Pilot a restored Fiat 500 through the rolling vineyards of Chianti on a 6–7 hour day trip from Florence, including a medieval village stop, an exclusive winery tasting and a light Tuscan lunch. Ideal for travelers comfortable with a manual gearbox and small-group driving.
More ways to explore the area's outdoor wonders
You pull away from Florence with the sun low behind the Duomo, the tiny steering wheel of a restored Fiat 500 warm under your palms. Narrow country lanes ribbon through low vineyards and olive groves; the little car hums and corners like it was built for these hills. The tour spends roughly six-and-a-half hours looping the classic Chianti roads — short bursts of driving, a medieval village pause, and a private winery stop for photos, a tasting and a light Tuscan lunch.
Difficulty
easy
Duration
6–7 hours
Fitness Level
Minimal fitness required—mainly sitting and short walks at village and winery stops; drivers should be comfortable operating a manual car.
Wildlife
History
Chianti’s hill towns grew from medieval watchposts and trade routes between Florence and Siena, shaping the region’s compact road network and stone architecture.
Conservation
Many small wineries practice organic or low-intervention viticulture; stay on marked roads and respect private vineyards to minimize impact.
Reserve your spot on the 500 Vintage Tour: Chianti Roads Experience from Florence today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring your driving licence
Drivers must present a valid driving licence and be at least 18 to operate the manual Fiat 500—no licence means no driving.
Practice manual shifting
If you’re rusty on a stick shift, practice before the tour or request a passenger role to avoid stress on narrow country roads.
Wear closed-toe shoes
The Fiat’s compact cabin and winery gravel make closed shoes safer and more comfortable than sandals or flip-flops.
Plan for changing weather
Chianti can shift from sun to wind; pack a lightweight waterproof and sun protection for a comfortable day.
Valid driving licence (ID)
Required to drive; bring the physical licence you used to book.
Closed-toe shoes
Safer and more comfortable for car ingress/egress and winery grounds.
Sunglasses and sunscreen
Protects against strong midday sun on exposed country roads.
summer
Light waterproof jacket
Keeps you dry and comfortable if the weather turns during the tour.
spring