Vespa Tours · ITALY

The 15 Best Vespa Wine Tours in Italy

54 tours  ·  from $61 a head

The 15 best vespa wine tours in Italy 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.

Chianti Vespa Tour with Lunch from Florence & E-car Option - Learning to ride before the real road
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Chianti Vespa Tour with Lunch from Florence & E-car Option

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

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

Leave Florence by minivan, learn to handle a Piaggio Vespa or Fiat Topolino, then ride through Chianti with guides such as Yo, Lorenzo, Ela, and Haider. Expect country roads, photo stops, winery tastings, olive oil, and a Tuscan lunch. A credit card, driving license, and comfort on two wheels are essential.

“Lorenzo and his female colleague were so patient and accommodating with the group’s comfort levels for the Vespa tour. Riding the Vespa through the Italian countryside was the best experience set of our trip to Italy! I have not dropped smiling!”

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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour - Leaving Florence for the Chianti hills
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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour

2.Chianti Wine Region Vespa or Fiat Topolino Tour

★★★★★★★★★★4.8 · 739 reviews · 6 - 6.5 hours

Leave Florence by minivan for a guided ride through Chianti, Impruneta, and Chiocchio. Choose a 50cc Vespa, electric Vespa, Piaggio Zip, or Fiat Topolino. Expect quiet roads, a medieval village, a winery visit, Tuscan food, wine, olive oil, and guides such as Niccolò, Julia, Yo, and Heather.

“Heather and Yo took the time to help me feel comfortable with the Vespa. We had a great group, so much fun!”

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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

3.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

4.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

5.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

6.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

7.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 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

9.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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Vespa Tour with Lunch&Chianti Winery from Siena - Leaving Siena and reaching the Chianti roads
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Vespa Tour with Lunch&Chianti Winery from Siena

10.Vespa Tour with Lunch&Chianti Winery from Siena

★★★★★★★★★★4.0 · 126 reviews · from $168

Ride in a guided Vespa convoy from Siena through Chianti, with stops in Castellina, Radda, and Monteriggioni. At Casale dello Sparviero, tour the winery, taste Tuscan wines, and eat a light lunch. You may drive solo or ride with an escort, but scooter experience is required.

“The worst experience ever. Suppose to be a guided tour and only thing he did was ride his Vespa in front of not a word spoken. When we returned the Vespa we were told that we damaged it and demanded payment. This company is run by thieves. Please beware very unscrupulous and not worth the money!!!”

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Chianti Tour by Vespa from Florence - Lunch, wine, and olive oil in Tuscany
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Chianti Tour by Vespa from Florence

11.Chianti Tour by Vespa from Florence

★★★★★★★★★★4.6 · 101 reviews · 7 hours · from $159

Leave Florence by classic Vespa with an English or Italian guide, then ride through the Chianti hills past vineyards, olive groves, villas, and villages. Choose to drive solo or ride with a guide, stop for lunch and wine, and spend free time in Monteriggioni. Previous Vespa experience is essential for drivers.

“Driving a Vespa in Florence with my guide Jimmie, was fantastic. A dream come true.”

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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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From Siena/Badesse: Vespa & Chianti Tour in the Tuscan Hills - Starting in Siena or Badesse
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From Siena/Badesse: Vespa & Chianti Tour in the Tuscan Hills

13.From Siena/Badesse: Vespa & Chianti Tour in the Tuscan Hills

★★★★★★★★★★4.4 · 58 reviews · from $123Best value

Ride an automatic Vespa through the Chianti hills from Siena or Badesse, stopping in Castellina in Chianti and at a local winery. You can drive or ride as a passenger. Guides such as Sarah, Jonny, Sam, and Francesco have led the route, which blends scenic roads, free time, wine, olive oil, and local snacks.

“We loved our tour! It ended up just being us, our guide, and one other couple. We’d never ridden vespas before but my husband picked it up really quickly. Our guide was great too. He gave us a small amount of history about each hill town we stopped in and then let us explore on our own. It was the perfect mix of “guided” and self exploring. We loved the winery we stopped at for a quick tour and tasting too. Perfect amount of time on the Vespa without feeling like it was dragging on. I’d highly recommend this tour!”

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Self-Drive Vintage Fiat 500 Tour: Gourmet Lunch and Wine Tasting - Meeting Bella and learning the old cars
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Self-Drive Vintage Fiat 500 Tour: Gourmet Lunch and Wine Tasting

14.Self-Drive Vintage Fiat 500 Tour: Gourmet Lunch and Wine Tasting

★★★★★★★★★★5.0 · 57 reviews · 4 hours 30 minutes (approx.) · from $199

Meet Bella and her team outside Florence, learn to handle a manual vintage Fiat 500, and follow the lead car through Chianti country. Stop for photos, then enjoy lunch, local wine, olive oil, and family hospitality at a villa before returning to the meeting point.

“This trip was fantastic. Very well organised, the cars were in fantastic condition and the views driving around Tuscany were exceptional. The lunch was very nice, lots of local fresh produce and plenty of wine to wash it down! We had a good chat and laugh with the other people on the tour. The double clutch took a bit of getting used too but after that it felt really special to be driving around Tuscany in a piece of history. Especially with the excellent music playing to accompany us!”

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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 Wine Tours in Italy

★ 5.0Volterra: Aperivintage aperitif in vineyard whit a Fiat 500From $827 reviews
★ 4.5Private Vespa Tour in Chianti8 reviews
★ 5.0Chianti Vespa TourFrom $1295 reviews
★ 5.0Private Vintage Fiat 500 tour in ChiantiFrom $3922 reviews
★ 5.0Fiat 500 Tour of the Chianti Roads from San GimignanoFrom $1914 reviews
★ 3.5Full-Day Chianti Tour by Vespa Scooter from San GimignanoFrom $1687 reviews
★ 5.0Romantic Vespa Tour and Wine TastingFrom $2396 reviews
★ 5.0Sidecar tour in Florence and Chianti with wine tasting and lunchFrom $3119 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 Fiat 500 Tour in Chianti From FlorenceFrom $4752 reviews
★ 5.03-hour Vintage FIAT 500 Chianti Classico Private Wine TourFrom $1944 reviews
★ 5.0Vintage Fiat 500 Wine Tour and Tuscan Lunch at Farm in Chianti20 reviews
★ 5.0Florence Vintage Fiat 500 Tour with Wine Tasting at FarmFrom $15517 reviews

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