Chianti by e-Vespa feels like flying low. This app-guided e-Vespa day turns the roads of Chianti into your moving sightseeing tour, with two village stops and an included lunch in Greve. It’s the kind of trip where you control the pace, but you still follow a planned route for the best stretches of road.

I love the chance to enjoy Tuscany at scooter speed—quiet countryside, winding hills, and that famous visual mix of vineyards, olive trees, and cypress-lined roads as you roll out of Florence. I also love the Greve lunch setup, because it’s not just a meal stop; it’s timed so you can park, wander the square, shop a bit, and then eat in a typical trattoria setting without feeling rushed.

The big drawback is that this is advanced-rider self-drive only: you must already know how to ride a Vespa/scooter, you’ll rely on your smartphone, and you’ll need an International Driving Licence plus a credit card for a security deposit of €900 per Vespa.

Key things to know before you ride

• Self-drive with an app: you get a guided app route (English) and follow it without a tour leader riding along
• Strada Statale 222 Chiantigiana: your day centers on the classic, winding Chianti road segments
• Two great photo-and-wander towns: Montefioralle and Greve in Chianti each get about two hours
• Lunch is built into the timing: a typical trattoria meal is included right in Greve
• Insurance + sanitized helmets: RCA insurance (collision/theft/vandalism) and cleaned helmets are included
• Deposit and document requirements are real: bring your ID documents and a Visa/Mastercard for the €900 per-Vespa deposit

Chianti by e-Vespa: what makes this day different

If you’ve done Florence and you’re craving countryside without losing half a day to buses, this is a smart middle ground. You start in the city, then your e-Vespa becomes the transport—and the viewpoint—at the same time.

The “app-guided” part matters more than it sounds. Instead of you trying to figure out where to park and which back roads are worth your time, you follow a planned route and get help finding where to leave the Vespa during the town stops.

The “set your own pace” angle is also genuine. Each stop comes with time to wander, grab a coffee, and browse small artisan shops, instead of being marched on a schedule.

Price and what you actually get for $133.67

At $133.67 per person for an 8-hour ride, the value is mostly in three places: time, transport, and the included lunch.

You’re paying for an 8-hour e-Vespa rental period plus a full route flow from Florence into Chianti and back. You’re also paying for the support that makes self-drive workable: sanitized helmets, a dedicated app, and insurance coverage (RCA includes collision, theft, and vandalism). On top of that, lunch in Greve in a typical trattoria is included, which helps keep the day from becoming expensive once you’re out of the city.

Two things to weigh: first, you’ll spend part of that value on setup rules—smartphone requirement, documents, and a €900 deposit per Vespa. Second, this is a self-drive experience, so if you want constant human guidance, you may feel the lack of a tour leader.

Meeting at Borgo Ognissanti and getting set up fast

Your meeting point is Borgo Ognissanti, 65r, 50123 Firenze FI, and the start time is 10:00 am. The meeting area is near public transportation, which is useful if you’re not staying close to the pickup point.

Plan to arrive a little early so you can handle the pre-ride requirements calmly. Before you start, you’ll be asked for your credit card for the €900 security deposit per Vespa, and the system only accepts Visa and Mastercard. You’ll also need your passport and an International Driving Licence (Identity card works only for EU citizens).

Once you’re on the Vespa, the practical benefit is that helmets are already included and sanitized. That sounds basic, but it matters when you’re riding for hours in sun and wind—especially if you’re sharing the vehicle option (driver plus passenger) with someone else.

Strada Statale 222 Chiantigiana: the “get out of Florence” ride

The first big chunk of the day is time on Strada Statale 222 Chiantigiana, around two hours. This isn’t a quick photo stop; it’s the real build-up toward Chianti, with the road doing the work of turning the hills into a moving panorama.

Expect winding roads and famous hill-country views: historic villages in the distance, vineyards stretching across slopes, and the classic olive and cypress tree mix you usually only see on postcards. The point here is simple—your ride out is part of the experience, not just a transfer.

A practical tip: once you roll out, resist the urge to ride like you’re threading a video-game maze through traffic. The routes are scenic, but you still need smooth control and steady attention, because you’re sharing roads with real cars.

Montefioralle: medieval village time at your speed

After that countryside stretch, you reach Montefioralle, with about two hours there. This is a small medieval village in the heart of Chianti, and the value is in the slow wandering: lanes, viewpoints, and that feeling of stepping into an older Italy.

You’re not being rushed through a checklist. The best way to use the time is to pick a direction, walk until you find a view, then pause—because the hills really reward stopping. If you like village atmospheres, this stop is built for that: compact, scenic, and ideal for photos that don’t look like they were taken from a roadside parking lot.

The only caution is time management. Two hours feels generous until you’re enjoying yourself and then realize the parking plan is next. I recommend doing the viewpoint photos first, then switch to strolling and shop browsing so you don’t end the stop sprinting back to the Vespa.

Greve in Chianti: the lunch + square formula that works

Greve in Chianti is only a short ride away, and you get about two hours there. This is a town built around its square, including the triangular-style layout and arcades, so your stop naturally splits into two moods: wander time and coffee-and-shopping time.

This is also where lunch fits in. A traditional Tuscan lunch in the countryside is included, and the meal is served at a trattoria in Greve. The practical win is pacing: you can park, walk back into the center, snack or browse, and then settle in for lunch without losing the rest of your riding day.

One detail I really like from real-world experience: the app guidance is designed to get you to a safe parking spot and back on foot quickly, so you aren’t stuck dragging bags or hunting for a legal place to leave the Vespa. If the short walk holds in your day, you’ll feel like the square is genuinely part of your route—not an extra hassle.

The return ride back toward Florence (and why it’s often the best part)

You end the day by continuing along Strada Statale 222 Chiantigiana for another two hours, then ride back toward Florence. This is where the “big views” payoff often shows up, because the return route tends to highlight panoramic stretches.

Expect broad hill views across the Chianti region—vineyards and villas spread out as far as you can see. The roads can shift between meandering country lanes and more dramatic stretches, including a tree-lined approach that signals you’re heading back to the city.

The psychology of this part is important. After lunch and village walking, the ride gives you a reset. It’s also when the Vespa feels most fun: you’ve got momentum, the road rhythm is smooth, and you can focus on the scenery without planning your next walking route.

What can go wrong (and how to avoid it)

This is an e-Vespa self-drive tour for advanced riders, and that’s not marketing language. You’re required to have previous driving experience on a Vespa, scooter, or motorcycle, and you must be able to ride safely to receive the vehicle.

Here are the issues most likely to affect your day:

• Smartphone dependence: you’ll need your own smartphone for the tour to run. If you rely on a phone that’s about to die, or you have weak signal in rural stretches, plan for it. I’d bring a charger or power bank.
• Deposit pressure: €900 per Vespa is requested as a security deposit via credit card. Make sure you’re comfortable with that before booking.
• Rider confidence: if you’re even slightly unsure about control, braking, or quick turns on a scooter, this might be stressful.

The “work-around” factor is encouraging: in at least one real case, the operator helped when a guest’s phone was stolen the night before, letting the day continue. But don’t treat that as guaranteed rescue. Treat your phone as part of the safety system for this tour.

Who should book this Chianti Hills e-Vespa day?

This is a strong fit if you want countryside time and you’re comfortable riding a scooter. You’ll enjoy it most if you like:

• scenic drives where you stop to walk a little, not spend the whole day sitting on transport
• a route with structure, but still time to browse and wander
• small village atmosphere like Montefioralle and Greve

It’s less ideal if you:

• want a classic guided tour with a human leader and constant narration
• don’t already feel confident on a Vespa/scooter
• hate the idea of a smartphone-based navigation requirement
• aren’t comfortable with a credit-card deposit and document checks

Group size is capped at 50, but because you’re self-driving, the day won’t feel like a crowded bus tour. You’ll still be sharing roads, so you’re not totally isolated.

Should you book Chianti Hills with CAF Tour and Travel?

I’d book it if you’re planning a Florence trip and want a countryside day that feels active and personal. The value is best when you care about the ride itself—those Chianti hills, the classic road, and the village stops that actually give you time to walk.

I’d skip it if you’re hoping for an easy, guided scooter intro. The advanced rider requirement and the smartphone + document rules mean it’s not a “try it for the first time” kind of outing.

If you do book, ride conservatively at first, give yourself time at Montefioralle and Greve for viewpoints and browsing, and treat the return ride as the victory lap. The day is built so the best panoramas come after you’ve already worked up an appetite and a little riding confidence.

FAQ

Do I need an International Driving Licence to ride?

Yes. You’ll be asked to provide your International Driving Licence and passport before starting. If you’re an EU citizen, an identity card is accepted instead of a passport.

Is this tour fully guided by an instructor?

No. It’s an app-guided self-drive tour. A tour leader isn’t included, and you’ll follow instructions through a dedicated guided app.

Are helmets and insurance included?

Yes. The tour includes sanitized helmets and RCA insurance with collision, theft, and vandalism coverage.

Is lunch included, and where is it served?

Yes. Lunch is included in a typical Trattoria in the heart of Greve in Chianti.

What security deposit do I need to bring?

Before starting the tour, you’ll provide a credit card for a security deposit of €900 per Vespa. Only Visa and Mastercard are accepted.

Can I cancel and get a full refund?

Yes. You can cancel for free up to 24 hours in advance for a full refund.