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Mille Miglia in a Mercedes-Benz

Discover Tuscany at the wheel of classic Mercedes-Benz SLs and experience the legendary Mille Miglia car race at first hand. The Mille Miglia "La corsa piú bella del mondo" regularly gives you goosebumps. Secure this unique experience and enjoy pure Dolce Vita.
Mille Miglia Team auf der Piazza Il CampoToskana tuscany | Nostalgic Oldtimerreisen
Your Expert

Gert Pichler
Your expert for
this tour

Tel. +49 (0)89 545406-0

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No suitable date available? From 8 persons we plan your trip to the desired date – please contact our travel experts.


Can't find a suitable date? Starting with a group of 12 people, we can plan your trip for your desired date - ask our travel experts.

2.495,- €

2.495,- €

Per person in double room *


Mille Miglia 2024 at the steering wheel of a Mercedes-Benz SL

Day 1 Chiantishire

Your journey begins as you drive along the cypress-lined driveway, your eyes settling on the majestic Borgo Scopeto Relais. This former noble residence will be your stylish home for the coming days. On the hotel terrace, with a breathtaking view of Siena, you'll meet your fellow travelers. The sight of the gleaming Mercedes-Benz fleet in the gravel-covered courtyard of Borgo Scopeto gives you chills. The moment you turn the ignition key for the first time and drive out your Mercedes-Benz SL classic, your heart races. You glide effortlessly over the gentle hills of the world-famous cultural landscape of Chianti, with ancient castles and fortresses in view. After this diverse first day of driving, you'll reflect on the day's impressions in the refined ambiance of Borgo Scopeto.

Day 2: Mille Miglia comes to town

The exact route of Italy's most famous car race is still unknown, but one thing is certain: today, you'll experience automotive history up close. The legendary "Mille Miglia," with its several hundred participating classic cars, makes the hills of Tuscany tremble. Your excursion today in "your" Mercedes-Benz SL is planned so that you witness a city passage of the race cars, primarily from the pre-war era, and are close enough to touch the drivers and vehicles. If you're tempted to join the convoy after the passage and ride along for a bit: go for it!

Day 3: Pienza and the Crete Senesi

This remarkably impressive stage partially follows ancient pilgrim routes, passing southwest of Siena into the Val d'Orcia. In Pienza, named after Pope Pius II, who transformed his birthplace into a jewel of the Renaissance, a guided tour awaits you. For your lunch break, there are many typical "trattorie" to choose from, some offering spectacular views of the Val d'Orcia. The return journey takes you through a Tuscan postcard landscape, the "Crete Senesi," where one cypress-lined hill follows another. Along the crest of these steep clay slopes, the country road winds its way. After this varied and extensive day of driving, you can look forward to a relaxing dinner on the hotel terrace.

Day 4: San Gimignano

On this day we drive winding country roads and lonely mountain roads via Poggibonsi in the direction of San Gimignano . San Gimignano is world famous for its high number of surviving family towers, which are only stumps in other cities, and for its almost unchanged medieval appearance. During a city tour, we stroll through the historic old town, which was declared a World Heritage Site by UNESCO in 1990, and see the slender towers that characterize the cityscape. This fact has given the place the nickname "Manhattan of the Middle Ages". After an individual lunch break, we set off for the last stage in the direction of the Citadel of Monteriggioni . There you will say goodbye to "your" Mercedes-Benz SL, we will accompany you back to Florence Airport or to the hotel if you are arriving by car.

* sharing a double room/ sharing a car

At a glance: All travel destinations & dates in the free brochure.


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.

For culture lovers, southern Tuscany offers cities such as Siena and San Gimignano , Volterra and Pienza, Montalcino and Montepulciano are spoiled for choice. Even in the weeks before the world-famous historical horse race, the "Palio" in Siena, the individual "contrade", the city districts, are rehearsing and preparing for the big race to observe. They march through the city in their historical costumes and practice on their drums for the perfect entry into the Piazza Il Campo.

The Tuscan cuisine impresses with its simplicity and fresh ingredients. The dishes are down-to-earth, but prepared with great skill and love. The most important part of a Tuscan meal is bread. It is served with the dishes in countless variations - from simple flatbread to Pan di Ramerino, which is flavored with raisins and rosemary. Of course, a good wine should not be missing in this area. The Tuscan wines impress with their extraordinarily full taste. A classic and certainly the most famous wine is the ruby ​​red Chianti. A black rooster on a gold background, the "Gallo Nero", adorns the label of the Chianti wines. A large number of fattories offer interested wine lovers on site the opportunity to convince themselves of the top quality of their wines.

Close your eyes and imagine yourself gliding along the dream roads of Tuscany in an elegant Mercedes-Benz SL. You enjoy the wind in your hair, the driving experience, the landscape, excellent cuisine and the incomparable wines of Chianti.

Discover our detailed description of the Mille Miglia with notes on the history, background stories, participants, program highlights and much more. Mille Miglia – All you need to know

  • Transfer from/ to Florence Airport (FLR) to the hotel
  • Mercedes-Benz SL for you to self-drive including fully comprehensive insurance (Euro 500 deductible), fuel
  • 3 Ü/F im Hotel Borgo Scopeto***** bei Siena
  • 1 dinner, 1 wine tasting
  • Admission fees, guided sightseeing according to itinerary
  • English-speaking guide and service team during the entire trip
  • Road book

Not included in the arrangement:

Not included in the arrangement:

travel to Florence (FLR)
meals unless otherwise indicated

1 review for Toskana: Im Mercedes-Benz zur Mille Miglia

  1. gerd w.

    Gerd W., Mainz

    Nicht verifizierter Kauf. Mehr Informationen

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Nostalgic is the premium provider for unforgettable adventure trips & incentive travel with vintage cars as well as an exclusive partner of Mercedes-Benz.
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