3 Days Classic Car Tour in Tuscany

Prices From

€7,499

Price per car
for 2 people

5 days / 4 nights

Touring

3 days / 450 km

Available

March-November

Tour Start

Florence, Italy

Discover Tuscany & Umbria – behind the wheel of a classic

Our Classic Car Tour – Tuscany takes you on a journey of discovery through the most picturesque countryside of this wonderful region in Italy, behind the wheel of a beautiful classic car. Choose your dream machine from a truly special fleet of classics – from the glamorous Mercedes-Benz 280SL Pagoda to the exciting Ferrari 308 GTS, there is something to suit every taste.

During your 3 days of touring you’ll explore the Chianti & Val d’Orcia regions, with their famous wineries, excellent eateries – from traditional cuisine to gastronomic or even Michelin starred – and of course picture-postcard scenery. Pause from driving in lovely hilltop villages to soak up the atmosphere, follow a stretch of the famous Mille Miglia route, and capture fabulous photo memories en route on roads framed by rolling hills and cypress avenues.

The start and end destination of the tour is Florence, the gorgeous Renaissance city of Italy famous for its beautiful architecture. The tour begins at the elegant Villa Cora, a magnificent building set on a hill overlooking the Boboli Gardens, a short distance from Florence’s historic city centre and main attractions. From Florence you’ll begin your drive southwards to a charming hotel in the Chianti countryside – Hotel Le Fontanelle – with lovely views over the unspoilt countryside, a pool and spa, winery, and excellent restaurants. The second day behind the wheel of your car takes you further south into Val d’Orcia – arguably the most photographed area of Tuscany – before an overnight stop in the medieval town of Siena at Grand Hotel Continental Siena, located in the heart of the historic centre. Your final drive takes you back to the outskirts of Florence through more breathtaking landscapes, concluding the road trip at the beautiful Villa La Massa overlooking the Arno river – a haven of peace with a luxurious spa.

Three days is enough to experience the highlights of this region, however travellers who would prefer a longer holiday might want to have a look at our Classic Car Tour – Tuscany & Umbria tour, which goes as far as the enchanting Umbria, the green heart of Italy.

Let us organise the most perfect classic car tour in Tuscany for you – the open road awaits…

Itinerary

Hotel: 5* Villa Cora, Florence – 20 m² classic double room with garden view

Hotel: 5* Hotel le Fontanelle, Pianella – 22-28 m² classic double room with Chianti valley or vineyard view
Driving time: 2½-3 hours plus stops

Hotel: 5* Grand Hotel Continental Siena, Siena – 25 m² classic double room
Driving time: 3-3½ hours plus stops

Hotel: 5* Villa La Massa, Candeli – 30 m² deluxe double room with garden view
Driving time: 2½-3 hours plus stops

Included in the tour price

The price is for two people sharing a car

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Ready to Drive

Our team will have your car prepared and walk you through the details, so you can hit the road with confidence.

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Exclusive Collection

Drive some of the finest classic cars in Tuscany, each beautifully restored and impeccably maintained for an authentic motoring experience.

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Seamless Support

From bookings to on-the-road assistance, we’re here to take care of everything—so you can focus on enjoying the journey.

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