Thinking about adding a touch of adventure to your trip to Florence? The Chianti by Vespa – Small Group Tour offers just that: a chance to see the rolling Tuscan landscape on two wheels, with a dash of wine tasting and local flavor. While it’s a fun way to explore, it’s also a tour that requires some thought about safety, comfort, and your driving confidence.
What immediately caught our eye about this experience is how it combines the thrill of riding a Vespa—something many travelers might not have done before—with the chance to truly soak in the scenic beauty of Chianti. Plus, the small-group aspect promises a more personalized and relaxed vibe than larger, bus-based tours. A second thing we appreciate is how inclusive the tour is—beginners are really welcome, with guides offering thorough instructions and the option to ride with them if you’re hesitant.
On the flip side, one consideration is that riding a Vespa, even with guidance, isn’t for everyone. You’ll want to be comfortable with the idea of riding, or at least be ready to sit back and enjoy the scenery from the back if that feels safer. Also, while the tour includes tasting some fantastic local wines and olive oil, those who prefer non-alcoholic activities might find the focus on wine tasting a bit much.
This tour works best for travelers who enjoy a bit of adventure, love scenic drives, and are open to trying wine and Tuscan cuisine in an authentic setting. It’s especially suited for those who want a balance of active participation and relaxed sightseeing.
Key Points
- Ideal for beginners: The tour is designed with safety and guidance in mind, making it accessible to those new to Vespa riding.
- Options for all comfort levels: You can opt to ride your own Vespa or enjoy the ride with a guide—great for those unsure about driving.
- Beautiful scenery: Expect scenic country roads, vineyards, and historic villages in Chianti.
- Authentic tastings: Includes visits to a boutique winery with wine and olive oil tastings paired with a Tuscan lunch.
- Small group size: Limited to 12 travelers, ensuring a more personal experience and better interaction with guides.
- Price and value: At around $294, you get a full day’s experience combining transportation, instruction, tastings, and a meal—generally good value for a curated Tuscan adventure.
The Experience: From the City to the Vineyards
The adventure begins in Florence, at Piazza Mentana, where your group gathers. From there, a short minivan ride takes you out of the city, into the countryside. This initial transfer is helpful—they’ll give you an orientation session with an English-speaking guide, which is crucial if you’re new to riding a Vespa. The guide’s thorough instructions ensure everyone understands how to handle the scooters safely.
Once everyone is comfortable, a quick driving test in an enclosed space confirms that all participants can operate their Vespa confidently. For first-timers, this is a big plus—knowing that you’re well-prepared before hitting the open roads is reassuring. If someone doesn’t feel confident, they can ride with a guide or follow along in the backup minivan.
The roads you’ll ride are scenic and relatively peaceful, passing through vineyards, olive groves, and old villages. Expect to stop for photo opportunities, which the guides usually facilitate well. The views here are exactly what you hope for in Chianti: rolling hills dotted with wineries, castles, and cozy hamlets.
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Visiting Chianti’s Wineries
The highlight for many is the visit to a renowned Chianti winery. Here, you’ll explore the cellars and get a glimpse into the wine-making process from seasoned experts. It’s a chance to learn about the region’s famous red wines—Chianti Classico being the star—and sample a few along the way. The guide’s knowledge helps deepen your appreciation for what makes Chianti wines special.
After the winery tour, the ride concludes at a smaller boutique winery, where a traditional Tuscan meal awaits. This includes a wine tasting of local varieties and a sampling of high-quality olive oil. The meal is meant to give you a real taste of Tuscany—simple, hearty, and full of flavor. If you’re interested, you can buy bottles at the winery at reasonable prices, which is a nice takeaway.
The Value of the Day
Considering the price—about $293.74 per person—this tour offers a comprehensive experience. You’re not just riding a Vespa; you’re learning, tasting, and soaking up the landscape. The inclusion of a meal and tastings, plus the small group setting, makes it feel more intimate and memorable.
The reviews back up this positive picture. One reviewer mentioned, “We had a great time,” appreciating the well-planned routes, city and winery visits, and accommodations. Another noted the helpfulness of the staff, especially when technical issues arose, which speaks to the professionalism of Italy Adventures.
The Practical Side: What to Know Before You Go

This tour is tailored to most travelers, with most people able to participate. You’ll need a valid driver’s license and be at least 18 years old to drive the Vespa, or 13 to ride as a passenger. Helmets and all equipment are provided, which simplifies packing and preparation.
The tour lasts approximately 6 to 7 hours, making it a full but manageable day. Comfortable shoes are recommended, especially for walking around the wineries and villages. Since wine tasting is involved, moderation is advised, and those who prefer non-alcoholic options should be aware of the tasting focus.
You’ll want to consider your comfort level with riding. If after the test ride your guide feels you’re better suited to riding with someone else or in the minivan, that’s perfectly okay—your safety comes first. No refunds are given if you switch to a guide or minivan, but that’s a small inconvenience compared to feeling secure.
Who Should Consider This Tour?
This experience is best suited for adventurous spirits who want to try something different from the usual sightseeing bus. It’s ideal if you’re comfortable with the idea of riding a Vespa, or at least willing to give it a shot. It also appeals to those who love scenic drives, wine tasting, and authentic Tuscan food. Keep in mind, it’s not meant for those seeking a purely relaxed, on-foot tour or those uncomfortable with riding.
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FAQs
Do I need to have previous Vespa riding experience?
No. The tour includes an orientation session and a short driving test to ensure everyone can operate the Vespa safely. Beginners are very welcome.
Can I choose to ride with the guide instead of driving?
Yes, you can opt to ride with the guide if you’re not comfortable driving or prefer not to. This is a good option for less confident riders.
What if I don’t pass the driving test?
If the guide deems it unsafe for you to ride alone, you may ride with another participant or stay in the minivan. No refunds are issued in such cases—your safety is the priority.
Are helmets and equipment provided?
Yes, all necessary equipment, including helmets, are provided and included in the tour price.
Is there a limit to how many people can join?
Yes, the tour is limited to a maximum of 12 travelers, which helps ensure a more intimate and personalized experience.
What should I wear?
Comfortable shoes are recommended since you’ll be walking around wineries and villages. Dress appropriately for the weather and consider wearing layers.
How long does the tour last?
The entire experience lasts approximately 6 to 7 hours, from meeting in Florence to returning.
Are meals and tastings included?
Yes, the tour includes a traditional Tuscan lunch with wine pairings, plus tastings of both wine and olive oil at the wineries.
Is this tour family-friendly?
While not explicitly marketed as family-oriented, the tour could be suitable for older children or teens comfortable on a Vespa, but always check with the provider beforehand.
Chianti by Vespa – Small Group Tour
“For me as the first time rider it was so perfect, I was a bit skeptical at first but trust me we had a great time. The bike routes , city and wine…”
Final Thoughts
The Chianti by Vespa – Small Group Tour offers a lively, authentic way to experience Tuscany’s famous landscapes, wines, and foods. It’s well-suited for travelers who enjoy a bit of adventure and are open to riding a scooter, with safety and guidance built into the experience. The small-group size and included tastings make it feel personal and special, perfect for couples or small groups looking for something memorable.
While it might not suit everyone—especially those uncomfortable with riding or seeking a more relaxed, on-foot style tour—it’s a playful, scenic option that balances activity with culture. If you’re ready for a day of beautiful vistas, tasty treats, and a bit of adrenaline, this Vespa tour could be the highlight of your trip to Florence.
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