Vespa Tour: Explore Chianti's Hidden Roads

Embark on an adventure in the lesser-known trails of the Chianti region, nestled in the hills of San Gimignano, away from the bustling crowds. Navigate the twisty routes on a 50cc Vespa, guided by a local expert. Indulge in a three-course traditional Tuscan meal paired with wine at a local winery!

Duration: 7 hours
Cancellation: 24 hours
Highlights
  • Florence - Begin your day by visiting our office at 09:30am for the necessary check-in procedures for the tour. Ensure you have all the required documents with you. The tour will set off from Florence at 10:00am.
    The drive to Chianti will take approximately an hour. During this time, your guide will outline the day’s itinerary and share intriguing…
What's Included
  • Small Group Tour - 7 vespas max
  • Views of the Medieval town of San Gimignano
  • Roundtrip transportation by minivan or bus to/from Florence
  • Engaging, fun and professional Tour leader
  • Third Party Insurance, helmet & fuel
  • Typical Tuscan Lunch with Wine experience in a local winery
  • 50cc Original Piaggio Vespa scooter with automatic transmission
What's Not Included
  • Tips & Gratuities
Additional Information
  • Documents requested to bring on the day : Driving license, Passport & Credit Card ( no pre paid, no poste pay, no debit, no amex ) for deposit . The lack of these documents implies the non-participation in the tour with no refund. NO PICTURES, NO PHOTOCOPIES.
  • Previous scooter/Vespa/motorcycle driving experience is required and mandatory: A driving…
Location
Italy on a Budget Tours
Via Romana
Meet us at 09:30am at the Italy on a Budget tours on via Romana 132R.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.6
(87 Ratings)
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978zacc
Aug 21, 2025
10/10. Doing every time we come to Tuscany - Amazing tour, fantastic and knowledgable guide. Perfect location, perfect for all abilities, perfection. Wine tasting and lunch was delicious.
Review provided by Tripadvisor
Luvwandering
Aug 18, 2025
Must Do in Tuscany! - Exceptional tour! Perfect blend of riding, photos, history lessons, food and wine! Alessandro’s explanation of how to ride the Vespa, our driver’s test and then the care he and his colleague took while we were on our tour, ensured a safe and fun experience!
Review provided by Tripadvisor
981trudir
Jul 30, 2025
A fantastic experience was had by all, great way to meet new people and experience the beautiful countryside. Amazing!!! - Such an amazing experience, Alex was a great guide, very informative. Definitely recommend it. Scenery was very picturesque.
Review provided by Tripadvisor
Laurenaz2733ay
Jul 16, 2025
Honeymoon in July’ - Alessandro and Eman were fantastic! We celebrated a lovely honeymoon in Tuscany and Tuscany on Wheels was a highlight!! Highly recommend this company!
Review provided by Tripadvisor
Sarahbv8583wp
Jul 16, 2025
Vespa tour - So great, can't wait to go again! Loved driving around seeing Tuscany on the Vespa. The guide was adorable and the Vespa was really easy to maneuver
Review provided by Tripadvisor
Madam_bluebird
Jun 23, 2025
Beautiful experience for SEASONED drivers! - This was a truly unique experience and everything from the tour company was handled very smoothly. Our guide Alessandro was fantastic! He was very patient and an excellent teacher. We enjoyed talking with him and our fellow travelers. The winery was beautiful, and the lunch was delicious. Alora, the tour asks if you have Vespa experience. If you only have a “little experience” this is NOT the right tour for you. They do give you an orientation to the bike, but if you don’t drive a Vespa on a regular basis, this is potentially pretty dangerous. You need to be able to navigate the bike well as you are going through cities, on main roads (with semi trucks), turns with low visibility corners, going through roundabouts and needing to stop and take off on an incline. I was so stressed trying not to wreck that I could not fully enjoy the scenery unless we were stopped and I was off the bike. This is not the fault of the tour. I should’ve listened to my gut and taken a scenic bus ride. As I said, if you are very comfortable on a motorcycle or a Vespa, it’s a fantastic tour.
Review provided by Tripadvisor
Jill_c
Jun 21, 2025
This trip was fun and... - This trip was fun and informative. We had a great experience. Octavio was a wonderful guide and the Vespa was in great condition. The winery was impressive!
Review provided by Viator
Kayhiany
Jun 18, 2025
Awesome experience. Create guide and teacher! - Alessandro was a great guide and teacher. The Vespa experience was superb and I enjoyed myself thoroughly. Despite the hot summer weather, the beautiful scenery and occasional cool breeze made the trip worth it.
Review provided by Tripadvisor
424etnam
Jun 18, 2025
Excellent and fun! - Alessandro was really patient and attentive to the group, it was a really fun and different holiday experience driving through Chianti in the summer!
Review provided by Tripadvisor
Escape03941225696
May 28, 2025
Disappointed Experience - Do Yourself a Favor and Book with Someone Else I usually don’t leave reviews, but I felt obligated to speak up so others don’t fall into the same trap. I went on a tour with this agency recently, and it was honestly one of the most disappointing travel experiences I’ve ever had. From the start, things were off. The itinerary we were given turned out to be more of a suggestion than an actual plan. Most of the activities were either drastically changed or didn’t happen at all. We were constantly left wondering what was going on, with little to no communication from the organizers. The walking was excessive and completely unplanned. We spent hours walking around with no clear direction, and there were no breaks or proper arrangements to make us feel welcomed or even looked after. What really pushed me to write this is how they handled cancellations and refunds. They kept promising that certain things would be reimbursed or adjusted—but surprise, none of that ever happened. Once you're home and out of reach, they go silent. The accommodations were not what was advertised either. The places were sketchy, dirty, and felt like they were chosen just to cut costs. Nothing like what they marketed. I’m not usually one to call out companies publicly, but this felt less like poor planning and more like intentional deception. I’d strongly recommend looking elsewhere if you want your time, money, and energy to be respected.
Review provided by Tripadvisor
From $175
up to 14 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).