If you’re dreaming of experiencing Florence in a uniquely Italian way, this private sunset vintage Fiat 500 tour might just be what you’re looking for. Designed for those who love a mix of history, scenic views, and a bit of fun behind the wheel, this tour offers a charming way to see Tuscany’s rolling hills and historic sites without the usual crowded bus routes.
What really caught our eye is the opportunity to drive a restored 1960s Fiat 500—a true icon of Italian design—and enjoy the freedom of exploring at your own pace. Plus, the chance to end your evening with a relaxed dinner on a private terrace, accompanied by regional wine and local delicacies, really elevates what could otherwise be just a scenic drive.
On the flip side, it’s worth noting that this experience is tailored for those comfortable with self-driving and may not suit travelers seeking a guided tour or those with mobility issues. Still, if you’re after an authentic, laid-back adventure, this tour could be a real highlight of your Florence visit.
This experience is perfect for couples, small groups, or anyone eager to combine vintage car fun with stunning vistas and good food.
Key Points

- Authentic Italian experience driving a vintage Fiat 500 through Tuscany’s hills.
- Flexible self-drive with guidance, offering a sense of freedom and adventure.
- Scenic stops that include iconic viewpoints and historic sites like Piazzale Michelangelo and Basilica San Miniato.
- Gourmet dinner with regional wines on a private terrace overlooking the hills.
- Ideal for those comfortable with driving and looking for a personalized, memorable outing.
- Free cancellation makes booking low-stress, with a refund available up to 24 hours before.
The Experience in Detail

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Starting in Florence: A Classic Beginning
Your adventure kicks off at a garage on the outskirts of Florence, where your beautifully restored vintage Fiat 500 awaits. The car, with its adorable charm, immediately sets the tone for a trip full of nostalgia and fun. Your guide greets you warmly and provides a brief rundown on how to operate the car—a straightforward process, especially for those with prior driving experience.
Once you’re ready, you’ll hop into your Fiat, and the real fun begins. We loved the way this added a sense of independence and playful charm to the day. As you cruise through Florence’s streets, you’ll notice how the city quickly fades behind you, replaced by the countryside’s gentle landscapes. The guide stays in radio contact, offering directions or commentary, which keeps the experience smooth and relaxed.
Scenic Overlooks and Historic Spots
The first stop is at Basilica San Miniato al Monte, one of Florence’s oldest churches. It’s a beautiful spot to snap some photos of your Fiat against the backdrop of this historic church and the sweeping views of Florence below. You can step inside briefly to admire its architecture—one of those quick but meaningful moments that add depth to your trip.
Next, you’ll head to Piazzale Michelangelo, a hilltop square famous among visitors and locals alike for its panoramic vistas of Florence. Here, your camera will thank you; the city sprawls below, with its red-tiled roofs and iconic domes. It’s a classic Florence view that feels even more special from this vantage point in your vintage car.
Into the Tuscan Hills: Driving and Stopping
After soaking in Florence’s skyline, your journey takes you into the countryside. The drive into the hills offers several photo opportunities—think olive groves, historic villas, narrow stone alleyways—and your guide will stop at various points so you can take in the scenery or capture photos. According to one reviewer, “all of us were on the older side of the age spectrum, but it was still such a fun time.” It’s a laid-back, unhurried way to enjoy Tuscany’s natural beauty.
The Dinner: A Taste of Tuscany
The highlight for many is the dinner at Villa Pian dei Giullari, situated on a private terrace overlooking the undulating hills. Here, you’ll indulge in regional wines, cheeses, ham, and pasta—simple, hearty, authentic Tuscan fare. The setting enhances the experience, with the sunset casting warm hues over vineyards and stone walls, providing a memorable backdrop.
Several travelers have commented on the quality of the food and wine, describing the experience as “delicious” and “savored on a private terrace.” This is a slower, more intimate part of the tour where you can relax and chat, savoring the flavors of Tuscany.
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The Return: A Scenic Drive Back
After dinner, the route back to Florence is picturesque, passing more villas and olive groves. The vintage Fiat makes an attractive sight, drawing attention along the way. The final stretch offers even more opportunities for photos and appreciation of the countryside, culminating in a relaxed drive back into the city.
What We Loved and What to Consider
The Highlights
- Driving a Vintage Fiat 500: This isn’t just a ride; it’s a chance to channel your inner Italian and enjoy the freedom of self-driving a charming classic car.
- Spectacular Views: Stops at Piazzale Michelangelo and Basilica San Miniato deliver some of the best Florence panoramas around.
- Authentic Tuscan Dinner: The private terrace at Villa Pian dei Giullari gives you a taste of genuine regional cuisine paired with local wines.
- Guide Support: The guide’s instructions and radio communication keep things simple and safe, even for those less experienced with manual cars.
The Considerations
- Self-Driving: You’ll need to feel comfortable operating a vintage manual car, which might be a challenge for some travelers.
- Weather Dependency: As with most outdoor experiences, poor weather could affect the day; the tour offers a full refund if canceled due to weather.
- Duration and Pace: At around six hours, this is a full but leisurely day. If you’re short on time or prefer guided tours, this might not be the best fit.
Is This Tour Worth the Price?

At $64, you’re paying for more than just the drive—you’re getting a personalized experience, scenic stops, and a lovely dinner, all in one package. When you consider the chance to drive a vintage car, the beautiful views, and a relaxing meal, it offers solid value—especially if you love a bit of vintage charm and scenic exploration.
Who Is It Best For?
This tour suits travelers who enjoy a relaxed, hands-on experience with a touch of nostalgia. If you’re a fan of vintage cars or want a unique way to see the Tuscan countryside, it’s a great pick. It’s also ideal for those comfortable with driving manual cars and who appreciate personalized, intimate experiences.
Frequently Asked Questions

Do I need a driving license to participate?
Yes, you should be comfortable operating a manual transmission vehicle, as the Fiat 500 is a vintage manual car.
What’s included in the price?
The price covers the self-drive tour, stops at scenic and historic sites, and the dinner at Villa Pian dei Giullari, including regional wine. Pickup is offered, and the ticket is mobile.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. Cancellations within 24 hours are not refundable.
Is this experience suitable for children?
It’s designed for adults comfortable with driving. If traveling with children, consider their ability to sit comfortably during the drive and the driving requirement.
How long is the tour?
Approximately six hours, including stops for sightseeing and dinner.
What should I wear or bring?
Comfortable clothing suited for outdoor sightseeing and photo stops. You might want a hat or sunglasses, especially during sunset hours.
Is the tour weather-dependent?
Yes, it needs good weather for the outdoor portions. If canceled due to rain or poor weather, you’ll be offered a different date or a full refund.
Private Sunset Vintage Fiat 500 Tour from Florence with Dinner
“What a fun time driving a Fiat through the hills of Tuscany. Alex was our personal guide as only 3 couples drove the Fiat's, while the rest of the …”
Final Thoughts

For those craving a mix of adventure, history, and scenic beauty, this private vintage Fiat 500 tour offers a charming way to see Florence and the Tuscan hills. The opportunity to drive an iconic car, combined with spectacular views and a delicious regional dinner, makes for a memorable experience that goes beyond typical sightseeing.
It’s best suited for travelers who enjoy a personal, relaxed pace and don’t mind the responsibility of driving a vintage vehicle. If you’re after a fun, authentic slice of Italy with a touch of elegance and a whole lot of character, this tour could be a perfect addition to your Florence itinerary.
Whether you’re celebrating a special occasion or just want to experience Florence like a local, this sunset drive delivers a genuine and enjoyable taste of Italy’s timeless charm.
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