Vespa Tour: Explore Chianti's Scenic Beauty

Embark on a thrilling Chianti Vespa Tour in Tuscany. Explore San Gimignano, indulge in a Tuscan lunch and wine tasting, and enjoy breathtaking views. Book now!

Duration: 6 hours
Cancellation: 24 hours
Highlights
  • Tuscany on Wheels Tours from San Gimignano - Join the team at the Tuscany on Wheels office in Barberino Tavarnelle, conveniently located at the “Poggibonsi Nord” exit of the “Firenze - Siena” highway, just 12km from San Gimignano. Enjoy free parking at the office or arrange a paid pickup with the team in advance.
    Meet the guide and begin the…
What's Included
  • Small group tour - 7 vespas max
  • 50cc Vespa scooter with automatic transmission
  • Engaging, fun and professional Tour leader
  • Third party Insurance, Helmet & Fuel
  • Cruise around rolling vineyards, olive groves, and medieval villages
  • Amazing views of the hills around San Gimignano
  • Orientation & Driving test before departure
  • Typical Tuscan Lunch with Wine Tasting in a local winery
What's Not Included
  • Pick-Up from your accommodation on request
Additional Information

Embark on an exciting journey filled with gripping tales, unwinding pleasures, and breathtaking scenery. Hop on the classic 50cc Italian Vespa to follow your leader, experiencing the Chianti region’s appealing sights, enthralling sounds, and captivating aromas. The visit to our much-loved local winery where you’ll relish a traditional Tuscan lunch,…

Location
Tuscany on Wheels tours from San Gimignano
Strada di Sant' Appiano
We meet in Poggibonsi at our office, Tuscany on Wheels, located on Strada di Sant'Appiano 9i | Park your car by the office for free. Pick-up is available upon request (subject to availability) and is not included in the tour price. Please contact us for details.
Cancellation Policy

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

Customer Ratings
5.0
(147 Ratings)
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Dkhill
Feb 9, 2026
A perfect day in a beautiful countryside! - What a great day!!! Our guide was laid back, very enjoyable, knowledgeable! The scenery was beautiful. The stops along the way for photo ops were perfect. Lunch was wonderful (but I wouldn't call it a "lite" lunch!!! So much food!!! I do feel it's important to mention that you should have some experience as a rider. This is not a "canned" experience and you really should be comfortable on a bike! Another couple was signed up to go (didn't know them) and ended up pulling out before we left the parking lot. Neither had bike experience. A good decision in my mind. Made the ride much more relaxed, and took themselves out of what certainly would have been a stressful ride. You are on roads, traffic, roundabouts, etc. If you ride, it is an easy paced lovely day. Thank you!!! I would highly recommend this experience!
Review provided by Tripadvisor
Qualityconscious
Nov 28, 2025
Great outing! - Fun experience around the beautiful Tuscan countryside! Alessandro was a great guide - personable and just the right amount of history!
Review provided by Tripadvisor
Vanessaleenic
Nov 24, 2025
Fun Vespa tour even in the rain! - A great Vespa tour even in inclement weather! Our guide Alessandro was so great and so knowledgeable about the area and the history! The lunch and wine tasting and olive oil tasting was perfection. Highly recommend this tour. Beautiful views and everything we had hoped for!
Review provided by Tripadvisor
Raquelmm2182up
Nov 7, 2025
Amazing experience - It was an amazing adventure! Vespa, Tuscany, food and wine, how could you go wrong? The tour guide Alessandro was excellent!! Grazie mille!!!
Review provided by Tripadvisor
Happiness42346675706
Nov 3, 2025
Authentic Vespa-lover’s tour - Alessandro was the best! A self-proclaimed Vespa – alcoholic, he really loves the vehicle and that love comes through during the tour. He himself has ridden thousands of miles and rides a 1967. It’s really great to be with such an authentic guide to have an epic journey through the Tuscan countryside.
Review provided by Tripadvisor
Dkhillman
Nov 2, 2025
Know how to ride! This is a great experience! - What an amazing day! Make sure you are comfortable and have experience on a motorcycle or Vespa and enjoy!!! Guide was great. Knowledgeable, laid-back back and fun. Photo stops were great. Lunch was abundant. A great day and great provider!
Review provided by Tripadvisor
Joeyi149
Oct 28, 2025
Highly Recommend! Fun, Knowledge, Wine, Food - Excellent experience with Ottavio! He was very knowledgeable and made us feel very comfortable on the Vespas. The lunch and wine tasting was incredible! Had no idea what to expect but what blown away. Highly recommend this experience!! Great views, great wine, great food, great fun!
Review provided by Tripadvisor
Paradise12676783435
Oct 23, 2025
Tuscan Vespa tour - I had to change my date, but the tour was a highlight of my trip! Made new friends too. Alessandro was a great guide! The stop at a winery was too short. Now I want to buy a Vespa!
Review provided by Tripadvisor
I3441xwsamanthaf
Oct 23, 2025
Beautiful experience - It is a great experience and I had a great time! Beautiful scenery on a beautiful vespa is a blast. Definitely fell in love with vespas after this. Highly recommend!
Review provided by Tripadvisor
Zoey
Oct 23, 2025
Ride Along - Didn't get to ride on my own, but on the tour guides bike, and he gave me little bits of info with everything we passed, very funny and friendly, and smooth ride
Review provided by Tripadvisor
From $172
up to 4 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).