lunch

★★★★★★★★★★4.8 · 85 reviews · 5 hours · from $199

Leave Florence by van for Fattoria di San Pancrazio, where guides such as Dejan and Alexa prepare you for a Vespa ride through Chianti Rufina. After the countryside loop, enjoy a traditional lunch, farm wine, olive oil, and a cantina visit. Bring a valid driver’s license.

“This was one of our highlights of our Florence trip. Would love to spend more time in the country / farm areas of Tuscany. I thought the tour was run really well, the tour guides were professional and fun too. Safety is important and some of that time is devoted to making sure you will be safe. Lunch was good in a really nice setting. We went through small country roads, up and down hills and through beautiful areas, my wife would have skipped lunch to do another loop on the vespa, it was so much fun.”

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Tuscany Sunset Vespa Tour - Wine, Olive Oil, and a Family Farm
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Tuscany Sunset Vespa Tour

14.Tuscany Sunset Vespa Tour

★★★★★★★★★★5.0 · 62 reviews · 5 hours (approx.) · from $181

Leave Florence by van for a guided 1.5-hour Vespa ride through Chianti. After safety practice and photo stops, finish at a family-run farm with wine, olive oil, bread, and local products. Guides such as Ben, Leonardo, Alessio, and Ricardo are praised for clear instruction and warm company.

“This was an amazing experience!! Our guide Ben was knowledgeable about the area and took time to get to know everyone in the group. We loved the scenic Vespa ride, and learning about the region. The wine and olive oil tasting at a local vineyard/olive grove after the Vespa ride was incredible. We met so many wonderful people on this tour and would highly reccomend!!”

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Florence/Badesse: Tuscany Group Vespa Tour with Wine Tasting - Starting near Villa Costanza
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Florence/Badesse: Tuscany Group Vespa Tour with Wine Tasting

15.Florence/Badesse: Tuscany Group Vespa Tour with Wine Tasting

★★★★★★★★★★4.4 · 56 reviews · from $123

Ride an original automatic Vespa through Chianti with an Italian and English-speaking guide such as Armando, Cosimo, or Dario. Stop in Castellina, visit a scenic winery, taste local wine, and enjoy peaceful roads, vineyards, olive groves, and medieval villages.

“We had a great time. The ride was stunning. The bikes were great. The winery visit was fun and the food excellent. I'd go it again!!”

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New in Vespa Countryside Tours in Florence

★ 5.0Tuscan Evening Tour: Fiat 500, 8:30 to 10 PMFrom $1753 reviews
★ 5.0Tuscany Vespa Tour with Lunch and Wine Tasting in Chianti AreaFrom $2412 reviews
★ 5.0Tuscany Sunset Vespa tour with Dinner at a Chianti WineryFrom $2364 reviews
★ 4.5Chianti Hills: App‑Guided e‑Vespa Tour + Lunch in GreveFrom $1336 reviews
★ 5.0Private Vintage Fiat500 Countryside & Winery LunchFrom $2103 reviews
★ 5.0Full-Day Tuscany Vespa Tour in ChiantiFrom $1683 reviews

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