Best Siena Scooter Tours: Our Top 5

1.Vespa Tour with Lunch&Chianti Winery from Siena

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

Spend about six and a half hours riding a Vespa through the Chianti hills near Siena. Follow a guide past vineyards, olive groves, Monteriggioni, Castellina, and Radda, then stop at Casale dello Sparviero for a winery visit, wine tasting, and light lunch. You may ride yourself or sit behind an escort, but drivers must pass a safety test.

“This tour was fantastic, and our guide, Mathilde, was awesome and made the day great. The only problem we had was that Mathilde discouraged us from taking 4 vespers like we had reserved and instead going as couples on 2 vespers. The cost of which is significantly lRead more”

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

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

Ride an automatic Vespa through Chianti’s vineyard roads from Siena or Badesse, with a guide such as Sarah, Jonny, Sam, or Francesco leading the way. Stop in Castellina in Chianti, then visit a local winery for wine, dry snacks, and scenic views. Choose to drive or ride as a passenger, but bring a valid license if you take the handlebars.

“Brilliant tour guide and bikes. The only call out is that you pay per person with the view that you share a bike. If you want to have a bike each and there are 2 of you then you need to pay for 4 people - very strange!”

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3.Private Vespa Tour in Chianti

★★★★★★★★★★4.5 · 8 reviews · 5 hours (approx.)

This private five-hour Vespa tour begins in Castellina in Chianti at 10 a.m. and visits historic villages, viewpoints, lunch, and wine-tasting stops. You need scooter experience and a valid driving license. Guides such as Tommaso, Martina, and Stefani lead the route in English, with the pace and stops shaped around your private group.

“This is a “Must Do”. So much fun! Our guide, Tommasso was fabulous. I wasn’t sure what to expect but this tour was a highlight of our Italy vacation. We drove Vespas to a couple ancient castle villages then Tommasso gave us personal tours on foot. He was passionate and knowledgeable about their history. All was very interesting. The lunch we were treated to at the end was a special treat. I highly recommend this tour.”

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4.Full-Day Chianti Tour by Vespa Scooter from San Gimignano

★★★★★★★★★★3.5 · 7 reviews · from $168

Spend 7.5 hours riding or riding as a passenger through Chianti from San Gimignano. Follow a tour leader past vineyards, olive groves, cypress roads, Radda, and Monteriggioni, then stop at Casale dello Sparviero for wine and a light Tuscan lunch. Drivers need scooter experience, a license, and a credit card guarantee.

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5.Chianti Vespa Tour

★★★★★★★★★★5.0 · 5 reviews · 4 hours (approx.) · from $129Top rated

Drive a Vespa through the Chianti countryside with a professional escort, stopping in Castellina in Chianti and at a local winery. You will follow winding roads past vineyards and olive groves, wear a supplied helmet, and finish with a wine tasting. Pickup from Florence is available for an added fee.

“Driving Vespas requires skill. my adult sons could not get it. Driving with a person on the back is even harder. The lady in the other group smashed into a group of parked vespas.Thankfully, Gabriel saved the day by putting the 5 of us in an open air jeep and we had the best time! They should advertise that jeep.”

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