Experience the Mille Miglia 2021 live in a Mercedes-Benz SL
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The legendary car race “Mille Miglia” 2022 in a Mercedes-Benz SL

Discover Tuscany at the wheel of a classic Mercedes-Benz SL and experience the legendary Mille Miglia race up close and personal. In addition, we accompany you on scenic panoramic roads and the vineyards of Tuscany.

Experience the Mille Miglia 2021 live in a Mercedes-Benz SL

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Per person in double room *
  • Mille Miglia 2022 up close & personal aboard the Mercedes-Benz SL

    Day 1 The Chianti Region

    The journey begins as you drive along the cypress-clad avenues leading to stately Borgo Scopeto Relais. From here you can enjoy the magnificent view overlooking Siena before check-in. Following a brief introduction into the Mercedes-Benz history and the easy-to-follow Road Book, the fleet is all yours. Your heart will beat faster as soon as you turn the ignition key for the first time. We drive over the rolling hills of the world-renowned cultural landscape of Chianti (aka Chiantishire)  and look at old castles and palaces, but also dense forests and wide fields. In the evening, we will take you to one of the most renowned wineries for a tasting followed by dinner.

    Day 2: A Stop at the Mille Miglia by the Sea

    The exact route of Italy’s most famous car race is not yet known for 2021, but one thing is certain: Today automotive history will be within your grasp. The legendary “Mille Miglia” with several hundred participating classic cars thunders along the coast in the west of Tuscany to the south. The Mille Miglia convoy stops for lunch in the idyllic coastal town of Castiglione della Pescaia. You will drive with our Mercedes-Benz SL through the Maremma to the coast to Castiglione della Pescaia. It will be a perfect moment for us to meet and greet drivers and see the vehicles up closeand-personal. After this varied and extensive day of driving, you can look forward to the dinner at the terrace of Borgo Scopeto.

    Day 3: The Mille Miglia on the Way back to Brescia

    This year we’re celebrating a unique event: for the first time, Nostalgic Driving Experiences meets the Mille Miglia convoy twice! Immediately after breakfast you will set off for the Crete Senesi. This impressive stage leads partly on old pilgrimage routes southwest of Siena into the Val d’Orcia. The Mille Miglia participants started in Rome and are expected in Arezzo around noon. Today you have a second opportunity to join the Milla Miglia as well as to be part of the lunch stop in Arezzo! Did you miss the chance to see a racer you’re following or that special car? Today is the day! In the evening, after the event, we will accompany you to one of the most renowned wineries the Castello di Brolio for a tasting followed by dinner to conclude another amazing Mille Miglia day.

    Day 4 San Gimignano and Monteriggioni

    On this day we drive on winding country roads and lonely mountain curves towards San Gimignano via Poggibonsi. San Gimignano is world-famous for its high number of surviving  towers and its almost unchanged medieval appearance. On a city tour, we stroll through the historic old town, which was declared a World Heritage by UNESCO in 1990, and see the slender, towering towers that characterize the cityscape. This fact has given the place the nickname “Manhattan of the Middle Ages”. After an individual lunch break we start the last leg towards the Citadel of Monteriggioni. There you will say goodbye to “your” Mercedes-Benz SL, and we will escort you back to Florence airport or to the hotel.


    * sharing a double room/ sharing a car

    If you would like to book as a single guest, please don’t hesitate to contact us.

    ** The date 2022 has not yet been confirmed by the organizer.


    At a glance: All dates and destinations in our new free brochure.

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  • Additional Information


    16/06/21 – 19/06/21



    Reiseziele nach Oldtimer

    Mercedes-Benz Tours

  • Arrangement Includes

    • Transfer from/ to Florence Airport (FLR) to the hotel, as well as on location
    • Nostalgic Mercedes-Benz SL (W113 and R107) for you to drive, including fully comprehensive insurance (Euro 500 deductible), fuel
    • 3 nights accommodation incl. breakfast at Hotel Borgo Scopeto Relais **** near Siena
    • 1 dinner, 1 wine tasting
    • Admissions and guided tours
    • English-speaking guide and service team during the entire trip
    • Road book


    Not included in the arrangement:

    • travel to Florence (FLR)
    • meals unless otherwise indicated


  • Region


    Tuscany is one of the most picturesque regions of Italy. It impresses with its unique and diverse landscape. Vineyards mingle with olive trees and alternate with the original bareness of the countryside. This sparseness is broken up by lanes of towering cypress trees. Little-used roads wind their way up hills and run through small sleepy villages. Like a backdrop from a 1950’s Italian film.

    With Nostalgic you drive on selected routes in Tuscany. Many of them were also sections of the legendary Mille Miglia race. But Tuscany does not only make the hearts of car enthusiasts beat faster. It also offers lovers of culture cities such as Siena and San Gimignano and places of interest such as the fortress at Monteriggioni. Even in the weeks before the world-famous horse race, the Palio, in Siena, you might be able to watch the teams during their rehearsals and preparations for the big race. They stroll through the city in their period costumes and practice on their drums preparing for the perfect entry to the Piazza del Campo.

    Close your eyes and imagine gliding along the dream roads of Tuscany in a classic Mercedes-Benz. You enjoy the wind in your hair, the driving experience, the scenery, good food and the unique wines of Chianti.


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