On a Vespa · CHIANTI AND TUSCAN COUNTRYSIDE VESPA TOURS

15 Chianti and Tuscan Vespa Tours Worth Flying For

30 rides  ·  from $26 a head

Gear changes between vineyards, a farm lunch and Sangiovese poured by the person who made it. The 15 rides below differ on how many hours are spent riding, whether a support car follows and how serious the tasting gets.

Florence Vespa Tour: Tuscan Hills and Italian Cuisine - The riding test and the Fiat alternative
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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

Follow guides such as Leo, Chris, Alex, or Ado from Florence into the Tuscan hills on an automatic Vespa. After a safety test, ride past Piazzale Michelangelo and Galileo’s former area, stop at San Miniato al Monte, then share bruschetta, pasta, cheese, salami, and wine at a country estate. Fiat alternatives are available 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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Chianti Vespa Tour with Lunch from Florence & E-car Option - Chiocchio and the small-town pause
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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 a safety briefing and scenic Chianti ride on a Piaggio Vespa, with a Topolino e-car option. Stop for village views, visit wineries and cellars, taste wine and olive oil, then enjoy a Tuscan lunch at a castle or winery. Guides such as Yo, Ela, Haider, and Lorenzo lead the small group in English.

“This was a once in a lifetime experience. We had so much fun on the Vespa tour. Our guide, Ela, was everything that you can ask for. The entire staff was very helpful, knowledgeable, and a pleasure to be around. They made sure that everyone was comfortable on the Vespa's before we hit the road. We saw way more than I thought that we would. We highly recommend this tour.”

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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour - Choosing between the Vespa and Topolino
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Florence: Chianti Wine Region Vespa or Fiat Topolino Tour

3.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’s quiet roads. Choose a 50cc Vespa, electric Vespa, Piaggio Zip, or Fiat Topolino. Stop in medieval villages, visit a winery, taste wine and olive oil, and enjoy a Tuscan meal. Guides such as Niccolo, Julia, Heather, and Yo help first-time riders feel at ease.

“The trip was beautiful! I will start with saying, have a small breakfast or snack before because lunch is around 2. It’s a great way to meet people and enjoy the sights. Dinner was phenomenal, the guide was so educated and the lessons for vespas were incredibly thorough. We opted for the car because of the weight between the two of us on the vespa but the car was so cute and so fun to drive it was still a blast! Have fun, be kind, and enjoy the gorgeous trip they lay out for you. We’d gladly go again, 10/10 recommend”

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From Florence: Tuscan Countryside Vespa Tour with Tastings - Narrow Roads Through Villas and Olive Groves
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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

Leave Florence with an English-speaking guide such as Leo, Chris, or Aldo, after a careful Vespa skills check. Ride through olive groves, vineyards, villas, and castle-lined lanes, stop for Florence views and photos, then enjoy pasta, prosciutto, cheese, and Chianti on a private terrace. Alternative vehicles may be available if you cannot ride safely.

“Gabe was an amazing guide. Bus was clean and cool. Vespas were brand new.... in great shape...we would totally do it again”

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Tuscany Vespa Tour: Lunch & Wine Tasting, Countryside Roads - Learning to handle an automatic Vespa
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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 for a family-run winery in the Chianti Rufina hills. After Vespa practice, follow guides such as Luca, Alexa, or Dejan along country roads, then tour the cellar and share a Tuscan lunch with wine and estate olive oil. Riders who feel unsure can ride as passengers.

“Riding Vespas thru the country roads of small town Tuscany is a blast. It's a bit dangerous because you're riding with real traffic along winding and hilly roads, but there's no shame in opting to ride as a passenger instead. We started with a tour of the winery, then got a 10-15 minute moto riding lesson, then went on the 20-25 minute Vespa ride with Alexa. Then we returned to enjoy wine and delicacies at the Tuscan vineyard. It's a great way to spend half a day in Tuscany.”

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

Leave Florence by minibus for the Chianti hills, learn to handle a genuine Vespa, and ride past vineyards and olive groves with guides such as Ben, Filippo, and Alessio. Finish with lunch, wine, and extra virgin olive oil at a Tuscan villa or castle estate. A valid driver’s license is required.

“One of the best experiences I’ve ever had abroad! Ben and Filippo were the best duo and so personable with the whole group. They made us all feel like friends. The wine and olive oil tasting with lunch was incredible. 12/10 recommend!”

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Tuscany Vespa Tour from Florence with Wine Tasting - San Gimignano, towers and a little free time
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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 Vespa through the Tuscan countryside, with practice time, a visit to medieval San Gimignano, and a local winery lunch with Chianti. Guides such as Daniel, Cecilia, Giacomo, and Stefano are praised for patience and good humor. You need an original driving licence and must be at least 18 to drive.

“Amazing tour of the beautiful Tuscan region with a stop at the incredible city of San Gimignano…all while riding vespas!!! SO MUCH FUN! Final top off was lunch and vino for everyone! This was our best highlight of Florence and a must-do!”

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Hoi An Countryside Vespa Tour: Food, Culture & Daily Life - Cam Kim Island by back roads and bridges
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Hoi An Countryside Vespa Tour: Food, Culture & Daily Life

8.Hoi An Countryside Vespa Tour: Food, Culture & Daily Life

★★★★★★★★★★5.0 · 406 reviews · from $93

Ride pillion on a vintage Vespa with an English-speaking guide such as Hanni, Phi Phi, Nick, or Lilla. You’ll pass rice fields and village lanes, visit mat weavers, woodcarvers, rice-wine makers, and noodle makers, stop at a Whale Temple, and share a local meal. Pickup and drop-off around Hoi An Old Town are included.

“Best way to spend a day in Hoi An. The tour showcases the alternate tourist side. Meeting real people in their everyday life pursuits was incredible. The drivers were exceptional, so friendly and funny!”

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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch - Practical Details Before You Book
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From Florence: Small Group Vespa Tour Tuscany Winery & Lunch

9.Small Group Vespa Tour Tuscany Winery & Lunch

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

Leave Florence by comfortable transport, learn to ride a Vespa on quiet Tuscan roads, and follow the hills to San Gimignano. You will have time for gelato and sightseeing before a winery lunch with local wines. Guides such as Lorenzo, Daniele, Cecilia, and Mido are praised for patience and safety. Passengers can ride with a guide or use the tuk-tuk option.

“The Vespa tour guide was a great way to see the Tuscan area and the wine country. Midos was our tour guide. He was great! We were a group of 5 couples. We all had a chance to learn how to use a Vespa. The staff was great. Everyone did fine. I decided to ride with Midos because I wanted to take pictures and Videos. My husband rode by himself. We stopped by a vineyard to take pictures. The grapes grown here were San Giovese, just beautiful! We went through the country side and stopped by San Gimignano area where we shopped and strolled around this wonderful town, then We…”

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Siem Reap: Countryside Vespa Tour / Tuk Tuk Available - Starting with Khmer Buddhist practice
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Siem Reap Countryside Vespa Tour / Tuk Tuk Available

10.Siem Reap Countryside Vespa Tour / Tuk Tuk Available

★★★★★★★★★★5.0 · 180 reviews · from $30Best value

Leave your Siem Reap hotel at 7:45 am for a five-hour countryside ride by Vespa, with a tuk tuk option available. Visit a Buddhist temple, receive a monk’s blessing, learn basket weaving, sample village foods, and see family-made rice wine. Small groups are limited to eight, with guides such as Solyna, Ravy, Son, and Thanut.

“What a lovely tour! Chum picked me up from my hotel and we zipped away to begin the tour. I felt completely safe and well taken care of while with Chum. We cruised the countryside wind hitting our faces while feeling free as a bird, visited a family in the village (woman prepared rice noodles from scratch), munched on street side snacks of roasted insects and more. I thoroughly enjoyed the tour it was definitely a highlight of my visit to Siem Reap.”

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From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting - Meeting near Poggibonsi and getting ready
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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

Meet near Poggibonsi, learn the ropes, then follow your guide through Chianti vineyards, olive groves, and medieval villages on an automatic 50cc Vespa. The day includes scenic stops, a winery visit, Tuscan lunch, three wines, and olive oil tasting. Guides may include Ottavio, Alessandro, Lorenzo, or Vincenzo.

“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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Vespa Tour with Lunch&Chianti Winery from Siena - Castellina and the Chianti country roads
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Vespa Tour with Lunch&Chianti Winery from Siena

12.Vespa Tour with Lunch&Chianti Winery from Siena

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

Ride a Vespa through the Chianti hills on a guided convoy from Siena, passing Monteriggioni, Castellina, and Radda. Stop at Casale dello Sparviero for a winery visit, tasting, and light lunch. You may drive if you have solid scooter experience, or ride as a passenger. An international driving permit and credit card are required for drivers.

“Riding behind my husband on the Vespa was a fun experience. He has experience of driving a motorcycle so he adapted well. Another guest who said they drove Vespas previously was denied driving one on the excursion due to safety concerns. We only stopped in 2 villages and 1/2 the ride was on beautiful country roads and the last 1/2 of the tour was in industrial areas. Wine tasting was not worth the stop. Two glasses were given to taste, both reds, and no tour of the winery itself. If it wasn't for the idea of getting lost, it makes more sense to rent a Vespa and tour the countryside…”

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Hanoi Vespa Countryside Tour With Female Ao Dai Riders Half Day - Riding through farms, villages, and the Red River Delta
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Hanoi Vespa Countryside Tour With Female Ao Dai Riders Half Day

13.Hanoi Vespa Countryside Tour With Female Ao Dai Riders Half Day

★★★★★★★★★★5.0 · 117 reviews · from $58

Spend five hours riding from Hanoi into the Red River Delta with a female Ao Dai driver such as Linh or Gina. Visit Co Loa Citadel, farms, pagodas, villages, and possibly Banana Island, with lunch, entrance fees, water, hotel pickup, and return transport included.

“Linh er the perfect driver and guide. Really great way to see Hanoi! I was a bit skeptical to the traffic, but she had total control.”

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Chianti Tour by Vespa from Florence - Two hours through the Chianti Hills
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Chianti Tour by Vespa from Florence

14.Chianti Tour by Vespa from Florence

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

Ride an original Vespa from Florence into the Chianti Hills with an English- or Italian-speaking guide. You can drive solo or in pairs, with practice before departure, then stop for panoramic views, a light Tuscan lunch, wine and olive-oil tasting, and free time in Monteriggioni. Previous Vespa experience is essential for drivers.

“Our guide was really good, and explained very clearly how to handle the Vespa, and taking us up to Fiesole on a lovely sunny morning. A very pleasant experience.”

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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine - The driving test is more than a quick formality
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From Florence: Small-Group Tuscany Vespa Tour with Lunch & Wine

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

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

You’ll ride an automatic 50cc Piaggio Vespa through Chianti’s vineyard roads, with photo stops, views toward San Gimignano, and a generous winery lunch with wine and olive oil. Guides such as Alessandro, Vincenzo, Emma, and Domenico lead the small groups. Previous scooter experience is required, and the driving test is serious.

“Be aware that the tour does not offer hassle free hotel pick up as stated in the description. You must meet them at the Porta Roma. From there you go on a 45 minutes long van ride to the companies office for 2 hours of paper work and safety tests before you get on a Vespa. The guide was not mean and a little off putting, but definately would not say he was fun or engaging. And be warned that the tour starts and stops on very busy city traffic streets with several round - a- bouts to navigate and we even seemed to be on a highway within a…”

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New in Chianti and Tuscan Countryside Vespa Tours

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★ 4.5Private Vespa Tour in Chianti8 reviews
★ 3.5Full-Day Chianti Tour by Vespa Scooter from San GimignanoFrom $1687 reviews
★ 5.0Siem Reap Countryside Sunset Vespa Tour / Tuk Tuk AvailableFrom $3023 reviews
★ 5.0Countryside Vespa Tour / Tuk Tuk AvailableFrom $2628 reviews
★ 5.0Half Day Vespa Countryside Tour and Tastings in Istria30 reviews
★ 5.0Countryside Morning Life Vespa TourFrom $9337 reviews
★ 4.0Chianti Vespa Adventure – Small Group from FlorenceFrom $15044 reviews
★ 4.9From San Gimignano: Chianti Half-Day Vespa Tour with LunchFrom $18146 reviews

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