From Firenze | Chianti day trip in a classic car

Experience a vintage ride through Tuscany’s renowned Chianti region. This private day trip from Florence offers a chance to drive or follow classic cars through stunning hills, charming towns, and iconic vineyards. With visits to San Gimignano, Greve in Chianti, and more, it’s perfect for lovers of scenic drives and authentic Italian charm.

What we love about this experience include the opportunity to drive a vintage car, the chance to discover hidden corners of Chianti, and the flexibility of a small group that makes the day more personal. A possible consideration is that the tour requires a valid EU driver’s license and comfort with manual cars, which might exclude some travelers.

This trip is best suited for those craving a blend of scenic beauty, cultural discovery, and a bit of adventure behind the wheel. If you’re a vintage car enthusiast, a wine lover, or simply want a memorable way to explore Tuscany’s countryside, this tour could be a perfect fit.

Key Points

• Vintage Car Experience: Drive or follow classic cars through Tuscany’s most scenic routes.
• Small Group Setting: Limited to 6 participants, ensuring an intimate experience.
• Authentic Town Visits: Explore charming towns like Panzano, Radda, and San Gimignano.
• Flexible Options: Drivers need a valid license; optional driver service available.
• All-Inclusive Essentials: Car rental, insurance, and fuel are covered.
• Tasteful Stops: Enjoy sightseeing, local lunch, and photo breaks in picturesque spots.

You can check availability for your dates here:

An Authentic Vintage Car Ride Through Tuscany

If you’ve ever dreamed of cruising through Italy’s rolling hills in a classic car, this tour from Florence offers just that — with a generous dose of Tuscan charm. The experience is designed to be both practical and a little bit playful, letting you soak in the landscapes at your own pace while enjoying the comfort of well-maintained, vintage vehicles.

Drivers will love the chance to take the wheel of one of the two available two-seater cars, feeling the old-world charm under their fingertips. Non-drivers aren’t left out, as the guide can chauffeur you around for a small additional fee, so everyone gets to enjoy the scenery. The cars are equipped with heating and retractable roofs, making the ride comfortable regardless of the weather, and the itinerary is flexible enough to accommodate cloudy or rainy days without sacrificing your experience.

How the Tour Unfolds

The day kicks off at Piazza di Verzaia, where your vintage adventure begins. From there, the group heads into the Chianti hills, an area famed for its lush, rolling landscapes and picture-perfect vistas. You’ll pass through towns like Greve in Chianti and Panzano, both charming enough to make you want to linger with a gelato or a quick walk through their cobbled streets.

The highlight for many is the stop in Radda in Chianti for a hearty 2-hour lunch at Borgo Vescine, a lovely spot that combines delicious local cuisine with views that seem to go on forever. This is also a perfect chance to stretch your legs, snap some photos, and soak in the authentic vibe of small-town Tuscany.

After lunch, your journey continues to San Gimignano, the medieval town famous for its striking towers and UNESCO World Heritage status. You’ll have about an hour here to explore, take pictures, or pick up a local souvenir. By late afternoon, the tour winds down as you return to Piazza di Verzaia, feeling enriched by the day’s scenic beauty and cultural richness.

What’s Included and What’s Not

The tour’s pricing covers car rental, insurance, and fuel, which makes it good value considering the personalized experience. You won’t need to worry about additional transportation costs, but note that lunch, coffee breaks, gratuities, and hotel transfers are not included. If you’re after a relaxed, all-inclusive day, you might want to plan ahead for meals and extras.

The Driving Experience

For those eager to get behind the wheel, a valid EU driver’s license is essential, and comfort with manual transmission is recommended. If you’re not confident in driving a manual car, the guide offers an optional chauffeur service for an extra fee — a thoughtful touch for travelers who prefer to sit back and enjoy the scenery without stress.

Reviewers repeatedly mention the friendly, attentive service of the guide, who is available via WhatsApp or Instagram to answer questions beforehand. One traveler noted, “Excellent, very good service,” highlighting the professionalism and care that goes into the tour.

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The Value and Who Will Love It

This experience combines scenic beauty, cultural sights, and a touch of vintage fun, making it a hit for a variety of travelers. It’s particularly suited for couples, small groups, or solo travelers who want a more personal, engaging way to see Tuscany. The half-day format means it fits well into a broader itinerary, giving you a taste of the region without requiring a whole day.

The tour also offers a glimpse into Tuscany’s renowned wine and food culture through its stops, though wine tastings are not part of this particular experience. Still, the combination of views, towns, and a vintage drive makes it a memorable, if slightly niche, adventure.

Final Thoughts

This vintage car day trip from Florence into Chianti provides a stylish, relaxed, and genuinely immersive way to explore Tuscany. It’s perfect for those who want to combine scenic sightseeing with a bit of driving fun. While it requires a valid license and a willingness to share small, vintage vehicles, the overall experience promises stunning vistas, charming towns, and a taste of Italy’s beloved countryside.

The flexibility, small group size, and well-chosen stops make it an excellent value for travelers looking for an authentic, personalized experience. The fact that drivers and non-drivers alike can enjoy the day adds to its appeal, making it a versatile choice for a memorable Tuscan adventure.

Who should consider this tour?

If you’re a vintage car enthusiast or want a stylish way to see Tuscany, this is a fantastic pick. Nature lovers, history buffs, or anyone eager to escape the city for a day will find it rewarding. Just remember to be comfortable with manual driving if you plan to take the wheel.

FAQ

Do I need a driver’s license to participate?
Yes, a valid EU driver’s license is required to drive the vintage cars. If you’re not comfortable driving or don’t have a manual license, you can opt for the guide to drive for you for an extra fee.

Are lunch and drinks included?
No, lunch is not included in the price, but a 2-hour stop at Borgo Vescine provides an opportunity to enjoy local cuisine. Coffee breaks and gratuities are also extra.

Can I join if I don’t want to drive?
Absolutely. If you prefer not to drive, the guide can do the driving for you. Just inform them in advance to arrange this option.

What should I bring on the tour?
Bring your passport or ID card and your driver’s license if you plan to drive. Sunscreen, a hat or scarf, and comfortable shoes are also recommended for walking and sightseeing.

What happens if the weather is bad?
The vintage cars have soft tops or hard tops and heating, so the experience is still enjoyable in cloudy or rainy weather. The itinerary may adapt slightly depending on conditions.

How large are the groups?
The tour is small, limited to 6 participants, which makes for a more intimate and personalized experience.

Is this tour suitable for children?
It’s designed for adults with a valid license and comfort with manual cars, so it may not be ideal for children or teenagers.

This vintage car trip through Chianti offers a unique blend of scenic beauty, cultural stops, and a touch of automotive nostalgia. Whether you want to drive or simply enjoy the ride, it’s a charming way to experience Tuscany’s legendary landscapes.

You can check availability for your dates here: