Mille Miglia – Live on tour, unique and emotional.
Your travel highlights.
  • Live on tour at the most beautiful race in the world
  • Stay in stately surroundings, a former noble residence
  • Wine tasting at the ancestral seat of a noble family, one of the oldest wineries in the world
  • Cypress trees, olive groves, rolling hills: picture-postcard scenery along secluded roads
  • Artistic and architectural masterpieces in San Gimignano, Volterra and Siena
The trip at a glance.

Day 1: Classic car trip through Chianti

Your transfer from the airport to the hotel will give you a good ide a of what to expect in the upcoming days. Your trip will get off to a grand start when you check into boutique hotel Borgo Scopeto, a former aristocratic estate, from where you’ll be able to enjoy the magnificent view over Siena. Your heart will start beating even faster when you start the ignition for the first time and drive off in your Mercedes-Benz SL classic car. The rolling hills of Chianti between Florence and Siena, with their famous wineries, are symbolic of Tuscany. The world-famous cultural landscape of Chianti is characterized by its old castles and palaces, as well as dense woodland and vast forests. And of course, it’s important to pay a visit to one of the charming wineries. Stop off at one of the world’s oldest wineries, also the ancestral seat of a noble family, and enjoy a welcome dinner.

Day 2: Emotional kilometers on the original track

Medieval villages, sprawling wineries and the Mille Miglia: you are right in the middle of real Italy. Today’s route takes us via Radda, Lecchi to Arbia and via Asciano to Buonconvento. At 11.00 am is the estimated time of arrival of the first Mille Miglia cars. Every day the teams start ordered by construction year of their car, the oldest classic cars start first. We join the Mille Miglia squad on the original track intermix with Mille Miglia teams all the way to Siena. At the Porta Tufi we park at our SLs Parcheggio Il Campo and walk 10 minutes to Piazza del Campo. All Mille Miglia teams must collect a stamp in Siena on the main square, where the Palio is also held. For us it is the perfect opportunity to experience the cars and their drivers close up and, if you like, to chat with them. In the late afternoon we drive back to the hotel with the SLs via Castellina in Chianti.In the evening we end the long, eventful day with an individual dinner on the hotel terrace.

Day 3: Roads of your dreams to Pienza

Fantastic scenery that will set your heart alight lies ahead of you today. Follow quiet country roads through the Crete Senesi, characterized by clay, cypress trees, expansive fields of grain and oak forests. There, where Tuscany is at its most beautiful, you will find the small town of Pienza, designed by Pope Pius II as an “ideal city”. Your tour guide will not only show you the castle and impressive Renaissance palaces, but you’ll also have the chance to stroll through small, winding alleys and along the boulevard of the Corso Rossellino. After all that culture, your classic car will be eager to get going again. On the way back, you will be impressed by the crater-like landscape. In the evening, the old town of Siena invites you to enjoy a stroll, and it’s up to you to decide where to dine tonight.

Day 4: San Gimignano and Monteriggioni, along cypress-lined country roads

Following yesterday's tour, we continue our driving experience through the romantic Italian hills. The winding historical road Siena-Firenze leads you from Castellina on to Poggibonsi, and onwards on rarely crowded secondary roads to San Gimignano. The small town - rich in art and culture - is located in the upper Elsa Valley and world-famous for its almost unchanged ancient appearance. Medieval skyscrapers dominate the skyline of this small Tuscan town. At the peak of fashion San Gimignano boasted no less the 72 of them.

Today 15 remain and nicknamed the place 'Manhattan of the Middle Ages'. In 1990, the historic old town was declared a UNESCO World Heritage Site. A variety of places invites you to linger for a short cappuccino break. The highlight of the trip is a visit to the fortress of Monteriggioni, where you will have the opportunity to enjoy a last-minute homemade pasta in a historic setting. We will transport you to Florence Airport in good time for your return flight, and you will be taking home wonderful memories of days filled with adventure and pure driving pleasure.

Mille Miglia – Live on tour.

Days: 4

Price: from 2,495 Euro p.p.

Place: Tuscany

Overview of dates.

We can offer you the following dates for Tuscany:


You did not find a suitable date or you would prefer another region to do your classic car experience? From a minimum group size of 12 people we will design your exclusive, individual Classic Car Tour.

*Single room supplement on request.

**Two people always travel in one vehicle. Models will be swapped.

The General Terms and Conditions of Nostalgic GmbH and Co. KG, which you can view here, shall apply.

Included in the price:
  • Nostalgic classic Mercedes-Benz SL (W 113 and R 107) for you to drive, including fully comprehensive insurance (excess of EUR 500), petrol
  • Three nights with breakfast in the hotel Borgo Scopeto **** in Siena
  • One Dinner with wine tasting
  • Admissions and guided tours
  • English-speaking guide
  • Transfers from and to Florence Airport, as well as a dinner transfer to Siena
  • Roadbook and vehicle service throughout the entire journey
Not included in the price:
  • Meals, unless otherwise indicated
  • Outward journey to Florence
The legendary Mercedes-Benz.

For over 125 years, unique innovations and timeless elegance have ensured that the three-pointed star of Mercedes-Benz is pointing towards the future. In the first half of the 19th century, the lifetime achievements of two personalities – Gottlieb Daimler and Carl Benz – revolutionised the history of the car, laying the foundations for individual mobility. Ever since, ingenious engineers have been coming up with revolutionary inventions time and time again. Take the SL sports car for example, a fascinating success story from Mercedes-Benz, which, since its introduction, has become legendary. With its own special character and charm, it’s the number one dream car and luxury roadster of all time, even after more than 60 years. Two letters have rarely gained such charisma. The abbreviation SL, synonymous with “sporty and light”, could, thanks to the roadster’s sophisticated design, pioneering technology and how pleasurable it is to drive, equally refer to “superior living”. With its classic car trips, Classic Car Travel brings the legendary Mercedes-Benz SL to life with maximum pleasure behind the wheel and a passion for tradition.

Drive classic cars – a special driving experience.

The charm of the classic car doesn’t only start once you’re behind the wheel. When almost a dozen Mercedes-Benz SLs are lined up, shining in the sun, your eyes will already light up. Spring 1963: return to the era when the W 113 was introduced. Its hardtop, which curves inwards slightly, is reminiscent of the type of roof that pagodas have in the far east, and is what gives this Mercedes SL series its characteristic name “Pagoda”. With both the W 113 and its successor, the R 107, it’s impossible not to be transported back to the golden seventies, when luxury class was a term used in the automotive industry to describe people who had “made it”. Feelings of nostalgia are conjured up as soon as you hold the ignition key to one of these legendary Mercedes-Benz SLs in your hand. But don’t get in just yet. First of all, transform your roadster into an open-top convertible. The handy stowage space for the roof under the bonnet, painted the same colour as the body of the car, will get you warmed up.

Now it's time: it won't start at the push of a button: you turn the ignition key – a magical moment – the engine starts up slowly, and is soon screaming out for you to take it out for a spin. Wonderful: you take in the round, analogue elements. Be it the chrome jewel gear shifting gate with its delicate Bakelite knobs in the Pagoda or the cherished root wood inlay in the cockpit of the R 107, the chrome-plated ventilation elements or the snappy wipers on the headlights: as a driver behind the wheel of this Mercedes-Benz SL, there's one thing that will really strike you: absolute control.

This feeling will stay with you whilst you drive, when the six-cylinder engine powers up. These vehicles continue to impress not only their passengers, but also passers-by. After just a few miles, you'll notice how people like you and 'your' Mercedes-Benz. Strangers will wave at you. Other vehicles on the road will forget the hustle and bustle around them for a moment and greet you by flashing their lights; other drivers will even give way to you. And suddenly you'll remember how bends used to feel, that ascending and descending take some concentration when driving. By now you've enjoyed an original driving experience that you'd previously deemed lost. Welcome to the world of classic cars. With Classic Car Travel, you'll manage to square the circle: to slow down whilst driving. You won't need to worry about anything, thanks to the Mediterranean sun at your destinations, the wind in your hair, carefully selected picture-postcard routes an all-inclusive package with Classic Car Travel.

Our models.


How do you get highly accomplished power deployment and impressive elegance under one roof? Engineers and designers solved this problem with flying colours in the spring of 1963. The Mercedes-Benz SL W 113, successor to the legendary 190 SL and 300 SL super sports car, was introduced and was, from then onwards, known to its fans as the “Pagoda”. It effortlessly balances the comfort of a touring saloon with the liveliness of a sports car, and is, to this day, the most elegant and desirable convertible for anyone who appreciates the simple elegance and spirit of the sixties. Hollywood stars such as Grace Kelly and Frank Sinatra loved this classy car.


In April 1971, a new Mercedes-Benz SL finds its way to people's hearts: the Mercedes-Benz 300 SL (R 107). The roadster presents itself as powerful and prestigious, having been given a removable roof by its creators. Under its long bonnet, an eight-cylinder engine roars into life for the first time. In fact, the R 107 really belongs to the German movement of 1968, as the ultimate decision to create it was made on 18 June 1968. In Hollywood, Dallas and the Königsallee in Düsseldorf, stars, celebrities and nobility sauntered around the streets in this elegant car. Plenty of chrome and distinctive bumpers and window frames give the vehicle a self-confident, sovereign look. The R 107 quickly became a bestseller. In addition to the comfort typical of a Mercedes-Benz, a number of small details make life with this car a real pleasure. Charming detail: the rechargeable torch built into the glove compartment.

More information.

Our contact details.

Our operator and cooperation partner Nostalgic GmbH und Co. KG