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Experience Tuscany on a Vespa with guided tours, scenic stops in Chianti, wine and olive oil tastings, and a traditional farm lunch—all starting from Florence.

The Explore Chianti on a Vespa tour offers a lively way to see Tuscany’s rolling hills and vineyards. For $115.64 per person, this 6-hour experience takes you on a guided ride through some of Italy’s most iconic countryside. Limited to 15 participants, the small-group setup ensures personalized attention and a relaxed atmosphere. The tour departs from Florence, with roundtrip transportation included, making the entire day both convenient and immersive.
What truly makes this tour stand out are the visits to two renowned wineries, where you enjoy guided tastings of Chianti wines and local olive oils. The journey also features a traditional Tuscan farm lunch at a hilltop castle, adding authentic flavor to the adventure. While previous participants note the importance of having prior Vespa experience and a valid driver’s license, the tour offers a fun, scenic, and engaging way to explore Tuscany for those comfortable on two wheels.
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The tour begins at the Towns of Italy Tourist Hub near Piazza Mentana in Florence. Guests gather at least 15 minutes before departure, where a safety briefing confirms everyone’s riding comfort. From there, a 35-minute drive in a comfortable minivan transports the group out of Florence toward the Tuscan hills. This transfer makes it easy to relax before hitting the scenic country roads on your Vespa.
The roundtrip transport ensures a hassle-free journey, with the convenience of back-and-forth travel included in the tour price. The meeting point location is close to public transportation, adding to ease of access for participants staying centrally in Florence.

Once outside the city, the route along the Chianti road showcases Tuscany’s best-loved landscapes. You’ll pass vineyards, villas, castles, and sun-dappled woods, all part of the region’s famous beauty. The scenic drive offers plenty of photo stops, with the guide providing insights into the area’s architecture and history. The landscape is characterized by orderly vineyards and rugged cliffs, making for a truly picturesque ride.
The Chianti route is especially perfect for those wanting a mix of adventure and sightseeing, with the chance to feel the wind and enjoy the fresh air while cruising along winding country roads.

The tour includes a stop in Greve in Chianti, a charming village famous for its medieval architecture. Here, travelers have the chance to walk through narrow streets lined with local shops and historic landmarks. Just nearby is Montefioralle, a beautifully preserved fortified town regarded as one of Italy’s most attractive small towns, offering a glimpse into medieval life.
These stops are brief but packed with character, providing opportunities for photos and a taste of authentic Tuscan village vibes amid the vineyards and rolling hills.

Next, the group visits Chiocchio, a small village surrounded by vineyards and olive groves. This quiet spot offers a chance to see traditional Tuscan life up close, with historic religious sites like Santa Maria a Cintoia and Castello di Mugnana nearby. The stop emphasizes the region’s agricultural roots and offers a peaceful setting to enjoy the landscape’s beauty.
While only about 10 minutes long, this pause highlights the simplicity and charm that define Tuscan rural life.
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A two-hour stop in Impruneta offers a fascinating look at Tuscany’s centuries-old terracotta tradition. Known for its distinctive craftsmanship, Impruneta’s clay works have become a hallmark of Tuscan architecture. During this visit, guests enjoy a guided tour of a terracotta workshop and lunch at a local farm.
The included lunch features Chianti wines, olive oils, and local delicacies, making it a memorable highlight. The stop balances culinary delights with cultural insights into local artisanship, offering a well-rounded experience.

At the famous winery visited during the tour, guests get a guided tour of the cellars, learning about Chianti wine production. This is followed by tastings of Chianti wines and high-quality olive oils, showcasing the region’s best produce. The wine tasting takes place in a setting that emphasizes Tuscan tradition and craftsmanship, allowing visitors to appreciate the flavors and history behind each sip.
Participants often praise the knowledgeable guides and the relaxed, friendly atmosphere during tastings, which add depth to the overall experience.

One of the tour’s standout moments is the lunch at a hilltop castle, offering authentic Tuscan cuisine paired with Chianti wines. The meal includes local specialties, complemented by olive oils and cheeses, providing a true taste of Tuscany.
The lunch setting is picturesque, with panoramic views of vineyards and olive groves. It’s a chance to relax and savor regional flavors amid stunning scenery, making this meal a highlight for many participants.
The ride back in the minivan takes approximately 35 minutes, giving guests time to relax and reflect on the day. The journey home provides another chance to enjoy the Tuscan landscape and chat about the day’s adventures.
The tour concludes at the original meeting point in Florence, with most participants feeling satisfied by the mix of scenic rides, cultural stops, and delicious food and drink. The entire experience balances adventure and relaxation, making it suitable for those looking for a memorable day outside the city.
This Vespa tour is perfect for adventure seekers comfortable on two wheels, especially those with some prior Vespa or scooter experience. The requirement of a valid driver’s license and ability to ride safely are important, as guides assess each participant’s skill before allowing solo riding. Families with children aged 12-18 can have children ride as passengers, but younger kids are not permitted.
Previous reviews highlight the friendly, knowledgeable guides—like Lorenzo, Yo, Carlotta, Haider, and Gulia—who make safety a priority while keeping the trip lively and engaging. The price point offers good value for such a comprehensive experience, including Vespa rental, tastings, and a substantial lunch.
The Explore Chianti on a Vespa tour delivers a fun, scenic, and authentic way to experience Tuscany’s vineyards, villages, and culinary delights. The small-group format ensures a relaxed pace and personalized guidance, making it suitable for confident riders who enjoy adventure with cultural stops.
While prior Vespa experience is recommended, the guides’ safety assessments and practice loops prepare participants well. The included lunch and tastings add value and depth, turning this tour into a full-day exploration of Italian countryside flavors and scenery.
This tour suits those seeking a lively, engaging way to see Tuscany’s beauty on two wheels, provided they are comfortable with riding a scooter and have a valid driver’s license. For anyone eager to combine adventure, culture, and cuisine, this Vespa tour offers a memorable slice of Tuscany.
“This was a very fun event, but if you are not familiar with riding mopeds or motorcycles you need to understand this is potentially a very dangerou…”
Is previous Vespa riding experience required?
While previous experience is not mandatory, it is highly advised. Guides evaluate each rider’s ability, and those unable to ride safely can ride as passengers or on support vehicles.
What is included in the tour price?
The Vespa rental, helmet and fuel, guided winery and olive oil tastings, lunch at a Tuscan castle, and roundtrip transportation from Florence are all included.
Can children participate in this tour?
Children aged 12-18 can ride as passengers. The tour is not suitable for younger children.
What happens in case of bad weather?
The tour runs rain or shine. If heavy rain prevents safe riding, the entire experience may be conducted via support vehicles, with option for a rain check for a future date.
How do I meet the tour in Florence?
Guests gather at the Tourist Hub near Piazza Mentana, with instructions given beforehand. It’s close to public transportation and easy to reach.