The 5 Best Siena Vespa Tours

1.Vespa Tour with Lunch&Chianti Winery from Siena

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

Ride a Vespa through Chianti from Siena, stopping in Castellina, Monteriggioni, and a winery for lunch and Tuscan wine.

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

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

Ride an original Vespa through Chianti from Siena, stopping in Castellina and a winery for Tuscan wine, snacks, and sweeping hill views.

“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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3.Private Vespa Tour in Chianti

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

Ride a Vespa through Chianti from Siena, visiting Radda, Panzano, and Castellina with village stops, lunch, wine, and a private guide.

“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

Ride a Vespa through Chianti from San Gimignano, with vineyard views, village stops, wine tasting, and a Tuscan lunch.

“There was an accident on the tour and thus I did not take it. Instead, I went on an excursion with two other people in a Fiat.”

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5.Chianti Vespa Tour

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

Ride a Vespa through Chianti from Siena, stop in Castellina, visit a winery, and taste Tuscan wines on a scenic half-day tour.

“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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