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Classic Cars Tours in Tuscany

One day tours driving classic and vintage cars going through the most beautiful sceneries of Tuscany and picturesque hill towns and villages.


Live the dream of driving some of the most beautiful and iconic classic Italian cars in Tuscany enjoying its unique landscapes and the authentic Dolce Vita style.




  • Private classic cars tour in Tuscany
  • Escorted tour by an English speaking driving assistant
  • Scenic itinerary through the iconic Tuscan landscapes
  • View the stunning rolling hills and picturesque hill towns
  • Enjoy a traditional Tuscan lunch





Enjoy an overwhelming day tour to the discovery of the most beautiful areas of Tuscany behind the wheel of classic Italian car: from the vintage Fiat 500, to the iconic Alfa Romeo Spider, from the charming Lancia to the luxury Maserati.


You can decide if self-driving the car or hiring a driver for you vintage car, and you can pick in between different itineraries that we studied and that include the most picturesque routes and areas of Tuscany: from the Chianti region, to the Val d’Orcia, from the Tuscan coast and islands to the beautiful stages of the Mille Miglia through the hill towns.


Arriving at the starting location of the tour, your driving assistant will greed you with a briefing of the tour and about your classic car, for then start your day behind the wheel. Along the itinerary studded with rolling hills and charming hill towns, you will lose yourself in spectacular landscapes enjoying the driving and the fascinating sound of the roaring engine.


Your vintage car tour in Tuscany will also have plenty of breaks for photos and at one of those we will also stop for enjoying a delicious lunch based on a Tuscan menu, served on a beautiful location overlooking your vintage car framed by the gorgeous Tuscan landscape.


Do you have a better idea on how to enjoy la Dolce Vita?

Activity available in:

  • The Classic Cars Tours are private activities available in all Tuscany: Florence, Siena, Cortona, Montalcino, Montepulciano, Chianti, San Gimignano, Pienza, Val d’Orcia area, Arezzo, Perugia, Assisi, Orvieto, Volterra, Lucca, Pisa and all the other main tourist sites.



  • approximately 6-8 hours



  • Escorted tour by an English speaking driving assistant
  • Head office assistance and insurance coverage
  • Fuel, parking and car cleaning
  • Complimentary water
  • Traditional Tuscan lunch (vegetarian menu is also available)
  • Transportation to/from the starting/finishing locations with qualified and professional English speaking driver and luxury vehicle Mercedes-Benz or equivalent (optional)

Mille Miglia: said by many to be the most beautiful race of the world, the Mille Miglia was an open-road, motorsport endurance race established in 1927, which took place in Italy twenty-four times from 1927 to 1957. Brought out by millions of spectators during the years, Mille Miglia made grand tourers like Alfa Romeo, BMW, Ferrari, Maserati, Mercedes Benz and Porsche famous. Since 1977, the “Mille Miglia” has been reborn as a regularity race for classic and vintage cars. Participation is limited to cars, produced no later than 1957, which had attended (or were registered to) the original race. The route (Brescia–Rome round trip) is the same to that of the original race and it pass by some of the most beautiful regions and cities of the center of Italy.

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