Chianti by Vespa, Fiat 500 and E-Bike
Twenty tours where you ride or drive, 45 to 333 EUR, median 160. Three listings hold 74% of the reviews, and the biggest starts in Florence's own hills.
Three listings carry 74% of the 8,009 reviews on this page, and the two biggest spend their day on the hills around Florence rather than in the Chianti Classico villages: a Vespa loop past Piazzale Michelangelo and a self-guided e-bike ride to Fiesole. Both are good days, rated 4.8 and 5.0. They are also not quite what the word Chianti in the title suggests, and that gap is what this page is for. It sorts the 20 tours by who sits at the controls, how far the route really gets into the wine country, and what the glass of wine at lunch means for the person who has to ride home.
If you would rather be driven, the half-day, full-day and private pages cover the formats where someone else does the driving. The wider picture, including the villages and the cellar-door prices, is on the Chianti page.
Ratings here are high throughout, 4.84 weighted, and that is partly the format: people who book a scooter day want a scooter day, and they get one. So the useful question is not whether these tours are good. It is which of the 20 is the one you had in mind, and whether you are the person who will be holding the handlebars at the end of lunch.
4-Hour Vintage Fiat 500 Chauffeured Tour from Florence: Chianti Views and Lunch
A vintage Fiat 500 driven by your guide covers the Chianti roads in about four hours, ending with a multi-course Tuscan lunch and a wine and olive oil tasting.
Automatic Vespa Ride in Chianti from Florence: Van Transfer, Winery and Olive Oil
Automatic-gear Vespas, a lesson for beginners and a van to and from Chianti make this ride easy to join, and it ends with a winery and olive oil visit.
Chianti Classico E-Bike Day from Siena: Brolio Castle, Winery and Lunch
An e-bike day starting 20 minutes from Siena, passing Brolio Castle and Villa a Sesta, with a winery tasting and lunch at a local restaurant in Castelnuovo.
Chianti Classico Hiking Day from Florence: 7 km Walk, 3 Organic Wineries and Lunch
A 7 km small-group walk through Chianti Classico that stops at three organic wineries for 10+ wines, two olive oils, salami, cheese and a family lunch.
Chianti Open-Top Van Safari: Montefioralle, Greve and Two Winery Tastings with Lunch
An open-top minivan carries the group between two wineries, the hamlet of Montefioralle and Greve in Chianti, with four wines tasted at the first stop.
Chianti Quad ATV Ride from Florence with Montefioralle, Greve and Winery Lunch
Drive your own quad on paved and off-road tracks, then visit Montefioralle and Greve by minivan and finish with a Tuscan winery lunch and a six-wine tasting.
Drive a Vintage Fiat 500 from Florence into Chianti: Four Hours and a Terrace Meal
Drivers steer their own vintage Fiat 500 through the hills south of Florence in a convoy of five cars, and the four hours end with a meal on a terrace.
Fiat Topolino Electric Car Drive from Florence into Chianti with Winery and Meal
Drive your own electric Fiat Topolino behind a guide to a Chianti winery, with wine and olive oil tastings and a Tuscan meal. Solo or shared car available.
Florence E-Bike Day in Chianti Classico with Farm Lunch, Wine and Oil Tasting
A guided full-day e-bike ride out of Florence, with panoramic stops, a family-run estate visit and a home-cooked Tuscan lunch with wine and olive oil.
Florence Vespa Ride in the Chianti Hills: Four-Hour Small Group with Estate Lunch
Groups of no more than 10 ride their own Vespas past San Miniato al Monte into the Chianti hills, then sit down to bruschetta, pasta and a cheese board.
Full-Day Bike Ride from Florence through Chianti Hills, Family Winery and Lunch
Pedal from Florence into Chianti with a family winery visit, wine and olive oil tastings, and a multi-course Tuscan lunch at a well-regarded restaurant.
Guided E-Bike Ride from Florence into Chianti Classico with Winery Visit and Two Tastings
An e-bike ride with a guide links a Chianti Classico winery visit to cheese and cured meats, with lunch and a second tasting in Florence on the guided option.
Half-Day Vespa Ride in the Chianti Colli Fiorentini with Lunch and Oil Tasting
A scooter briefing comes first, then about two hours on a Vespa through the Colli Fiorentini, ending with a Tuscan lunch and an olive oil and wine tasting.
Private Land Rover Defender Wine Tour from Castellina in Chianti, Strade Bianche
A private Land Rover Defender ride on the gravel strade bianche of Chianti Classico, with three winery stops and a light lunch paired with wine at the second.
Private Small-Group Bike Tour from Florence: Chianti Hilltop Towns and Tastings
A guided full-day ride from Florence for groups of up to 8, through Chianti hilltop towns with winery tastings and a light Tuscan lunch along the way.
Self-Drive Vintage Fiat 500 Convoy to a 15th-Century Villa with Picnic Lunch and Wine
Drivers go in convoy along quiet private roads from a Scandicci clubhouse to a Renaissance villa, with 2.5 hours at leisure, a picnic lunch and a wine tasting.
Self-Guided E-Bike Loop from Florence to Fiesole, Settignano and a Chianti Vineyard
A GPS route on e-bikes links Fiesole, Settignano and a Chianti vineyard, where wine, cheese, cured meats and oil can be bought and enjoyed on the estate.
Six-Hour Chianti Vespa Tour from Florence via Castellina, Fonterutoli and a Winery Meal
Six hours on a Vespa take in Castellina, Monteriggioni and Fonterutoli, with a winery visit, a wine tasting, an oil tasting and a two-dish Tuscan meal.
Small-Group 50cc Vespa Day near San Gimignano with Three-Course Lunch at a Winery
The ride starts from a base deep in Chianti rather than the hills next to Florence, then stops at a winery for a three-course Tuscan lunch and a wine tasting.
Vintage Fiat 500 Private Driver Tour from Certaldo: San Gimignano and Lunch
A vintage Fiat 500 with a private driver takes you along the scenic roads of Chianti to San Gimignano and a local winery, with lunch and two tastings.
Ratings collected by Viator, Tripadvisor and Civitatis
Who holds the handlebars
Every format on this page puts the guest in control of something. The Vespa listings hand you an automatic scooter with no gears and ask for your original driving licence, because a copy or a photo is refused. The minimum age is 18, you sign a waiver for damage caused by your own error, and only third-party insurance is included. One operator adds that previous scooter experience is recommended and that the guide can end your ride if you cannot handle the bike safely.
The Fiat 500 tours are stricter about one thing: manual gears are essential, and the guide reserves the right to take a driver out of the car. The e-bike listings ask for a regular or semi-regular rider, and one runs a test ride before departure, with no refund if you fail it. A 150 cm minimum height and a minimum age of 14 apply to that one.
Before you choose a wine day by the vehicle, read what the vehicle asks of you. Two of the three biggest listings turn away anyone who cannot ride or drive it to the guide's satisfaction.
One practical detail for couples: a Tuscan Vespa operator states that no passenger tickets are sold. If only one of you wants to ride, this is not the tour.
The Fiat 500: a convoy, not a rental
The vintage Fiat 500 day from Florence is sold as a convoy behind a guide. The Walkabout listing caps it at five cars and 15 people, hands out two-way radios, includes fuel and driver insurance, and meets at the train station for 133 EUR. The text calls it a four-hour tour, while the booking page counts six hours, so ask what the difference covers.
A second operator runs a self-drive version at 178 EUR from a clubhouse in Scandicci, a 500 club, not from the centre of Florence. It requires a minimum of two people per booking, drives the convoy over quiet private roads to a 15th-century villa, and leaves 2.5 hours for a picnic lunch with a wine tasting. Children aged 12 and under go free. Both require manual-gear experience.
What the price buys, hour by hour
The chart places every listing by length and price. Four of the 20 are private, shown as diamonds, and they span the whole chart: a self-guided e-bike ride at 55 EUR at one end and a private off-road wine tour at 333 EUR at the other. Private here does not mean a driver, it means your party only. The shared tours sit in a band from about 105 to 210 EUR with one 320 EUR quad-bike day above it and one 45 EUR e-bike below.
Lunch moves the median more than length does. The 16 tours with a meal have a median of 184 EUR; the four without have 132. The 45 EUR e-bike at the bottom of the chart is the self-guided option of a guided tour, and its own listing says that the leader, the lunch and the tasting are not included in it. Read it as the bike hire it is.
| Listing | Route as described | Price | Reviews |
|---|---|---|---|
| Vespa loop from the station (Walkabout) | Piazzale Michelangelo, San Miniato, Poggio Imperiale, Pozzolatico, lunch at an estate above Florence | 130 EUR | 4,347 |
| Vespa ride from a hilltop village (Tuscany Vespa Tours) | Transfer from Florence, about 2 hours of riding, villa lunch with wine and oil tasting | 160 EUR | 577 |
| Self-guided e-bike | Florence, Fiesole, Settignano, a vineyard stop; wine and snacks sold on the spot | 55 EUR | 816 |
| Guided e-bike with lunch (Ciao Florence) | Chianti hills and one winery; self-guided option drops the leader, lunch and tasting | 45 EUR | 111 |
| Self-drive Fiat 500 (500 Touring Club) | Convoy to a 15th-century villa, 2.5 hours at leisure, picnic and tasting | 178 EUR | 60 |
A ride that starts inside the city
The most reviewed listing is worth reading for what it is. It meets at Santa Maria Novella station, climbs to Piazzale Michelangelo, passes the Romanesque basilica of San Miniato al Monte and the Villa del Poggio Imperiale, and eats at an estate in the hamlet of Pian dei Giullari, where the listing says Galileo once lived. Its own itinerary describes Pozzolatico, just south of the city, as the village that marks the start of the Chianti Classico region.
That is a scooter loop above Florence with a meal at the end, and at 130 EUR with 4,347 reviews it is evidently a good one. It is not a day among the vineyards of Greve and Radda. If those are the point, the half day and full day pages list the tours that go there.
Drink, then what
The Italian rule is simple on paper. The limit for drivers is 0.5 grams of alcohol per litre of blood, and it is zero for drivers under 21, for those licensed for less than three years and for professional drivers. According to the Italian automobile club ACI, a reading between 0.5 and 0.8 g/l brings an administrative fine of 543 to 2,170 EUR and a suspension of the licence for three to six months. Rules change, so check the current text before you rely on it.
The listings put the wine after the ride. On the Vespa tours we opened, the meal and the tasting are the last stop; the self-drive Fiat 500 leaves 2.5 hours at a villa for a picnic with wine. What none of them spells out is how many glasses the driver is given, or how the return leg is managed. Ask before you book. The listings do not address whether the same limit is applied to a person on an e-bike, so it is safer to treat the bike like the scooter.
| If you are | Look at | Why |
|---|---|---|
| Two people, one of whom will not ride | A driven format | A Tuscan Vespa operator sells no passenger tickets |
| The designated driver | The e-bike or Vespa, tasting sips only | The limit is 0.5 g/l and zero under 21 or within three years of licence |
| A beginner on two wheels | The Fiat 500 convoy, if you can drive a manual | Two-way radio and a guide in front; but manual gears are essential |
| Someone who wants the wine, not the ride | The half-day or winery-visit pages | Transport is included and nobody drives |
One operator, most of the reviews
Walkabout Florence Tours runs two of the 20 listings, the Vespa loop and the Fiat 500 tour, and they account for 5,121 of the 8,009 reviews, which is 64%. Fifteen operators appear in all. The weighted rating of the page is 4.84; take the top listing out and it moves to 4.90, so the headline number is a good guide to the page as a whole, not a product of one tour.
The rest of the page is a long tail of single tours: an e-bike shop, a hiking operator, an open-top van safari at 199 EUR, a Topolino electric-car tour at 105 EUR. The three dearest, between 260 and 333 EUR, are a private e-bike ride, a quad-bike day and a private off-road tour, and in each of them you are paying for a vehicle more than for a pour.
Mistakes that cost the day
Booking the cheapest e-bike and expecting a winery is the first. The second is turning up without the physical licence. The third is reading the meeting point too fast: the Walkabout tours start at the station taxi stand, the Tuscan Vespa operator at an office on Via Ghibellina, the e-bike shop on Via San Gallo, the self-drive Fiat 500 in Scandicci. None of them picks you up at the hotel.
The fourth is forgetting the weather. The Vespa and Fiat listings we opened do not say what happens when it rains, and the ones we opened allow free cancellation only up to 24 hours before departure. By the time you know the forecast, the window may have closed. Read the cancellation line before you pay, not after.
Questions about Chianti by Vespa, Fiat 500 and e-bike
Do I need a motorcycle licence for the Vespa?
The listings ask for a valid driving licence and say to bring the original, not a copy or a photo. They describe an automatic scooter with no gears. They do not state which category the licence must be, so check with the operator if yours is not a standard car licence.
Can my partner ride behind me?
Not on at least one operator's tour: it states that no passenger tickets are sold. Other listings rent one scooter per rider. Assume everyone rides unless the listing says otherwise.
Is the e-bike tour hard?
The hills are real, and the listings ask for regular or semi-regular riding experience. One runs a test ride and refuses riders who cannot handle the bike, without a refund. The motor helps on climbs, but you still need to control the weight on the descents.
Is wine included in the price?
On the guided tours with lunch, a tasting at the meal is included. On the self-guided e-bike ride at 55 EUR, alcohol and food are extras sold at the vineyard. On the 45 EUR e-bike listing, the tasting is part of the guided option only.
How many glasses can the driver have?
The legal limit is 0.5 g/l, and zero for drivers under 21 or licensed for less than three years. None of the listings we opened says how many glasses it pours for the person at the controls. Plan on tasting, not drinking.
Would you rather not drive?
The half-day tours from Florence cost less and leave the road to someone else.
Data verified on. Prices, hours, routes and reviews read from 20 listings on 30 September 2026. Alcohol limits and fines from the ACI summary of Article 186 of the Italian highway code.