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Discover Chianti on a Vespa with guided wine tastings, scenic routes, and authentic Tuscan cuisine—an exciting way to explore Italy’s countryside.

Taking a Vespa tour through Tuscany’s famous Chianti region sounds like an adventure you’d see in a travel magazine — and it really is that fun. This experience, organized by Towns of Italy, offers a unique way to see the rolling hills, vineyards, and historic towns of Tuscany, all while riding an iconic scooter. It’s a perfect blend of scenic beauty, culture, and just enough thrill to make your day memorable.
One of the standout draws of this tour is its small-group format—limiting to 15 travelers—keeping it intimate and personal. The chance to learn about wine, olive oils, and local architecture from knowledgeable guides makes it more than just a ride; it’s an authentic taste of Tuscany’s charm.
However, it’s worth noting that this tour is best suited for those who feel comfortable on a scooter or motorcycle, or at least have previous riding experience, as safety and handling are emphasized. If you love the idea of exploring Italy’s countryside with a sense of adventure and flexibility, this could be just the experience you’re looking for.
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Your day begins at the Tourist Hub in Piazza Mentana, Florence. From there, a comfortable minivan whisks you approximately 35 minutes outside the city toward the Chianti hills. During this ride, you’ll be treated to views of vineyards, olive groves, and historic villas. Many reviewers comment on how the scenic drive sets the tone — “the countryside is breathtaking,” as one traveler put it, with “peppering of cypress and olive trees separated by vineyards.”
This initial stretch also includes an engaging safety briefing and scooter orientation. We appreciated guides like Michaela and Yo, who are noted for their helpfulness, patience, and deep local knowledge. The guides assess your ability, making sure everyone is comfortable before they hand over the keys—this is a tour that cares about safety and fun equally.
Once on the scooters, the real adventure begins. We loved the freedom of wind in our hair as we wound through Tuscan roads that are famous for their architectural beauty and natural charm. Reviewers often mention how the rides are not just about transportation but about experiencing the landscape—vineyards, rolling hills, and sun-dappled woods are right at your fingertips.
The route includes stops at Greve in Chianti, a postcard-perfect village with a lively square and quaint shops, as well as the charming Montefioralle, a medieval town that’s still largely untouched by modernity. The guided visit here offers insights into the region’s history and its celebrated wine production.
A brief stop at Chiocchio offers a picture of traditional village life, surrounded by vineyards and olive groves. Here, visitors can explore religious sites like Santa Maria a Cintoia or visit local attractions such as the Castello di Mugnana.
One of the most praised parts of the tour is the visit to Impruneta, renowned for centuries-old terracotta craftsmanship. Travelers note that this stop is not just about shopping but about appreciating the craftsmanship that shapes Tuscany’s architecture and landscape.
The lunch at the winery is a major highlight. Many reviews describe it as “exquisite,” with a generous spread that includes authentic Tuscan dishes, local wines, and olive oils. The winery guides walk you through the wine cellar, explaining the nuances of Chianti wines, with tastings that are both educational and delicious. Olive oil tasting is also incorporated, providing a deeper understanding of the region’s culinary traditions.
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After hours of riding, tasting, and exploring, the group heads back to Florence via the minivan. The return ride is often described as relaxing, allowing everyone to unwind and reflect on the day’s adventures — “beautiful memories etched in your mind,” as one reviewer puts it.

The tour offers excellent value for $115.64 per person. Included are Vespa rental (with helmets and fuel), guided visits, tastings, and a substantial Tuscan lunch. The roundtrip transportation from Florence saves you the hassle of planning or driving, making this a convenient day trip.
However, there are some important considerations. You must present a valid driver’s license (no motorcycle license needed), and previous riding experience is highly recommended. Several reviews highlight that while beginners are accommodated, confident riding will enhance enjoyment and safety. For those who are not comfortable on a scooter, riding as a passenger is possible, and guides are flexible if someone prefers not to drive.
The tour runs rain or shine. If the weather turns bad, the guides will do their best to continue with the scooters but are prepared to switch to minivans if necessary. This flexibility is appreciated, but it’s sensible to bring rain gear if the forecast predicts rain.
With a maximum of 15 travelers and a duration of about six hours, you get enough time to enjoy the scenery without feeling rushed. The small group setting contributes to a relaxed and friendly vibe, allowing for personalized interaction with guides and fellow travelers.

One of the best parts of this tour is its authentic focus — small group, local guides, traditional lunch, and visits to renowned wineries and villages. Many travelers mention how guides like Lorenzo, Carlotta, or Yo make the experience engaging by sharing local stories and ensuring safety.
Compared to other tours, the Vespa experience offers a sense of freedom and adventure that big bus trips can’t match. The cost, while higher than some standard sightseeing, covers the Vespa rental, tastings, lunch, and transport, making it an excellent value for the overall experience.

If you’re comfortable on a scooter or eager to learn, this tour offers a very authentic taste of Tuscany’s countryside. It’s especially suitable for those who want a fun, active day with cultural depth — wine, food, scenic drives, and historic towns all in one.
It’s also perfect for travelers who appreciate small-group experiences, personalized service, and the chance to see the countryside from a different perspective. Families with older teens (12-18) can also participate as passengers, making it a memorable family outing.

If you’re not confident on two wheels or have mobility concerns, this might not be the best fit. While guides are helpful, previous experience is strongly recommended, and safety is a priority. Also, those wary of riding in rain should consider the weather forecast carefully, as the tour proceeds rain or shine.

This Vespa tour through Chianti offers a refreshingly authentic way to see Tuscany. The combination of scenic routes, expert guides, and gourmet tastings provides excellent value for those seeking a memorable, active day outside Florence. The small-group format ensures a personal touch, and the inclusion of a traditional Tuscan lunch makes it a well-rounded experience.
For travelers craving a mix of fun, culture, and stunning landscapes, it’s a fantastic choice. Just come prepared to handle a scooter, and you’ll leave with stories and photos to last a lifetime.

Do I need a motorcycle license to participate?
No, you only need a valid driver’s license. The guides will assess your ability and are aware that you don’t need a motorcycle license specifically.
Is previous riding experience necessary?
While not mandatory, previous experience on a Vespa, scooter, or motorcycle is highly advised. Guides will conduct a safety briefing and test ride to ensure you’re comfortable.
Can children participate?
Yes, children aged 12-18 can ride as passengers. Those under 12 are generally not permitted for safety reasons.
What happens if it rains?
The tour runs rain or shine. Guides will do their best to keep it on scooters, but if weather conditions are unsafe, the ride may switch to a minivan. Rain gear is recommended.
How long does the tour last?
About six hours total, including transport, riding, stops, and lunch.
What’s included in the price?
Vespa rental (helmets and fuel included), guided winery visits, tastings of wine and olive oils, traditional Tuscan lunch, and roundtrip transport from Florence.
Is this experience suitable for beginners?
It’s suited for those with some riding experience or confidence. Guides provide a practice loop and safety assessment to accommodate less experienced riders, but prior knowledge makes the experience more enjoyable.
This Vespa tour offers a blend of adventure, culture, and cuisine that’s hard to beat in Tuscany. Perfect for those who want a day filled with scenic beauty, authentic food, and a touch of adrenaline — all with the comfort of expert guidance and small groups. Whether you’re a seasoned rider or just eager to try, the landscapes of Chianti and the warm hospitality of local wineries will make this a highlight of your trip to Florence.