Florence Vintage Fiat 500 Tour: Drive Tuscan Hills with Wine

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Free cancellationTravelers' pick

1/6

Duration6h

GroupUp to 15

LanguagesEN

Mobile ticketAccepted

You're behind the wheel of a 1960s Fiat 500, not watching from a bus seat.

This Florence tour puts you in the driver's seat of a vintage Fiat 500 for a six-hour run through the Tuscan hills, following a guide who leads the way out of the city. You'll pass through villages and scenic landscapes, stop at Piazzale Michelangelo and the hilltop basilica of San Miniato al Monte, then finish with a meal on a private terrace. The group stays small—five cars, 15 people maximum—and you'll need a valid driver's license with manual transmission experience to participate.

Step-by-step itinerary

Drive vintage Fiat 500 through Tuscany

Meet at meeting point
Drive to Piazzale Michelangelo viewpoint
Visit San Miniato al Monte basilica
Pass by Pian dei Giullari hamlet
Pass by Villa del Poggio Imperiale
Drive through Chianti scenic landscape
Enjoy relaxing meal on private terrace

The Experience

The tour leaves Florence heading south into the Tuscan countryside, where the landscape opens into the rolling hills and vineyards Chianti is known for. Your guide leads the convoy in their own car, and you follow in your assigned Fiat 500—a car that turns heads. The route takes you past Pian dei Giullari, a hamlet with views back toward Florence, and Villa del Poggio Imperiale, a neoclassical villa in Arcetri. The small-group format means you're not competing with dozens of other visitors at each stop; the five-car limit is what keeps the experience manageable and the roads themselves part of the attraction.

Two stops anchor the drive: Piazzale Michelangelo, the hilltop terrace on Florence's south bank that frames the entire city, and San Miniato al Monte, a Romanesque basilica standing on one of the highest points in Florence. Both are places you'd reach on foot or by tour bus, but arriving in a vintage Fiat 500 changes how you experience them. The guide stays in radio contact throughout the day, so you're never navigating alone or wondering where to go next.

The tour wraps on a private terrace with a meal included—the way the operator chose to end it rather than drop you back in the city. A vegetarian option is available; other dietary requirements cannot be accommodated. You'll need to bring your original driver's license (a copy or photo won't work), and previous experience with manual gears is essential—the guide reserves the right to reassign a driver who can't control the car safely. The whole day runs six hours, and fuel, insurance, and the guide are all included in the price.

What’s included

Vintage Fiat 500 for the duration.
professional English-speaking guide leading the convoy.
fuel, third-party insurance, driver insurance and taxes.
two-way radio to stay in contact with the guide.
meal on a private terrace at the end of the tour.

Good to know

Easy physical levelStroller friendlyPublic transport nearbyNot for pregnant travelersInfants must sit on laps

Operated by Walkabout Florence Tours

Is this one for you?Book the sole-use option if you want the car to yourself and your travel companions; choose the group-use option if you're comfortable sharing the Fiat 500 with other travelers and want a lower price. Either way, you need a valid driver's license and manual transmission experience—this tour puts you in control of the car, not a passenger seat.