Florence Vintage Fiat 500 Tour: Drive Tuscan Hills with Wine

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

Stops and time spent at each

1. Piazzale Michelangelo10m
2. San Miniato al Monte20m

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.

Options for this experience

2 options

Group booking at 8:20am in a Fiat 500Guide in English · 08:20Morning tour where each group gets its own Fiat 500. Each car fits up to three adults, or two adults and two youths.

Sole use 8:20am Fiat 500 bookingGuide in English · Available from 25 Oct 2027Morning tour with a single person in each Fiat 500 car.

You'll see the exact price of each option when you check availability.See dates and prices

Before you book

Days and timesEvery dayDeparts at 08:20Last departure this season: 16 Jan 2027

Book up toStart time

AgesAdult (18 and older) · Youth (8 to 17 years): free · Under 8: can't be booked

GroupUp to 15

Live guideEnglish

Meeting point and pickupNo hotel pickup: you go to the meeting point. Ends back at the starting point.

Cancellation and refundsFree cancellation up to 24 h before the start. After that, no refund.

Prices and times updated yesterday

Good to know

Low physical effortStroller-friendlyPublic transport nearbyNot recommended during pregnancyInfants 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.

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Top questions

Can children come?

Yes. Ticket types: Youth (8 to 17 years): free. Children under 8 can't be included in the booking.

What is San Miniato al Monte and why does the tour stop there?

San Miniato al Monte is a Romanesque basilica standing on one of the highest points in Florence, described as one of the finest Romanesque structures in Tuscany and one of the most scenic churches in Italy. The tour includes it as a key stop on the route through the hills south of the city.

Do I need to have driven a manual transmission car before?

Yes, previous experience using manual gears is essential. The guide reserves the right to reassign any driver who cannot control the car safely, so you should be comfortable with a stick shift before booking.

What happens at the end of the tour?

The tour ends with a relaxing meal on a private terrace, included in the price. A vegetarian option is available, though gluten-free and other alternative dietary requirements cannot be catered for.

Is the tour just driving, or are there other activities?

The tour combines driving through the Tuscan hills with stops at landmarks like Piazzale Michelangelo and San Miniato al Monte, where you get out and explore. The route passes through scenic villages and the Chianti region, so you're seeing the landscape as you drive and during the stops.

What's included in the price?

The vintage Fiat 500, professional guide, fuel, insurance (third party and driver), taxes, the meal at the end, and two-way radio contact with the guide are all included. Gratuities, hotel pickup, and infant car seats are not included.