
The Best Tuscany Vespa Tours 2025
Scenic drive in the Chianti Hills | Reserve now & pay later
About Vespa Wine Tour Tuscany
Driving a Vespa through the picturesque Tuscan countryside is an unforgettable experience! You will be accompanied by an English-speaking tour guide who will take you to see medieval villages and the vineyards of the Chianti region, with wine tasting included. Be sure to book the Tuscany Vespa tours now, as they get sold out pretty fast!
Our goal is to provide our customers with a relaxed travel experience, so be flexible with your plans, book the Tuscany Vespa Tour today, and pay when you feel comfortable! Also, if you change your mind and wish to cancel your Tuscany Vespa Tours, you may do so and get a full refund - no questions asked! All you need to do is notify us at least 24 hours in advance!
On this Vespa wine tour of Tuscany, you will be in the company of an Italian and English-speaking tour guide. They will show you around the Tuscan countryside with wine tasting stops and share their knowledge of this stunningly beautiful region!
During this half-day tour in Tuscany, you will be driving the iconic Vespa scooter! Did you know that Vespas are actually a product of this region? They have been made in the city of Pontedera since 1946!
On this Vespa tour, you will visit some of the most famous centers of winemaking in Tuscany, including the Castellina in Chianti. Its stone-cobbled, narrow streets bear witness to a centuries-old tradition of cultivating vines. During your exploration of the Chianti region, you will make several stops for wine tasting.
Driving a Vespa through breathtaking scenery of the Tuscan countryside, it would be a shame not to stop every once in a while. Along the way, your tour guide will show you places with the best views so that you can take photos and make your Tuscany Vespa tour an unforgettable experience.

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Highly recommended vespa tour!
On our trip to Florence my friends and I saw advertisements for the Tuscany Vespa tours. Lucky for us, we all had our driving license, so we decided to try it. It was sooo much fun driving around Tuscany countryside on a Vespa. Our guide Giuseppe was very patient, showing us how to drive it, and he took us all around the Chianti region. We made a stop at Lucolena, and it's the most beautiful little village you can imagine. We also got to taste wines at some typical Tuscan wineries. I can highly recommend the Vespa tour!
La Dolce Vita Tour in Tuscany
I'm a huge fan of old movies such as The Roman Holiday and La Dolce Vita, so the Tuscany Vespa tour was literally the first thing I did when I came to Florence. The skies were clear, and it was a perfect day to live out my fantasy. Driving a Vespa across the stunning Tuscan countryside has made my stay in Italy truly memorable. During the tour we went to Castellina in Chianti for some wine tasting, and I even bought a few bottles to take home. Life can really be sweet sometimes!
DESCRIPTION
Tuscany Vespa Tours
- Original Vespa scooter (automatic transmission)
- Helmet
- Tour leader
- Guided winery tour
- Wine tasting
GETTING TO KNOW YOUR VESPA
After you meet your tour guide, you'll be taken to the garage at Badesse, where the scooters are located. Your tour guide will explain and show you how to drive a Vespa. Before heading out to the Tuscan countryside and hills, you'll have a chance to sit on a Vespa and do a test drive. Your tour guide will be thorough with all the safety procedures, and they'll be by your side every step of the way. You will also be provided with a helmet to protect your head. After you familiarize yourself with the Vespa, it's time to hit the road and discover the Tuscan countryside!
STOPPING AT SEVERAL LOOKOUT POINTS
During the Tuscany Vespa tours, your tour guide will take you to several lookout points so that you can take in the beautiful views. These will be places mainly close to hilltop medieval towns such as Fonterutoli, Croce Fiorentina, Castellina in Chianti, Cavallari, Colle Petroso, and Radda in Chianti. From here, you'll be able to snap some amazing photos to post on your social media and show to your family and friends!
CASTELLINA IN CHIANTI
One of the stops on your Vespa wine tour of Tuscany is the Castellina in Chianti. It's a small town between Florence and Siena that dates back to ancient times when the Etruscans first settled the area. Rich in history and known for its high-quality wine and olive oil, Castellina in Chianti has several wine estates. In one of them you will have an opportunity for some wine tasting. Enjoy the views of Tuscan hills, its vineyards, and olive groves, and relax. As you sip different vintages, your tour guide will tell you all about the process of making wines and the history of vine-growing in this part of Italy. Did you know that Chianti wines date back to the 13th century? During the Vespa tour, you will learn many fascinating details about the Chianti region.
DRIVING THE STYLISH VESPA
As you're driving a Vespa across the rolling Tuscan hills and hidden valleys, you will have an authentic Italian experience. Vespas are considered elegant and cool, and many Italians use them for their daily commute. They are lightweight, which makes them easy to maneuver, but they also provide good stability when handling the steering wheel. This stylish vehicle will give you a sense of freedom and fun, especially as you drive it around the charming Chianti region. Did you know that Vespa was first made world-famous in 1953 by the film The Roman Holiday? It features Audrey Hepburn and Gregory Peck riding the Vespas all across Rome. Sales of Vespas skyrocketed after Audrey Hepburn won an Oscar for best actress.
After a fun day exploring Tuscany on a Vespa, take it slow the next day and enjoy the region’s flavors – join our popular wine tour from Siena and visit some of the best local wineries.

FREE CANCELLATION UP TO 24H IN ADVANCE!

Receive a complete refund if you cancel your booking 24 hours before the selected date!

Did you know that Tuscany is Vespa's birthplace?
By booking the Tuscany Vespa tours, you'll be able to drive it across the region where it was invented and manufactured to this day!
You probably know Tuscany for its wine and olive oil, picturesque Tuscan countryside, and cities such as Florence, Pisa, and San Gimignano. However, Tuscany does have an industrial tradition as well. A prime example is the Piaggio factory located in Pontedera, which has produced Vespas since 1946! Did you know that Vespa means wasp in Italian? The name was coined by the factory's owner, Enrico Piaggio, because the design reminded him of a wasp.
Book the Tuscany Vespa Tour, try the delicious wines of the Chianti region, and enjoy driving the iconic Vespa through Tuscan hills!
Good to know before you go
- The Tuscany Vespa Tours includes a "reserve now and pay" later option, as well as the free cancellation policy, just like all our Tuscany wine tours.
- Please bear in mind you will need to bring your driver license for the Tuscany Vespa Tours.
- We kindly ask that you bring a credit card (not cash or a debit card) for a pre-authorization guarantee in case of damage to the vehicle. This is just a precaution, and the bill will be canceled upon return if there is no damage to Vespa.
- We recommend that you wear comfortable shoes but not flip-flops or sandals. Also, we advise you to wear clothes in which you will feel comfortable.
- It's never a bad idea to have a refillable water bottle with you, especially during the summer months. Speaking of summer, make sure you bring some sunscreen!

Meeting Point
The tour meeting point may vary depending on the option booked.

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FAQ - Tuscany Vespa Tours
Can I join the Tuscany Vespa tours if I don't have a driving license?
If you don't have a driving license but you still wish to join the Tuscany Vespa tours, we have a perfect option for you! You can ride on a double Vespa as a passenger.Which languages are spoken by the tour guide?
Our tour guides all speak English and Italian! They have a vast knowledge of Tuscany and the Chianti region, as they are locals. You may ask them anything regarding the culture, history, and, of course, the wines!What should you wear for the Tuscany Vespa tours?
We recommend you wear comfortable, loose clothes and shoes. Try to avoid wearing sandals or flip-flops, as they are not practical when driving a Vespa. Also, there's no need to bring a hat, as you'll be wearing a helmet while riding a Vespa.Do you recommend some other tours or experiences while I'm in Tuscany?
Besides going on an unforgettable Vespa tour, you should also book the Truffle Hunting Tour or Tuscany Food Tour to try the local products and Tuscan specialties. Also, if you're a fan of the adventures, we recommend booking a Hot Air Balloon Experience above Tuscany. And for a scenic and active option, the Tuscany Bike Tour lets you explore the countryside alongside a local guide who’ll lead you through the most beautiful landscapes.Don't wait! Book now!

- Reserve now & pay later
- Free cancellation
- Expert tour guide
- Easy booking process!









