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Experience Tuscany on a Vespa, riding through Chianti’s scenic hills, enjoying wine tastings, and a traditional lunch. Perfect for adventure lovers.

Taking a Vespa ride through the rolling hills of Chianti sounds like a quintessential way to experience Tuscany—adventurous, scenic, and infused with local flavor. This particular tour, offered by myTour in Italy, promises a full day of sightseeing, wine tasting, and authentic Tuscan cuisine, all while cruising on your own or with an experienced guide. While it’s generally well-reviewed, there are some important details to consider before booking.
One thing we really like about this experience is the opportunity to see the Chianti countryside from a Vespa—an intimate, fun way to connect with the landscape. The inclusion of a traditional winery tour and a hearty Tuscan lunch adds real value, making it more than just a scenic ride. On the flip side, potential riders should be aware of the need for prior scooter experience and the importance of accurate timing, particularly with pick-ups and check-in.
This tour is best suited for those who love a bit of adventure, enjoy scenic drives, and are comfortable on a scooter or open to trying alternative transport like a Fiat if needed. It’s ideal for travelers seeking a memorable, active day outside Florence that combines cultural sights, local food, and regional wines. If that sounds appealing, keep reading for a detailed look at what this trip really offers.
Authentic Vespa Experience: Ride through Chianti’s famous hills either on your own Vespa or with a guide, enjoying the freedom of the open road.
Scenic Stops: Pass medieval villages, vineyards, and historic villas that paint a picture of classic Tuscany.
Wine and Food: Enjoy a wine tasting at a local farm and a hearty Tuscan lunch made with fresh regional ingredients.
Group Size & Flexibility: Small groups (max 15 travelers) ensure a personal experience, with options for alternate transport if needed.
Price & Value: At around $167.68 per person, the tour offers a good balance between adventure, cultural insight, and authentic food and wine.
Challenges: Requires prior scooter experience and valid driver’s license; check-in and logistics can be slow, and weather may impact the route.
Looking for more options in Siena? Here are some other experiences worth considering.

The tour kicks off with a transfer from Florence in a minivan, heading directly into the heart of Tuscany. Expect a roughly 40-minute journey that transports you from the city’s hustle to the bucolic serenity of Chianti’s famous landscapes. Early reviews mention a slight hiccup with the pickup logistics, but overall, the drivers are helpful, and the scenic drive sets the tone for the adventure ahead.
Once at the Vespa base, you’ll receive safety instructions and a quick lesson if you’re new to riding. This is particularly reassuring for those who haven’t ridden a scooter recently, as the scooters are automatic and easy to handle for most. As one reviewer noted, the staff is very attentive to safety, making sure everyone feels comfortable before hitting the countryside.
Your journey begins with a scenic ride along the Strada Statale 222 Chiantigiana, the main road threading through Chianti’s vineyards and olive groves. The route is about an hour long, offering a chance to settle into the rhythm of riding and to soak in views that are truly postcard-worthy. Expect to pass by medieval villages like Radda in Chianti, which is a highlight for many.
Reviewers highlight that the ride to Radda offers sweeping vistas of rolling hills dotted with cypress trees, vineyards, and ancient villas. Sveva, one of the guides, is praised for her clear instructions and friendly demeanor, making beginners feel at ease. As Kristin_P shared, “Sveva gave great instruction for safety and guided us through two beautiful towns and a vineyard. It’s such a great way to get outside and see the scenery.”
The highlight for many is the stop at Casale dello Sparviero, a family-run farm and winery. This stop is a favorite for its authenticity and stunning setting—long avenues of cypress trees lead visitors to the farmhouse. Here, you’ll enjoy a wine tasting of local Chianti wines, accompanied by the chance to take photos in a quintessential Tuscan landscape.
Most reviews mention that the winery tour with tasting is well worth the time. One reviewer, Leevania_N, called the experience of tasting the wines “the best,” noting that the wines were regional, and the setting was picturesque. The winery offers a chance to learn about Tuscan winemaking traditions, which adds depth to the day.
After the vineyard, the group heads to Monteriggioni, a small medieval walled town that’s perfect for wandering on your own. Visitors can stroll through narrow streets, admire ancient walls, and imagine life in medieval Tuscany. The one-hour free time is often appreciated, allowing for spontaneous photos or a quick gelato.
Reviewers like Rachel_W enjoyed their time here, mentioning that the stops and lunch made the day feel well-rounded. It offers a charming contrast to the vineyards and countryside—more of a cultural moment than a sightseeing rush.
The included lunch is a highlight for many, featuring local, fresh dishes typical of Tuscany. The meal is described as hearty, simple, and flavorful, emphasizing regional ingredients. Many reviewers point out that the food is well-prepared, and the wine tasting complements the meal perfectly.
Linda_B appreciated the “great wine and a lovely lunch,” and the opportunity to sample regional Chianti wines. The tasting is usually accompanied by insights into local wine-making, giving guests a taste of Tuscany’s renowned viticulture.
While most participants ride Vespas, some reviews mention opting for a Fiat 500 instead, especially if they’re less confident on a scooter. The guides are accommodating, and the option to switch vehicles is available, which enhances accessibility without compromising the experience.
The full-day tour lasts around 6 hours 30 minutes, including transport, stops, and meals. Group sizes are limited to 15 travelers, ensuring a more intimate vibe. The price of approximately $168 per person offers good value considering the included activities—wine tasting, lunch, scooter rental, and guided commentary.
However, travelers should be prepared for the check-in process, which some reviewers found slow, taking about two hours. It’s important to arrive with the correct documents—driver’s license, credit card, and any specific dietary requirements.
The tour takes place rain or shine. Heavy weather might lead to route modifications or replacements with the Fiat option. Safety is a priority, and guides reserve the right to stop any rider they deem unsafe. This was echoed in reviews where some participants had difficulty driving and appreciated the alternative options provided.

The comments from travelers emphasize that this isn’t just a scenic drive but a chance to connect more deeply with the Tuscan landscape. The guides, like Sveva and Lorenzo, are praised for their friendliness, safety instructions, and local knowledge, making the experience both fun and informative.
The wine tastings and lunch at the farm are regarded as authentic and generous, not rushed or commercialized. The setting’s natural beauty, combined with the slow pace of the ride and the small group size, makes for a memorable day that captures the essence of Tuscany.

This experience is perfect for adventurous travelers who enjoy being active and want a more personal, hands-on way to explore Tuscany. It suits those comfortable on a scooter or willing to try, with the safety briefing serving as a good confidence booster. It’s ideal for wine lovers, history buffs, and anyone wanting to see Italy from a different perspective.
However, if you’re not confident driving or have mobility restrictions, the Fiat alternative provides a safe compromise. Also, keep in mind that weather can influence the route, and delays in check-in might mean a slightly longer wait on arrival.

The Vespa Tour in Chianti combines scenic beauty, local culture, and adventure into a package that feels genuinely worthwhile. The inclusion of a winery visit and hearty Tuscan lunch enhances the value, making it more than just a sightseeing trip. The guides’ professionalism and friendly approach add to the overall positive vibe, though logistical aspects like check-in times should be considered.
For those who dream of seeing Tuscany on two wheels, or even four if needed, this tour delivers a memorable experience — with enough flexibility to accommodate different comfort levels. It’s a great way to break away from traditional tours and enjoy Tuscany’s stunning landscapes in a relaxed, fun, and authentic manner.

Do I need previous scooter experience to join this tour?
Yes, you must know how to ride a scooter and bring a valid driver’s license. The guide will give safety instructions, and the ability to ride confidently is essential. If you’re not comfortable, you can opt for a Fiat instead.
Is the tour suitable for children or teenagers?
The minimum age for drivers is 18, while passengers can join from age 13. The tour is best suited for older kids and teens who are comfortable on a scooter or vehicle.
What happens if the weather is bad?
The tour runs rain or shine. In case of heavy rain, the route might be modified. If weather conditions are unsafe during the tour, guides will escort guests back early and no refunds are given for weather-related cancellations or route changes.
What is included in the price?
The price includes transportation from Florence, a professional escort, Vespa or Fiat, helmets, fuel, taxes, a winery tour with tasting, and a light Tuscan lunch.
Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before the experience for a full refund. Cancellations less than 24 hours prior are not refundable.
Is this tour good for solo travelers?
Absolutely. The small group setting and guided experience make it friendly for solo travelers looking to meet like-minded adventurers in Tuscany.
To sum it up, the Vespa Tour in Chianti offers a vibrant mix of scenery, culture, and fun. It’s best suited for those looking for an active day with authentic touches, and who are comfortable handling a scooter—or willing to take the Fiat alternative. With knowledgeable guides, excellent wine tastings, and stunning vistas, it’s a memorable way to see Tuscany beyond the usual.