Wine Rides by Scooter Worldwide: 13 to Book

1.Chianti Wine Region Vespa or Fiat Topolino Tour

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

Leave Florence with an English-speaking guide and ride a 50cc Vespa, electric Vespa, Piaggio Zip, or Fiat Topolino through quiet Chianti roads. Expect a safety lesson, Greve or nearby village stops, a winery visit, Tuscan meal, wine, olive oil, and minivan support.

“A fantastic afternoon/ evening. Absolutely lovely guides, an experience of everything included. Vespa riding on mostly quiet roads, stops in Greve and a beautiful church in Mugnana overlooking farms with a lovely sunset. Winery tour, olive oil making process and a wonderful dinner to finish off with. We would highly recommend this tour to anyone.”

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

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

Leave Florence by air-conditioned minivan and learn to ride an automatic Vespa at a family winery in the Chianti Rufina hills. Guides such as Luca, Alexa, and Dejan lead the countryside ride, winery visit, wine tasting, olive oil sampling, and Tuscan lunch.

“This was a great tour - fun ride, amazing views, great food, and great wine! Our guides were funny and engaging. The winery was absolutely beautiful.”

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3.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, exploring San Gimignano, and sharing a light lunch with local wine. Guides such as Daniel, Cecilia, Giacomo, and Stefano help first-time riders feel safe. An original driving licence is required, and drivers 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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4.Small Group Vespa Tour Tuscany Winery & Lunch

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

Join a small group of up to eight for a guided Vespa ride from Florence through Chianti to San Gimignano. Guides such as Lorenzo, Cecilia, Daniel, and Marco teach beginners, ride with nervous passengers, and lead you to a winery for Tuscan food and local wine.

“This was a fantastic tour. The views were incredible, the Vespas were really fun and we had never driven vespas before. The time in San Gimignano was lovely and lunch was delicious with a great view of the hills around San Gimignano. I can’t recommend this tour enough! Thank you for a great day!”

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

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

You’ll ride an automatic 50cc Vespa through Chianti vineyards, olive groves, cypress-lined roads, and medieval villages with guides such as Ottavio, Alessandro, Lorenzo, and Vincenzo. The six-hour outing includes a driving test, scenic stops, a Tuscan lunch, three wines, and olive oil at a local winery.

“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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6.Vespa Tour with Lunch&Chianti Winery from Siena

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

Ride a Vespa in convoy through Chianti, with stops in Castellina, Radda, and Monteriggioni. You can drive if you are at least 18 with an international license and real scooter experience, or ride as a passenger from age 13. A winery visit, wine tasting, and light lunch are included.

“If you like Vespas, Vino and Vineyards, this is not to be missed!!! Our guide was amazing, the tour was fabulous, the winery we visited was gorgeous, lunch and wine tasting were delicious and the little towns we got to tour were breathtaking. I highly recommend this tour company - it was epic and fun and so worth the cost! BUT beware, you must pass a Vespa driving test before you they let you go!”

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7.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 on quiet paved roads, stopping for views near San Gimignano before a generous winery lunch and tasting. Guides such as Alessandro, Emma, Vincenzo, and Domenico lead the small groups, but scooter experience is required.

“What an incredible day! Book this tour! We got to see the beautiful Tuscan countryside, and we stopped at a winery for a “light” (i.e. incredibly filling) lunch and tasted 10 wines! Vincenzo was an amazing guide. He was friendly and knowledgeable and great to be around. If you aren’t sure about you Vespa skills you can also book a tuk tuk and be driven around. The other couple on our tour did that, and it seemed fun as well. I rode on the back of my husband’s Vespa and it was an awesome day. We were in awe of the gorgeous scenery and learned so much about wine too.…”

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

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

You’ll ride an automatic Vespa through Chianti’s vineyards, olive groves, chestnut woods, and medieval villages with an Italian or English-speaking guide. Stop in Castellina, visit a winery, taste local wine, and enjoy dry snacks. Drivers need a license and scooter confidence.

“Although it was a bit above our price range, this was one of the most enjoyable days of our trip! The countryside you drive through is stunning and the guides are a lot of fun. There is no doubt that it was worth the amount we paid for it (about 95 euros each) as it includes the Vespas, the guides, transport to the location and back, and a great wine tasting and lunch! Dont worry if you do not have much/any experience on a vespa. They are really easy to drive and the roads you are driving along are very easy going.”

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9.Tuscany Vespa Tour with Lunch & Wine

★★★★★★★★★★4.8 · 54 reviews · 7 hours · from $210

Ride your own automatic 50cc Vespa through Chianti’s vineyards and olive groves, with a safety test, local guide, winery lunch, wine tasting, and views toward San Gimignano. Guides such as Vincenzo and Emiliana are known for careful instruction and lively regional stories.

“We had a fabulous time on this tour. Vinzeno was an excellent guide - full of energy and made our experience such a fun time. I am so glad we were lucky enough to spend the day with HIM! I only wish it would have lasted longer. He made the tour what it is. Such a wonderful experience - i wouldn't do a wine tasting or vespa tour with anyone else.”

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10.Florence Vespa Tour as a Passenger, max 6 people + Wine Window!

★★★★★★★★★★5.0 · 32 reviews · 1 hour 30 minutes (approx.) · from $114

You ride pillion on a chauffeured Vespa with a small group of up to six. Expect Florence views from Piazzale Michelangelo, Fiesole, and San Miniato al Monte, plus a stop at the Orcagna wine window. Guides including Diego, Alexa, Giovanni, and Dan have been praised for safe, friendly driving.

“This was an amazing experience. My guide was super friendly and easy to talk to. The driving was both fun and safe. We went up into the hills above Fiosole, stopped for views and a spritz before driving over to Piazzale Michelangelo, ready to catch the sunset. Would highly recommend. Thank you!”

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11.Vespa – Wine and Photography service in Rome

★★★★★★★★★★5.0 · 32 reviews · 1h 30m · from $61Best value

Ride behind a driver through central Rome, stopping at the Colosseum, Orange Garden, Trastevere, and Janiculum Hill. Your guide handles the Vespa while a photographer uses a Sony Alpha 7 IV to create 25 edited memories. Wine tasting is included at the final hilltop stop.

“Had the best time on the tour, the scenery was lovely and the photos turned out amazing”

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12.Around Florence Hills: App‑Guided e‑Vespa Tour + Wine&Food

★★★★★★★★★★4.5 · 22 reviews · 4 hours (approx.) · from $100

Drive an electric Vespa from central Florence into the hills, using your own phone as a route guide. You’ll visit Fiesole, Piazzale Michelangelo, and San Miniato al Monte, then finish with Tuscan wine, cheese, and cold cuts. This is a self-drive outing for experienced scooter riders.

“This was by far the best tour we have taken since getting to Italy. My boyfriend and I got a private tour through the northern countryside. Since there was less people in our group, we were able to stop on the side of the road to see some of the most amazing views in Tuscany. We were initially a bit nervous to drive on the city roads, but Matteo and Elena made us feel completely comfortable. Before we started the tour we did a safety lesson and a test drive so that we would feel more at ease. The vespa itself was easy to operate it was automatic, for those…”

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13.Vespa Tour as a Passenger + Wine Window!

★★★★★★★★★★5.0 · 17 reviews · 1.5 hours · from $141

Ride pillion with an experienced driver from Tuscany Cycle on a classic Vespa. You’ll pass Florence’s Duomo, Palazzo Vecchio, and Ponte Vecchio, pause at Piazzale Michelangelo and Fiesole, and enjoy a wine window stop. Small groups of up to six and guides such as Diego and Riccardo keep the trip personal.

“Super recomendo... mega profissionais ... passeio agradável. faria novamente”

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