Driving a vintage Fiat 500 through the heart of Tuscany offers an experience that feels both playful and authentic. This tour is designed for those who want to feel like a true Italian for a day—behind the wheel of a classic car, exploring the rolling hills, and tasting regional wines and foods. With a friendly guide by your side, you’ll navigate the scenic Chianti landscape, stopping at panoramic spots and enjoying local delicacies, all in just 2 hours of driving.
What I really love about this experience are two things: first, the chance to drive a genuine Italian icon, which turns an ordinary sightseeing trip into a fun adventure. Second, the personalized nature of the tour, where you’re not just riding along but actively behind the wheel, learning a few driving tips along the way. The tour is also praised for its knowledgeable guides, like Carlo, who make the drive lively with stories and local insights.
One potential drawback? The drive involves a manual transmission, so if you’re not comfortable with a stick shift, this might not be ideal. Also, the two-hour duration means you’ll cover a limited area, but that’s perfect if you’re short on time and want a taste of Tuscany’s beauty without a long commitment.
Key points / Takeaways

- Authentic Italian driving experience with a vintage Fiat 500 that captures the spirit of Italy’s beloved car.
- Scenic drives through Chianti, lined with cypress trees, vineyards, and picturesque villages.
- Guided storytelling provides enriching insights into Tuscany’s history, wine, and culture.
- Wine and food tasting in regional settings adds a delicious local flavor.
- Flexible timing with different start times, suitable for various schedules.
- Easy logistics: meet at the centrally accessible 500 Touring Club, with options for tram, taxi, or private car.
- Family-friendly and wheelchair accessible, accommodating a range of travelers.
- Good value at around $157 per person, considering the experience, scenery, and included tastings.
- Potential challenge: Manual driving skills required—bring your license and confidence in a stick shift.
Exploring Tuscany in a Fiat 500: The Experience

Imagine slipping behind the wheel of a tiny, bright Fiat 500, a symbol of Italy’s post-war renaissance and a car that still turns heads today. This tour isn’t just about getting from A to B; it’s about feeling connected to the landscape and culture of Tuscany in a very personal way. Starting at the 500 Touring Club in Scandicci, you’ll receive a brief safety and driving lesson—an important step if you’re not used to manual transmissions—and then off you go.
The scenic drive through the Chianti hills is the true highlight. As you wind through curving roads flanked by cypress trees, wildflowers, and charming farmhouses, your guide’s stories add context to the views. Whether it’s recounting local legends or pointing out historical sites, they make the journey lively and informative. You’re encouraged to enjoy the freedom of driving at your own pace, making spontaneous stops at the most breathtaking lookout points.
You can also read our reviews of more tours and experiences in Greve In Chianti.
The Stops Along the Way
The tour includes several noteworthy stops, beginning with brief safety and driving tips at the start. After getting comfortable, your journey takes you into the heart of the Chianti region, famed for its rolling vineyards and medieval towns. Here, you’ll have opportunities for photo ops, soaking in the classic Tuscan scenery that seems to roll on forever.
The last part of the excursion involves a wine, cheese, and regional food tasting. You might find yourself savoring local wines, sampling cheeses, and enjoying regional specialties—an experience that truly grounds the drive in authentic flavors. Reviews often mention the excellent wine selection and the joy of sharing these tastings with fellow travelers, like one reviewer who called the guide “exquisite” and appreciated the warm hospitality.
The Guides and Their Stories
From my reading of reviews, guides like Carlo and Bella are praised for their knowledge and friendliness. Bella, in particular, is singled out for making the experience truly beautiful and memorable. Their stories add layers to what might otherwise be just a scenic drive, turning it into a lively discussion about Tuscan life, cuisine, and history.
Practical Details and Logistics
The meeting point is in Scandicci, easily accessible by tram from Florence’s Santa Maria Novella station or by taxi. Traveling by tram involves a 20-minute walk from the “De Andre” stop, but with luggage or mobility issues, a taxi might be more comfortable. Arriving 20 minutes early is recommended to ensure a relaxed start.
Cost-wise, at around $157 per person, this experience offers solid value considering the inclusion of a driving lesson, fuel, and the two-hour drive. You’re paying for a unique opportunity to drive a classic car in a stunning landscape, guided by an expert who enhances the journey with stories and local knowledge.
Who This Tour Suits Best

This adventure is perfect for car enthusiasts, especially those who enjoy driving manual cars and want a hands-on experience in Italy. It also appeals to travelers who appreciate authentic scenery with a touch of fun and culture. If you’re comfortable with a bit of driving and want to skip long tours for a more intimate, engaging experience, this is a good pick.
Families with teenagers or adults who can handle a manual transmission will find it especially rewarding. However, those with mobility impairments or who prefer not to drive might find this tour less suitable, since the focus is on the self-drive aspect.
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In Summary

This self-drive Fiat 500 tour in Tuscany offers a rare blend of adventure, scenery, and culture. It’s a chance to get behind the wheel of a true Italian icon, explore the rolling Chianti hills, and sample regional wines and foods—all within a manageable two-hour timeframe. The guides are praised for their friendliness and storytelling, making the drive more than just a sightseeing trip — it’s an authentic slice of Italian life.
While the manual transmission might be a barrier for some, if you’re comfortable with driving a stick shift, this experience can be a highlight of your trip. The value is good, especially considering the scenic stops and tastings included. It’s best suited for those who seek a personal, memorable way to explore Tuscany’s countryside rather than a generic bus tour.
If you’re longing to feel like an Italian for a day, enjoy breathtaking views, and drive a classic car through one of Italy’s most beloved regions, this tour might just be the perfect fit.
FAQ
Do I need a special license to participate?
No, you only need a full driver’s license that is valid in your country. You don’t need an international license, just a valid license in good standing.
Is this experience suitable for beginners?
Yes, as long as you’re comfortable driving a manual car and have a valid license. The guide provides a brief safety and driving lesson before you start.
How long is the drive?
The total driving time is approximately 2 hours, with scenic stops along the way.
Can I join if I am not a confident driver?
If you’re not comfortable driving a manual transmission, this might not be ideal. The experience requires manual-shift driving and confidence behind the wheel.
What is included in the price?
Your fee covers the driving lesson, fuel, and a guided 2-hour drive through the Tuscan countryside, plus stops for tastings.
Where do I meet the tour?
The starting point is at Via Franceschi, 23, in Scandicci, easily accessible via tram, taxi, or private car.
Is there a minimum or maximum group size?
Details aren’t specified, but reviews suggest it’s manageable and friendly, with personalized attention from guides.
How do I get there from Florence?
You can take tram T1 from Santa Maria Novella to “De Andre” stop, then walk 20 minutes, or opt for a taxi, which takes about 30 minutes.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours before the activity, providing flexibility for your travel plans.
In all, this self-drive Fiat 500 tour in Tuscany is a lively, authentic way to see the region—perfect for those craving a bit of adventure combined with incredible scenery and regional flavors.
