Vintage Fiat 500 Daily Self-Drive Tour from Castellina in Chianti
Overview
Embark on a one-of-a-kind adventure through the rolling Tuscan hills in a classic Fiat 500 – an authentic Italian icon. This rental offers a perfect blend of relaxation, nostalgia, and discovery as you cruise along scenic country roads, explore charming historic villages, and take in the beauty of vineyards and olive groves.
What makes this rental truly unique is the combination of slow travel, vintage charm, and the chance to connect with Tuscany’s landscape and traditions at your own pace. Optional stops at local wineries offer opportunities to taste renowned Chianti wines right at the source (tastings not included).
Ideal for couples, friends, or anyone seeking a memorable and stylish way to explore Tuscany, this tour combines freedom, authenticity, and the timeless joy of driving a vintage car.
What's Included
- Self-drive vintage Fiat 500 tour
- Maps of the Chianti region
- Fuel
- Wine tastings
Meeting Location
Viale IV Novembre
53011 Castellina in Chianti SI, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Discover the magic of Chianti behind the wheel of a vintage Fiat 500 and treat yourself to a day of pure relaxation amidst the breathtaking Tuscan hills.
Thanks to this rental, you can enjoy a journey through stunning landscapes, winding roads surrounded by greenery, charming historic villages, and vineyards that tell the story and tradition of a generous land.
Driving an authentic Italian icon allows you to enjoy a vintage-style adventure, savoring the pleasure of slow travel and fully immersing yourself in the fresh air, the rich scents of the countryside, and the natural beauty all around you.
The experience is designed to be accessible to everyone, ideal for couples, groups of friends, or anyone wishing to rediscover the beauty of Tuscany from a unique and charming perspective.
The car will be delivered with a full tank of fuel and must be returned in the same condition, as fuel consumed during the day is not included in the experience.
To drive, you must be at least 21 years old and hold a valid category B driver’s license. Upon collection of the vehicle, a traditional credit card—no prepaid or debit cards—will be required as a security deposit in case of damages or traffic violations.
Additional Info
- Confirmation is instant and will be received at time of booking
- Suitable for all physical fitness levels
Frequently Asked Questions
(7)Q: What is the cancellation policy for the Vintage Fiat 500 Daily Self-Drive Tour from Castellina in Chianti?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-5561541P26
Additional Info
Similar Tours & Activities


The Most Delicious Private Food Tour of Siena: 10 Tastings
$256.37

Cooking Class & Wine Tasting in a Chianti Farm
$164.98

Private Hot Air Balloon to Pienza, Montalcino and Val D'orcia
$3,085.99
Travelers Who Bought This Tour Also Bought

Skip the Line: Siena Duomo and City Walking Tour
$47.48


Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
$213.65

Siena’s Ultimate Food Tour: Full Tuscan Meal by Do Eat Better
$108.01