Reviewed · VESPA TOURS

Tuscany by Vespa Full-Day Tour to Chianti Wine Region

★ 4.7 · 475 reviews From $135 / group Operated by Towns of Italy · Bookable on GetYourGuide
Book on GetYourGuide →

Tuscany by Vespa is interesting because you get to cover real country roads at a pace that feels like local life, not a bus tour. I really like the iconic Vespa ride through Chianti hills, and I also love that the day ends with a villa winery lunch plus both wine and olive oil tasting. One thing to consider up front, though: if you are new to scooters, the first practice and the first part of the ride can feel a bit intense until your confidence clicks in.

The day is built for comfort and flow. You start at a clear Florence meeting spot by Piazza Mentana, then you ride out in a minivan so you are not fighting city traffic before the fun starts. Once you are on the Vespa, the pace is calm, and a support minivan is part of the plan.

Safety and comfort matter here, and that starts with a real driver requirement. Drivers must be 18 or older with a valid license, passengers must be at least 13, and sandals or flip flops are not allowed.

Key Points That Make This Vespa + Chianti Day Worth It

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Key Points That Make This Vespa + Chianti Day Worth It

  • 50cc original Piaggio Vespa with helmets, plus a minivan shuttle out of Florence
  • Village and photo stops including Greve in Chianti and Impruneta, with scenic drives between
  • Lunch at a Tuscan 17th-century villa winery with wine and olive oil tasting
  • Most roads are easy, paved back roads with little traffic, and average speed is about 20 km/h
  • Guides coach your first ride and keep the group together at intersections (named guides include Yo and Charlotte)
  • Backup options exist if someone cannot ride safely, including pairing up or using the support vehicle (no refund if you cannot drive and can’t safely ride as a passenger)

From Florence to Chianti Hills: Why This Tour Feels Different

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - From Florence to Chianti Hills: Why This Tour Feels Different
This is not just a wine tasting in a pretty region. The point is the commute you get between Florence and the Chianti countryside, because it changes how you experience Tuscany. You leave the city, trade concrete for quiet roads, then spend hours riding past vineyards and small towns at a speed where you can actually notice details like stone walls, cypress trees, and the way farm roads wind uphill.

The Vespa is the real hook. A 50cc original Piaggio is manageable for most riders, and the tour keeps speeds reasonable. When you pair that with short breaks and a planned lunch stop, you get variety without it turning into a full day of sitting in a vehicle.

I also like that the day does not pretend you are an expert. There is an orientation on how to use the scooter safely before you head out, and guides are known for being patient with first-time drivers. One review even called out that Charlotte supported nervous riders while Yo handled busy intersections so the group stayed together.

One possible drawback is also the thing that makes it special: you need scooter comfort. If you do not have riding experience, give yourself grace for that first practice period and first stretch. If you still feel uncomfortable after the check, your options are limited, and the rules say you may end up riding double, using a guide scooter if available, or continuing by the support minivan. That is why I think this tour is best for people who are willing to learn and commit for the day.

Meeting at Piazza Mentana, Then Out of the City in a Minivan

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Meeting at Piazza Mentana, Then Out of the City in a Minivan
You meet at Piazza Mentana in Florence, right by Via dei Vagellai, 22 r, on the corner with Piazza Mentana, opposite the Arno River. That location is easy to find on foot once you know the Arno reference point, and it reduces stress before you start.

A big value of this setup is that you do not begin with a chaotic city scooter moment. The tour picks you up with an air-conditioned minivan and drives you to the countryside, taking about 15 minutes to reach the first Vespa area. After that, you get an orientation on scooter safety and then set off at a relaxed pace.

This is also one of the reasons the day feels efficient. In roughly half a day, you are already in wine country without spending your energy dodging lanes in Florence. It is a nice trade if your schedule is tight and you want more Tuscany per hour.

The Vespa Ride: Speed, Roads, and the Stuff You Control

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - The Vespa Ride: Speed, Roads, and the Stuff You Control
Once you are riding, you should expect a calm, guided experience. The route covers about 22 miles round-trip, around 35 km, and the roads are mostly paved back roads with very little traffic. The tour lists the difficulty as easy, with an average speed around 20 km/h.

That speed matters. It means you are not racing the landscape, you are looking around. You can breathe, take in the rolling countryside, and still arrive fresh enough for the stops and tastings.

Still, there is a learning curve. Multiple people describe the initial scooter test as the hardest part of the day, especially if you have never ridden a Vespa, moped, or motorcycle before. So here is my practical advice: if you have any balance issues or you hate tight turns, do not treat this as a sightseeing ride. Treat it as a riding experience that happens to include wine country.

The tour also builds in support. A minivan support vehicle is always guaranteed, and it functions as your safety net if conditions or confidence change. If you end up needing the support minivan, the tour rules say there is no refund in that case, so it is worth being honest with yourself about your ability to drive.

Greve in Chianti, Impruneta, and Chiocchio: How the Stops Break Up the Day

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Greve in Chianti, Impruneta, and Chiocchio: How the Stops Break Up the Day
The ride is not nonstop. You get a sequence of medieval town moments and scenic breaks that give your day shape.

First comes the Chianti countryside driving and views, then a stop in Greve in Chianti. Greve is where you get a break for photos and a bit of food tasting. One review specifically called out that the Greve stop can feel short, around 30 minutes, so if you love lingering in town squares, plan your expectations. Think of it as a chance to stretch your legs, grab a quick bite, and reset your riding brain.

Next is Impruneta, with a guided visit plus scenic driving and viewpoints. Impruneta is a good contrast to the vineyard roads because you feel more of the town texture while staying connected to the countryside theme.

Then you have a photo stop at Chiocchio, basically a quick roadside pause to take in the view. This one is short on purpose, since the tour still needs to protect time for the winery portion.

I like the mix because it avoids the two extremes. It does not feel like a private lesson where you barely stop anywhere, and it also does not feel like a wine day where the scooter is just a gimmick. The town stops give you little anchors so the countryside ride does not blur into one long drive.

Winery Lunch at a Tuscan 17th-Century Villa, Plus Wine and Olive Oil Tasting

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Winery Lunch at a Tuscan 17th-Century Villa, Plus Wine and Olive Oil Tasting
This is the part of the day that makes it feel like Tuscany, not just a ride. You visit a villa winery that is described as a 17th-century location and is where the meal and tastings happen.

You are guided through the vineyard and cellars, which helps the tasting make sense. Instead of sampling wine and olive oil like you are at a quick pour station, you get context for what you are tasting and where it comes from. It is also where the day becomes social, because lunch and the tasting feel like a shared event rather than a solo stop.

Lunch is included with wine and olive oil tasting. That is a great value combo because many tours charge separately for food, wine, and product education. Here, you get the full package: a guided winery experience plus a meal, with local specialties served in a villa setting.

Olive oil tastings are a major plus if you have never done one. Wine tends to be the star in many tastings, but the oil adds a second layer that makes the whole experience more grounded in Tuscany’s everyday production, not just grapes.

If you are the type who worries about winery tours feeling too formal, you might still enjoy this one. Reviews describe the meal as home-cooked and family-style, and they also highlight the warm welcome from the winery hosts. That fits the overall tone of the tour, relaxed and friendly.

Safety Coaching That Matters, Especially for First-Time Riders

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Safety Coaching That Matters, Especially for First-Time Riders
You cannot do this tour casually unless you already ride scooters. The tour rules are clear: you must know how to ride a scooter, you must bring a valid driver’s license, and drivers must be 18 or older. If you cannot drive safely, the provider can stop your Vespa use at any point without refund.

The good news is that you are not thrown into the deep end. There is an orientation, a practice period, and the guides pay attention to groups at intersections. In feedback, guides named Yo and Charlotte were singled out for patient coaching and keeping traffic flow handled so riders could pass through safely and stay together.

Here is a smart way to prepare mentally. Do not aim to be cool. Aim to be smooth. Keep your movements calm, focus on balance, and listen when the guide cues spacing and intersections.

Also check your footwear. Sandals or flip flops are not allowed, which makes sense because you need secure, stable footing on the scooter. I also suggest comfortable clothes because you will spend hours outside, and the Vespa day can come with dust, sun, and breeze.

If you decide to drive and then discover you cannot feel safe after the training, you may be offered alternatives like riding double with a partner, riding on a guide scooter if available, or continuing in the support minivan. Again, the rules say no refunds if the tour has to adjust due to safety. So the best strategy is to self-assess early, during practice, not later.

Price and Value for a 6-Hour Florence to Chianti Day

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Price and Value for a 6-Hour Florence to Chianti Day
This tour lists a price of $135.04 per group up to 1, and it runs about 6 hours. Even if you focus only on the cost, you are paying for three main things:

  1. The Vespa experience (50cc original Piaggio, helmets, and an escort)
  2. The countryside transport (minivan shuttle out of Florence, plus support during the ride)
  3. The “real Tuscany” payoff (villa winery tour, lunch with wine, and olive oil tasting)

When you price those elements separately, the bundle starts to make sense, especially in a city like Florence where most day trips jump fast once you add guided tastings and meals.

The length also feels realistic. Six hours is long enough to feel like you did something meaningful, but not so long that you are exhausted by the end. If you are also planning museums and churches in Florence, this keeps your schedule balanced.

One small note on value is the rhythm of time. The town break in Greve can be short, and the photo stops are quick. If your personal priority is maximum time walking towns, you might prefer a day trip with longer stays. If your priority is riding through Chianti and leaving with a strong taste-and-lunch experience, this one is a good match.

Who This Tuscany by Vespa Tour Is Best For

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Who This Tuscany by Vespa Tour Is Best For
I think this works best for people who want a mix: action, scenery, and food. You should like the idea of learning a scooter, even if you are nervous at first, and you should feel comfortable reading the road in a small-group setting.

You are also a good fit if you like structured tasting. You get both wine and olive oil tasting, plus a vineyard and cellar tour, which helps you understand what you are eating and drinking.

This tour is not for everyone. It is not suitable for pregnant women, people with mobility impairments, and children under 18. Passengers must be at least 13 years old. And if you hate the idea of riding at all, do not book this hoping the scooter part is optional.

Should You Book It? My Honest Take

Tuscany by Vespa Full-Day Tour to Chianti Wine Region - Should You Book It? My Honest Take
Book this tour if you want a Florence day trip that feels active and distinctly Tuscan. The combo of Vespa riding through Chianti, guided winery time, and an included villa lunch with wine and olive oil tasting is the kind of package that is hard to recreate on your own without a car and a lot of planning.

Skip it if you are uncomfortable riding a scooter or you know you cannot handle the practice period. The rules protect safety, and the tour may switch you off the Vespa if you cannot ride safely, with no refund. Also, if you want long, unhurried wandering in towns, the short stops may feel limiting.

If you are on the fence, do this simple reality check: can you confidently operate a scooter, or are you willing to learn and stay calm during your first 30 to 60 minutes? If yes, this is one of those rare Florence experiences that turns the day into a memory you can smell, taste, and talk about.

FAQ

Where is the meeting point in Florence?

You meet at Piazza Mentana in Florence, at Via dei Vagellai, 22 r, on the corner with Piazza Mentana opposite to the Arno River. The activity ends back at the meeting point.

How long is the Tuscany by Vespa full-day tour?

The duration is listed as 6 hours. Starting times depend on availability.

What scooter do you ride?

You ride a 50cc original Piaggio Vespa, and helmets are provided.

Do I need a driver’s license to participate?

Yes. Drivers must bring a valid driver’s license and be 18 years or older. You must know how to ride a scooter to join the tour.

Is there a minimum age for passengers?

Passengers must be at least 13 years old.

Is transportation included from Florence?

Yes. The tour includes shuttle in and out of Florence and support via a minivan.

What is included with the winery and meal?

You get a guided winery tour, lunch with wine and olive oil tasting, plus the tasting portion is included as part of the experience.

What kind of roads will you ride on?

The tour says the terrain is mostly paved back roads with very little traffic, and the average speed is about 20 km/h. Minivan support is always guaranteed.

What should I bring, and what is not allowed?

Bring a passport or ID card and a driver’s license, plus comfortable clothes. Sandals or flip flops are not allowed.

Is the tour suitable for everyone?

It is not suitable for pregnant women or people with mobility impairments, and it is listed as not suitable for children under 18. The provider also reserves the right to judge driving ability and stop Vespa use for safety.

More like this

Vespa Tours, compared.

The full Vespa Tours list →
Florence Vespa Tour: Tuscan Hills and Italian Cuisine
★★★★★★★★★★5.0· 4,019 reviews· from $78

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Read our review →
Vespa Sidecar Tour By Night with Pickup
★★★★★★★★★★5.0· 1,803 reviews· from $146

Vespa Sidecar Tour By Night with Pickup

Read our review →
Rome Morning Vespa Sidecar Tour in Rome with Cappuccino
★★★★★★★★★★5.0· 1,771 reviews· from $163

Rome Morning Vespa Sidecar Tour in Rome with Cappuccino

Read our review →
Chianti Vespa Tour with Lunch from Florence & E-car Option
★★★★★★★★★★5.0· 1,453 reviews· from $125

Chianti Vespa Tour with Lunch from Florence & E-car Option

Read our review →
Rome Vespa Scooter Tour with Professional Photographer
★★★★★★★★★★5.0· 857 reviews· from $66

Rome Vespa Scooter Tour with Professional Photographer

Read our review →
Highlights Vespa Sidecar Tour with Coffee and Gelato
★★★★★★★★★★4.9· 747 reviews· from $141

Highlights Vespa Sidecar Tour with Coffee and Gelato

Read our review →
Tuscan Countryside Vespa Tour with Tastings
★★★★★★★★★★4.9· 701 reviews· from $176

Tuscan Countryside Vespa Tour with Tastings

Read our review →
Rome Afternoon Sightseeing Vespa Sidecar Tour with Gourmet Gelato
★★★★★★★★★★5.0· 692 reviews· from $163

Rome Afternoon Sightseeing Vespa Sidecar Tour with Gourmet Gelato

Read our review →
Scroll to Top

Explore Italy

Pick a city, or pick a kind of day.