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Florence Chianti Vespa Tour: ride through vineyards & winery lunch

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Free cancellationTravelers' pick

1/28

Duration6h 30m

GroupUp to 15

LanguagesEN

Mobile ticketAccepted

Ride a Vespa Through Chianti Vineyards & Stop for Wine at a Working Tuscan Estate

You ride an original Piaggio Vespa or choose a lighter scooter or e-car through Chianti's vineyard roads, stopping in quiet medieval villages and ending at a working winery for wine tasting, olive oil tasting, and a 3-course Tuscan lunch. A professional escort leads the route with a support vehicle following, so you're guided but not herded. The whole day takes about six hours from Florence pickup to return, and includes roundtrip minivan transport to the countryside starting point.

6h 30m

Step-by-step itinerary

Meet tour leader in Florence
Travel by minivan to Chianti countryside
Receive safety briefing in Impruneta
Ride Vespa, scooter, or e-car through Chianti
Drive through Strada in Chianti village
Continue tour to Chiocchio hamlet
Enjoy lunch with wine and olive oil tasting
Return to Florence by minivan

The Experience

There's something about the idea of riding a Vespa through rolling hills lined with cypress trees that makes you want to go right now, before you even know the details. Maybe it's the sound of it, or the image of yourself leaning into a curve with vineyards on both sides. Florence to Chianti Vespa tours exist, sure, but this one starts with the original Piaggio Vespas — the actual iconic scooters, not replicas — and that detail matters because it means you're not just riding something that looks the part. You meet your guide at Via dei Vagellai in Florence at least 15 minutes before departure, then travel by minivan about 35 minutes into the countryside, watching the city dissolve into terraced hills and olive groves. Your guide talks through the region's history and wine traditions on the way, so by the time you reach Impruneta, you already understand what you're about to ride through.

After a safety briefing, you start the actual ride — through Impruneta's quiet streets and then into the Chianti Classico region proper. The route takes you to Strada in Chianti, a village that feels like it hasn't rushed since the 1950s, with cypress-lined roads and vineyards that stretch until they blur into the horizon. Then Chiocchio, another hamlet where the roads narrow and the only sounds are the Vespa's engine and whatever's happening in the fields around you. A professional tour escort rides ahead with a support vehicle trailing behind, which means you're not navigating alone and you're not stranded if something goes wrong. You can choose to ride solo, ride double (one driver, one passenger), take a lighter Piaggio Zip scooter if the classic Vespa feels too heavy, or skip the scooter altogether and ride in a Fiat Topolino e-car — the choice depends on your comfort and experience level, and the tour operator will assess who drives and who rides based on safety, not ego.

The day ends at a Chianti winery in the Impruneta countryside, where you get a guided cellar visit, then sit down to wine and olive oil tasting with a proper 3-course meal — appetizer, first course, dessert — made from seasonal ingredients grown or sourced nearby. It's farm-to-table without the Instagram angle; you're eating in a working estate surrounded by the vines that made what you're drinking. The whole experience is about six hours from start to finish, including the minivan ride back to Florence at the end. You need a valid driving license if you're riding, you have to be at least 18, and the tour runs rain or shine — though on heavy rain days, you'll spend more time in the minivan and less on the scooter, with no refund if that happens. There's a mandatory damage waiver (either €20 insurance per vehicle or a €500 credit card hold), and you'll need a credit card to book.

What’s included

Roundtrip minivan transport from Florence to the Chianti countryside starting point.
choice of original Piaggio Vespa, Piaggio Zip scooter, or Fiat Topolino e-car.
safety briefing and professional tour escort with support vehicle.
scenic route through Impruneta, Strada in Chianti, and Chiocchio.
guided winery cellar visit.
wine tasting and extra virgin olive oil tasting.
3-course Italian meal with appetizer, first course, and dessert.
third-party civil liability insurance (damage waiver additional).

Good to know

Easy physical levelPublic transport nearbyNot for pregnant travelersNot for back problems

Operated by Towns of Italy

Is this one for you?Right for riders and passengers who want to experience Chianti's countryside without arranging their own transport or navigation, and who prefer a structured itinerary that includes both the ride and a proper meal at a working estate — the escort and support vehicle are what make it safe to focus on the road and the views instead of logistics.