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 adventure by visiting our office at 9:30 am for the essential check-in procedures for the tour. Please ensure you have all the necessary documents with you. The tour will set off from Florence at 10:00 am.
    The journey to Chianti will take approximately an hour. During this time, your guide will present the day’s itinerary and…
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
  • Previous scooter/Vespa/motorcycle driving experience is required and mandatory: A driving test is conducted by the team before the tour to verify the real ability to drive and being confident on a Vespa. Any participant unable to drive scooters safely may ride double with the partner or won’t allowed to attend the tour. No refunds will be granted in…
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
4.7
(106 Ratings)
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Maria_g
Apr 18, 2026
Beautiful scenery through the Tuscan Hills - Valentina, our tour driver from point a to b was very friendly, knowledgeable, and sweet. You then met your Vespa tour guide, we had Alessandro, who was caring, patient, kind, and attentive from the start of the test drive to the end. Winery and lunch were delicious, we lucked out with weather, beautiful, and the scenery along the hilly ride through Tuscany was breathtaking..
Review provided by Viator
A7560nstamarao
Apr 15, 2026
Wine, Views & Vespas - A Day to Remember - The absolute highlight of our Tuscany trip! This Vespa tour was an unforgettable experience from start to finish. Alessandro is a true Vespa enthusiast - his passion is contagious. He is also incredibly friendly and welcoming, a true Italian. We enjoyed a fantastic stop at a local winery, where we were treated to delicious Tuscan cuisine paired with exceptional wines, including Vernaccia di San Gimignano, Chianti Classico, and Vino Nobile di Montepulciano - an absolute must-try selection of Tuscany’s finest. Along the way, we had plenty of stops for breathtaking photos and learn about the rich history of San Gimignano, the Chianti region, and, of course, the iconic Vespa itself. Every moment was thoughtfully curated and full of charm.
Review provided by Tripadvisor
Onair51936099924
Apr 15, 2026
Beautiful tour of the countryside - Alessandro was a great host taking us on a picturesque tour of the Tuscan hills on Vespa with a lovely stop off at a vineyard to try some wine and food pairings. The best way to see the Italian countryside!!
Review provided by Tripadvisor
Marysi3125ld
Apr 14, 2026
Vespa Tour - I would absolutely recommend this trip. Alessandro was an amazing instructor—clear, kind, patient, funny, enthusiastic and knowledgeable. We cd not have had a more beautiful experience and day—with intermittent rain!
Review provided by Tripadvisor
Departure273363
Apr 14, 2026
Vespa your - Alessandro is a fantastic Vespa tour guide and teacher! He is patient, kind, and filled with knowledge of the area. What a great day!
Review provided by Tripadvisor
C8440bosarahs
Apr 14, 2026
Vespa Tour - Wonderful Vespa tour. Had been nervous coming in, but Alessandro was fantastic! He gave a great lesson and his knowledge of the region is superb. A fantastic way to experience Tuscany!
Review provided by Tripadvisor
Ronaw802
Apr 9, 2026
Fantastic experience - Wow what a wonderful time we had on this fantastic tour ! Alexander was a great tour guide - friendly , informative with a great sense of humour. We were very fortunate to have other lovely companions on tour with us ! One of the best experiences we've had on holiday!! Thank you so much , don't think about it just book !!
Review provided by Tripadvisor
Denniscs280gp
Apr 8, 2026
Fantastic - Alessandro was an amazing guide. He made our Vespa tour a truly wonderful experience . He is very knowledgeable and understands the Italian culture being that he is a native of Italy.One of our favorite tours in Tuscany. We loved him!!! Thank you very much.
Review provided by Tripadvisor
D9341yljonathanc
Apr 8, 2026
Tuscan vespa ride! - Amazing time with Alessandro! This was by far our best day in Italy. Alessandro was very friendly and made the trip so fun for our whole family, the Tuscan country side was breathtaking and our pit stop at one of the many wineries was so enjoyable. I can’t say enough great things about this tour! 10/10.
Review provided by Tripadvisor
Q2294kssandyc
Apr 8, 2026
Best day!!! - Alessandro is THE BEST!!! What a kind and helpful guide! The entire process was easy and everyone so kind! The front desk ladies helped us get through the administration process and Alessandro was not only the perfect guide with fantastic stories to share but he also took his time with the testing of our driving ability. His love for the Vespa and for Italy is contagious! Thank you Tuscan on Wheels and THANK YOU Alessandro!!! ❤️
Review provided by Tripadvisor
From $199
up to 4 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).