Tuscany Vintage Car & Supercar Tours: Prices and Booking for the 5 Best Experiences

Do you dream of driving through the rolling hills of Chianti in a classic vintage Fiat 500 or feeling the roar of a Ferrari through the legendary curves of the Mugello Circuit? Tuscany is not just a land of fine wines and Renaissance art; it is the ultimate destination for those who want to experience the thrill of driving in a movie-like setting.

In this guide, we have selected and analyzed the best car experiences in Tuscany available for discerning travelers. Whether you are looking for a romantic photoshoot, a food and wine tour in a vintage Beetle, or pure adrenaline on the track, you will find updated prices and direct links to book on GetYourGuide with total security.

All the proposed activities offer free cancellation up to 24 hours before and the “book now, pay later” option, ensuring total flexibility for your trip planning at any time of the year.

Why Book a Guided Car Tour in Tuscany?

The charm of Tuscany lies in its winding roads, famous cypress-lined avenues, and perched medieval villages. Moving in a vintage vehicle or a supercar transforms the journey itself into the main attraction of the day. However, availability for these tours is inherently limited: original vintage cars are rare gems, and spots in guided tours tend to sell out months in advance, especially during the high season. Booking online not only ensures the best price but also guarantees you won’t miss the chance to get behind the wheel of your dream car.

Comparison Table: Tours and Prices

*Estimated price per person based on a package for 2 people.

1. Florence & Chianti: Professional Photoshoot in a Vintage Fiat

If your main goal is to capture your vacation with shots ready for a fashion magazine or your social media channels, the Vintage Fiat Photoshoot is the smartest choice. Unlike group tours, you won’t have to worry about anything but enjoying the view: a professional photographer will take care of capturing every moment.

The experience in detail:

The tour starts from Florence’s most scenic point: Piazzale Michelangelo. You will be welcomed by your photographer and hop aboard a perfectly restored Fiat 500 or Fiat 850. The itinerary crosses the hills of Arcetri, touching the Basilica of San Miniato al Monte and hidden rural corners far from the mass tourist routes.

• What you will receive: 30 professionally edited photos and the entire digital roll (between 300 and 500 original RAW images).

• Video Option: You can include a 4K video montage with spectacular aerial drone footage.

• Price: From €149 per person.

👉 Check availability and book your Photoshoot here

2. Private 1977 Vintage Beetle Tour with Wine & Food

For those looking for a mix of nostalgia, 70s style, and authentic flavors, the tour offered by Tuscany on Wheels is unbeatable. You will have the rare opportunity to personally get behind the wheel of an original 1977 Volkswagen Beetle, hearing the rumble of the air-cooled engine as you drive the roads leading to San Gimignano.

The gastronomic program:

This 5-hour tour takes you to the heart of Vernaccia and Chianti Classico production. The package includes a visit to two top-tier wineries. The highlight? A traditional Tuscan lunch served at a table immersed directly among the vineyard rows, where you can taste up to 9 different wines, as well as truffle oil and fine balsamic vinegar.

• Technical Details: Self-driving (manual transmission proficiency required), full lunch, and all tastings included.

• Price: From €208 per person.

• Note: Ideal for those who want a private and exclusive experience away from tourist buses.

👉 Book your Vintage Beetle tour with lunch and tasting here

3. Florence: Tuscan Dinner and Wine Tasting with Private Transfer

Many travelers want to enjoy Tuscany’s wine excellence without the worry of driving back to Florence. This exclusive service offered by Tenuta Torciano solves every logistical problem: a private driver will pick you up directly from your hotel for an evening of pure sensory pleasure.

The Estate’s Atmosphere:

Upon arrival at the estate, the experience begins with a tour of the vineyards and the atmospheric barrel cellar. Dinner is served in elegant rooms or panoramic verandas surrounded by greenery. An expert sommelier will guide you through a “wine school,” teaching you how to taste the world’s most famous reds and whites, pairing them with traditional local dishes.

• Included Services: Pick-up and drop-off from central Florence, full dinner, winery tour, wine and extra virgin olive oil tasting.

• Price: From €400 for groups of up to 2 people.

• Ideal for: Couples celebrating an anniversary or travelers looking for a “turnkey” VIP service.

👉 Reserve your private transfer and dinner at Tenuta Torciano here

4. Supercar Experience: Drive a Ferrari or Porsche at the Mugello Circuit

If Tuscany means speed and mechanical engineering to you, then your temple is the Mugello Circuit. This tour allows you to transform into a racing driver for a day, testing the performance of a Ferrari, Lamborghini, or Porsche on one of the most technical and admired tracks in the world.

Adrenaline, History, and Taste:

The adventure begins with a comfortable transfer from Florence. At the circuit, you will receive a technical briefing from professional instructors before hitting the track. But the experience doesn’t end at the finish line: the tour continues with an authentic Tuscan lunch in a country trattoria and a guided tour to discover the history of the motorsport champions who made Mugello famous.

• Requirements: Minimum age 21 and a valid driver’s license.

• Price: From €750 per person.

• Included: Track laps, instructor assistance, typical lunch, wine tasting, and R/T transfers.

👉 Experience the thrill of the track: book your Ferrari at Mugello here

5. Guided Vintage Fiat 500 Tour: Chianti Hills from Florence

This is, without a doubt, the most loved and photographed car tour in Tuscany. Managed by Walkabout Tours, it allows you to drive an original 1960s Fiat 500, perfectly restored, ideal for experiencing the true Italian “Dolce Vita.”

Why it’s a Best-Seller:

Starting from an ancient garage in the center of Florence, you will follow your guide in a convoy through narrow roads lined with stone walls and historic villas. Thanks to the provided two-way radio, you can listen to the guide’s stories while at the wheel. The tour culminates on a private terrace overlooking the hills, where you will enjoy a platter of Tuscan cheeses and cured meats paired with an excellent Chianti.

• Meeting Point: Very central, near Santa Maria Novella station.

• Price: From €130 per person.

• Advantage: The best value-for-money experience for those who want to drive personally.

👉 Secure your spot behind the wheel of a vintage Fiat 500 here

Booking Guide and FAQ: Everything You Need to Know

Is it safe to book online in advance?

Absolutely. Using GetYourGuide links guarantees price transparency and free cancellation protection. If your plans change, you can cancel up to 24 hours before the activity for a full refund. This allows you to lock in your dream car without any risk.

Do I need a special license to drive these cars?

For Fiat 500s and vintage Beetles, a valid standard driver’s license (Category B) is sufficient. If you reside outside the European Union, make sure to bring an International Driving Permit as well. Remember that these historic cars have manual transmissions: if you are not used to it, the tours provide a brief briefing, but basic proficiency with a clutch is necessary.

When is the best time for these tours?

Tuscany is beautiful year-round, but car tours are best experienced between spring and autumn. Thanks to the flexibility of online booking, you can monitor the forecast and decide with peace of mind.

Conclusion: Transform Your Trip into a Legendary Event

Choosing a vintage car or supercar tour is the most effective way to set your Tuscan stay apart from a simple vacation. Whether you prefer the romantic slowness of a Fiat 500 or the technological power of a Ferrari, these experiences offer a privileged perspective on the beauty of the region.

The final touch for your luxury stay:

After a day spent exploring vineyards and panoramic curves, your return should be as spectacular as the adventure itself. To fully experience the regal atmosphere of Tuscany, we invite you to stay in one of our exclusive properties.

👉 Stay at TuscanMansions villas: private historic residences with pools, breathtaking views, and every modern comfort. The perfect base for your four-wheeled adventures in the heart of Tuscany.