Reviewed · VESPA AND FIAT 500 TOURS IN CHIANTI
Chianti Hills: App‑Guided e‑Vespa Tour + Lunch in Greve
The best part of this outing is the freedom. You leave Florence on an electric Vespa, follow a phone app through the Chianti hills, and stop when you want in Montefioralle and Greve in Chianti. There is no tour leader urging you onward, so you can linger over coffee, browse shops, or take your time at lunch.
I like the route’s changing rhythm: city streets first, then winding roads lined with vineyards, olive trees, cypresses, and old villages. I also like that lunch at a Greve trattoria is included, with enough time to eat properly instead of squeezing in a rushed roadside snack.
The catch is serious: this is for advanced Vespa, scooter, or motorcycle riders, not beginners. You must handle Florence traffic, follow the app closely, carry the right documents, and accept a €900 credit-card security deposit per Vespa.
Key points at a glance

- Electric Vespa for eight hours: You control the pace and follow a dedicated navigation app.
- A real countryside route: The ride uses the Chiantigiana road, with vineyards, olive groves, cypress trees, and rolling Tuscan hills.
- Two worthwhile stops: Montefioralle offers medieval lanes and views, while Greve has its unusual triangular square, arcades, shops, and lunch.
- Lunch is included: You eat at a traditional trattoria in the heart of Greve in Chianti.
- Shared or private Vespa: One Vespa can carry a driver and passenger, or you can select an option with a Vespa for the driver alone.
- Strict riding requirements: Drivers must be at least 18, hold the required license, bring a passport or accepted identity card, and provide a €900 deposit.
Why this ride works best for confident scooter riders

This is not a bus tour with a guide pointing out sights from the front seat. It is a self-drive day in the Tuscan countryside. That difference shapes everything.
You collect the Vespa at Borgo Ognissanti, 65r, in Florence at 10 a.m. The first part of the ride takes you out of the city. Florence traffic can feel tense on two wheels, especially if you are not accustomed to scooters, but the supplied advice is sensible: ride calmly and do not copy local riders who weave through traffic.
Once you reach the open roads, the outing becomes much easier to enjoy. The dedicated app guides you along the route, and you can stop at the scheduled villages rather than follow a guide’s fixed timetable. You still need to pay close attention to every turn. One rider’s most useful advice was to study the entire route before setting off, since missing a turn can quickly make navigation harder.
The Vespa is electric, which means you avoid fuel stops and get a quieter ride through the countryside. The operator includes collision, theft, and vandalism insurance, along with a sanitized helmet. That coverage is useful, but it does not remove the €900 security deposit requirement, so make sure your credit card has enough available credit. Only Visa and Mastercard are accepted.
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The Chiantigiana road sets the mood
The route follows the Strada Statale 222 Chiantigiana, one of the classic roads through the Chianti region. You will spend about two hours on this part of the route at the beginning, then return to it for another panoramic stretch before heading back to Florence.
This is the kind of road that makes a Vespa outing worthwhile. You pass vineyards, olive trees, cypress rows, historic villages, and broad views over the hills. The scenery is not a single attraction you check off a list. It is the reason to be on the road, with each bend offering another view of farms, villas, and cultivated slopes.
The app gives you independence, but it also means you are responsible for navigation. Stop safely if you need to check your phone. Do not try to read directions while riding, and do not assume that a beautiful road is a reason to ignore traffic or road signs.
The return route is especially appealing. It takes you back through high roads and winding lanes with wide views across the Chianti area. The final approach to Florence can feel bittersweet, since the quiet countryside gives way to city streets again.
Montefioralle, a medieval village with time to spare

Montefioralle is the first major stop and receives about two hours. It is a small medieval village among the Chianti hills, known as one of Italy’s most beautiful villages.
The appeal here is simple. Park where the app directs you, then walk roughly two minutes back toward the village square. You can explore on foot, pause for coffee or a snack, browse, and watch local life unfold around the old buildings.
Two hours is generous for a village of this size. That is good news if you prefer a slow morning rather than a checklist. You can enjoy the setting without worrying that a guide will call everyone back to the vehicle after twenty minutes.
The practical issue is parking and navigation. Follow the app’s parking instructions carefully, and remember that the main village experience is on foot. Comfortable shoes matter, especially if you plan to wander beyond the central area.
Montefioralle is also a good place to settle into the day. The first city riding may have demanded concentration. Here, you can leave the Vespa parked, stretch your legs, and enjoy the change from urban traffic to a quiet hill village.
Greve in Chianti brings food, shops, and a lively square

Greve is only a few kilometers from Montefioralle, but it feels more active and spacious. Its main square has a distinctive triangular shape and arcades along the edges. Those covered walkways make the town pleasant for a stroll, even if the weather is not perfect.
You have about two hours here, including lunch at a traditional trattoria in the center of town. This is more than a meal stop. It gives the day a proper Tuscan pause, with time to sit, eat, and explore afterward instead of grabbing food between photo stops.
The restaurant has worked with the operator for years, and the arrangement appears designed for this particular route. The practical benefit is that you do not have to search for a restaurant after arriving in Greve. You can focus on the town, knowing lunch is part of the plan.
Greve also has colorful artisan shops and a classic village atmosphere. I would use the time in two parts: first, take a short walk around the square and nearby streets, then sit down for lunch. After eating, allow a little time for another stroll before returning to the Vespa.
The lunch timing also gives you a chance to check the vehicle’s charge. The operator can check the battery if needed, which is a thoughtful detail on an all-day electric ride. The exact battery range is not specified, so do not treat this as a reason to ignore the return schedule. Ask about the charge before leaving Florence and again in Greve if you have any concern.
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The return ride is part of the attraction

Many half-day countryside outings treat the return as dead time. This one makes the trip back part of the experience.
After Greve, the route climbs into the hills and opens to broad views over vineyards, villas, and the wider Chianti area. Then it moves along smaller roads, including tree-lined stretches that bring you gradually toward Florence.
That change in scenery gives the day a satisfying shape. You begin with the challenge of leaving the city, settle into villages and lunch, then finish with a scenic ride before returning the Vespa at Borgo Ognissanti.
You are expected to arrive back at the original meeting point. The total outing lasts about eight hours, so you should not plan a tight evening booking immediately afterward. Traffic, wrong turns, a long lunch, or a slower riding pace could affect your arrival time.
What the $133.67 price really covers

At $133.67 per person, the value depends heavily on how you use the Vespa arrangement.
The price includes the vehicle for eight hours, helmet, app-based route guidance, insurance covering collision, theft, and vandalism, and lunch in Greve. For two people sharing one Vespa, that combines transport, countryside sightseeing, and a substantial meal in one day. It can be a fair price compared with arranging separate transport into Chianti and paying for lunch on your own.
Pay close attention to the booking language. One Vespa is supplied per booking, and it can be used by a driver and passenger. If you want your own Vespa, choose the single-driver option. Confirm how the selected option is priced before paying, since the listed price is shown per person while the vehicle arrangement is described per Vespa.
The insurance is helpful, but you still provide a €900 deposit for each Vespa. That deposit is not the same as the tour price, and it must be secured with a Visa or Mastercard before departure.
Documents, riding ability, and what to bring

The operator requires an international driving license for riders from several regions, including the Middle East and Arab countries, Africa and North Africa, China, India, South America, and Eastern Europe. You must also provide your passport. An identity card is accepted instead only for citizens of the European Union.
Drivers must be at least 18 years old. You need your own smartphone because the route depends on the dedicated app. Bring it fully charged, and consider carrying a power bank, although the tour information does not promise charging equipment.
The operator can refuse to hand over a Vespa if a rider cannot operate it safely. In that situation, no refund is due. This policy makes sense, but it means you should be honest about your ability before booking. If you have only ridden an automatic scooter on quiet streets, this may not be the right first attempt.
Wear comfortable shoes and clothing that lets you control the scooter easily. You will spend many hours riding, walking through villages, and sitting down to lunch. A small bag for documents and your phone is useful, but avoid anything that could interfere with safe riding.
Who should book this Chianti Vespa tour?

I would recommend it to confident scooter riders who want independence and scenery more than guided commentary. Couples are a natural fit, especially if one person drives and the other rides as passenger. Friends can also book separate vehicles if everyone meets the riding requirements.
It suits you if you like setting your own pace, stopping for coffee, taking photographs, and choosing how long to spend in a village. It also works well if you want a full day outside Florence without renting a car.
I would not choose it for a first-time scooter rider, a nervous city rider, or anyone who wants historical explanations throughout the day. The app gives directions, not a live guide. You will need to make decisions about traffic, parking, timing, and navigation yourself.
The group limit is listed as 50 people, but the important point is that your own outing is self-guided. You are not promised a small escorted group or a tour leader.
Booking, cancellation, and the final decision
Free cancellation is available if you cancel at least 24 hours before the 10 a.m. start time. Changes made inside that period are not accepted, and the activity can also be canceled if its minimum number is not reached, with a different date or a full refund offered.
Should you book it? Yes, if you already ride scooters comfortably and want a full Tuscan day built around the pleasure of being on the road. The combination of Montefioralle, Greve, a traditional lunch, and the scenic return route gives you more freedom than a standard coach excursion.
Skip it if the €900 deposit worries you, you lack the required license, or you are not fully comfortable riding in Florence. For the right rider, this is an active and memorable way to reach Chianti. For the wrong rider, the same independence can turn into stress.
FAQ
Where does the Chianti electric Vespa tour start?
It starts at Borgo Ognissanti, 65r, 50123 Florence, Italy.
What time does the tour begin?
The start time is 10 a.m.
How long does the tour last?
The experience lasts approximately eight hours and ends back at the meeting point in Florence.
Is a tour leader included?
No. This is a self-drive tour guided by a dedicated mobile app. A tour leader is not included.
Can two people share one Vespa?
Yes. Each Vespa can carry a driver and passenger. The booking information states that one Vespa is provided per booking unless you select the single-driver option.
Can I book a Vespa for myself only?
Yes. Choose the option described as one Vespa for the driver only if you want exclusive use of the vehicle.
What is included in the price?
The price includes an electric Vespa for eight hours, a sanitized helmet, the dedicated app, RCA insurance with collision, theft, and vandalism coverage, and lunch at a traditional trattoria in Greve in Chianti.
Is previous scooter or Vespa experience required?
Yes. This is for advanced riders, and previous experience on a Vespa, scooter, or motorcycle is compulsory.
What documents must the driver bring?
The driver must bring an international driving license when required for their region and a passport. An identity card is accepted instead only for European Union citizens.
Is a security deposit required?
Yes. You must provide a €900 security deposit per Vespa using a Visa or Mastercard.
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