Dejan was amazing & overall the experience was fantastic! Value for money, would have liked to have more time on vespa and less time at winery. Our winery tour (didn’t know we were having) & lunch was close to 2 hours, riding time 45m.





Escape from the crowded streets of the city to see life as a local as you zip around the stunning Tuscan countryside on a REAL Vespa (with automatic gears)! Your Private Vespa Tour (up to 8 people) is perfect for all levels as we always begin with a lesson so that beginners may get the hang of driving. After the lesson, the real fun begins. We will zip through the winding country roads and stop for pictures along the way. You won't want to forget your camera on this trip - the sights are incredible and you will be in the heart of the Chianti region! After our picture break we will continue driving until we return to a private Tuscan winery to learn a little bit about how local wine and olive oil is created. With this tour you won't feel like just another tourist, you will get to explore Chianti like a real local!
From the operator’s live schedule on Viator, checked Oct 9.
Meeting point in central Florence
Enjoy a private winery and cellar tour, where you'll discover the art of winemaking and learn about the traditional production of premium olive oil. Experience the craftsmanship, history, and flavors that make this destination unique.
Drive through the rolling hills of Tuscany, passing charming villages, historic castles, and stunning vineyards that showcase the region's timeless beauty.
After enjoying a delicious lunch accompanied by fine local wines, relax on a comfortable van ride back to the original departure point in Florence.
Reviews collected by Viator and Tripadvisor
Excurgo comparison of 3,217 Viator tours, recalculated daily.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Private Chianti Countryside Vespa Tour from Florence lasts about 5 hours. The itinerary has 4 stops.
Prices start at $456 per person for this Florence experience, booked through Viator with the price shown before checkout. There are 2 booking options, so the final price depends on the option you choose.
According to the operator’s current schedule, it runs every day, starting at 10:00 AM and 4:00 PM.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is Check for red numbers on Via Pandolfini street please be there 30 min before the start of the tour and don't forget your driving license! Hotel pickup is not part of this experience.
The experience is available in EN.
It is a private experience: only your party takes part. Up to 15 travellers can book together.
Yes, bookings are confirmed instantly.
Travellers rate it 4.7 out of 5 across 12 reviews on Viator and Tripadvisor; it is run by Tuscany Cycle.
Reviews collected by Viator and Tripadvisor
Dejan was amazing & overall the experience was fantastic! Value for money, would have liked to have more time on vespa and less time at winery. Our winery tour (didn’t know we were having) & lunch was close to 2 hours, riding time 45m.
One-of-a-kind family Vespa tour with a one-of-a-kind tour guide, Ben. Beautiful views of the Tuscan countryside, wonderful lunch (w/wine tasting) and wonderful people along the way. Ben is a superb guide who (clearly) loves what he does. Kudos to the entire Tuscany Cycle group for helping us make family memories that will last a lifetime.
We had a great day with Alexa and Dejan. We laughed, saw some truly beautiful views, even managed to fit in a cheeky patio spritz. Thank you both for a great time and see you next time.
Our sunset Vespa and winery tour with Dejan was fabulous! Tuscany Cycle took great care with the Vespa trial and guided ride through the breathtaking countryside. We enjoyed the tour with Simone and tasting at Fattoria San Pancrazio. The sunset and views from Piazzale Michelangelo were a great ending to an incredible late afternoon Vespa tour. Thanks, Dejan!!
Wow. Can’t recommend this tour enough. We had a work trip in Rome so and were able to take a day trip to Florence. Dejan and his team made it seamless for us. They picked us up from the train station for a short trip to a vineyard to start our Vespa adventure. Safely was of utmost importance. The tour guide Dejan was so funny and charming! Since I wasn’t planning to drive the Vespa I got to be Dejan’s passenger. On our Vespa trip the tour guides even stopped at a beautiful vineyard view for our to pose for glamour posed photos with her team. We ended the trip with a light meal at the vineyard. Don’t miss this tour if you are in the Rome or Florence area! Was a true highlight of our trip.
What a great trip. Safety was first and foremost as it should be. The Vespa part was fun and beautiful and the wine tasting was amazing.
The tour was called off due to bad weather. We were parked in a room and got some wine. Guides spent like 10 min with the group. The refund policy was disappointing and they did not offer the chance to rebook. It seemed like they did not really care.
Hello Flyer09814187492, (Stephan and Kristina Heidel from Germany) You book through Airbnb and you didn't do a Private tour, by the way. This is Dejan, the owner of Tuscany Cycle, I have many special skills, but still can't control the weather, working on it :). Thank you for bad weather review :) As soon as we control it, we will bring you around without heavy rain and thunderstorms. We always offer a chance the rebook. With love from Tuscany Dejan
We did a private evening Vespa Tour and wine tasting. Dayan and Alexa were both very fun and intelligent people who we really enjoyed chatting with and getting to know. The private tour itself was perfect as they were ready to go when we arrived, we rode the Vespas at our own pace, and were given a very nice tour of the Fattoria di Fiano winery. The private wine tasting with Francesco was perfect and he was very engaging and interesting to speak with. Wine tastings can often feel very rushed and corporate but this was clearly a smaller family business with excellent people and wine. Francesco and his father were both there and made the experience very enjoyable. Lastly, we booked this trip through a third party but I'd strongly recommend contacting Tuscany Cycle directly as they are a small business that really benefits from the direct booking in both value received and timing of payment.
Dajan and Alexa are awesome. Dajan is very knowledgeable and Alexa truly makes your experience unique. Highly recommend.
Had an amazing time with friends on this Vespa tour! DeJan was kind and entertaining to say the least. He’s a gem and I’d recommend his tour to everyone. He took good care of me and my friends who were novice Vespa drivers. We felt so safe. The tour was beautiful and adventurous - DeJan knows how to show off Tuscany. Five Stars!!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
Private Chianti Countryside Vespa Tour from Florence | 5 hours | 4.7 (12) | $456 | |
Florence Chianti Vespa Tour with Wine Tasting & Meal | 6h 30min | 4.8 (1,890) | $119 | View |
Florence Vespa Tour: Tuscan Hills, Food and Chianti Wine | 6 hours | 4.8 (4,356) | $148 | View |
Tuscan Countryside Vespa Tour from Florence with Wine | 5 hours | 4.8 (634) | $216 | View |
Tuscany Vespa Tours Through the Hills of Chianti | 6 hours | 5.0 (579) | $183 | View |
Tuscany Vespa & Wine Tour, lunch, medieval villages, wine tasting | 6–7 hours | 5.0 (519) | $228 | View |
Chianti and Tuscany Hills Vespa Tour with Lunch and Wine Tasting | 6 hours | 4.5 (13) | $80 | View |