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Classic Car Travel

Mercedes-Benz of Chicago Classic Car Travel

There are many benefits to owning a Mercedes-Benz and being part of the Mercedes-Benz of Chicago family, and we would like to take the opportunity to introduce you to the newest one: Mercedes-Benz Classic Car Travel. These once in a lifetime experiences are entirely curated with equal parts luxury and nostalgia. Look below for more information on these trips and how to attend!

Unique tours with Mercedes-Benz vintage cars

Sit behind the wheel of our legendary Mercedes-Benz SL and take wonderful roads through stunning scenery. Enjoy driving in its purest form, the timeless, elegant design, and the feel and smell, which tell stories of past adventures. You’ll arrive in style at exquisite locations, where you can stop off to enjoy the finest cuisine. We give you the opportunity to live out your passion without having to worry about a thing, and what’s more, you’ll get the chance to drive various models. A competent team will supervise your trip along carefully selected routes throughout your European destination. Both of these once in a lifetime experiences are available to you, as a Mercedes-Benz owner, all you need to do in reach out to your dealer and we will take care of the rest!

The Destinations

Vintage Mercedes-Benz Convertable

Dream roads in Provence and the Côte d‘Azur

Cannes, Monaco, Gourdon, Saint-Paul-de-Vence – the Provence-Alpes-Côte d’Azur region offers the perfect setting for a trip in a historic Mercedes-Benz SL. Fashionable hot spots are scattered between picturesque harbour towns in this world of jet-setting and glamour: you’re right in the middle of it all, and can truly enjoy the driving experience from behind the wheel of your classic car.

  • The coast of the rich and beautiful
  • Fields of lavender, the scents of Grasse and the Verdon Gorge
  • You’ll be staying at the Relais & Chateaux Hotel Le Mas de Pierre in Saint-Paul-de-Vence

4 days, 3 nights: $2,323*

Vintage Mercedes-Benz

Explore Tuscany in a historic Mercedes-Benz SL

Melodious names such as Siena, Pienza, San Gimignano or Montepulciano bring a smile to the face of classic car enthusiasts. With the Tuscan wind blowing in your face and the sound of the cylinders rejoicing in your ears, enjoy a sporty and elegant driving experience behind the wheel of our legendary classic car. You’ll attract admiring glances whenever you step out of the Mercedes-Benz SL for a stroll.

  • Wonderful routes through rolling hills and olive groves
  • Sheer enjoyment: from creamy espressos to delicious gelato
  • Cultural heritage in Siena and San Gimignano
  • Stay in stately surroundings, a former noble residence

4 days, 3 nights: $2,323*

multiple Vintage Mercedes-Benz

The Carl Benz Tour to the Birthplace of the Automobile

Take the wheel of your classic Mercedes-Benz SL and discover milestones in the fascinating history of the development of the Mercedes-Benz brand. Join us as we make our way through Baden-Württemberg along roads that played a part in the history of the automobile, and let yourself be enchanted by the charm of a land that is rich in more ways than one.

  • A remarkable journey back in time through the history of the brand
  • Mercedes-Benz Museum, Historic Benz Factory
  • Impressive landscapes of Neckar Valley and “Württemberger Weinstraße”
  • UNESCO-World Heritage Sites of Maulbronn Monastery and Heidelberg

4 days, 3 nights: $1,508*

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Vintage Mercedes-Benz

Mille Miglia 2018 – Live on tour

Unique and emotional, the world famous Mille Miglia is a legend. Be part of the most beautiful race in the world, live and not just as a street guest. Our vintage cars of the Classic Car Travel fleet with their SLs of the 1960s and 1970s intermix on the third leg of the Mille Miglia with the historical race cars. Experience emotional kilometers at the wheel of our roadster on the original track, cheering people on the roadside and tangible enthusiasm – the pure joy of a car experience. This is pure goose bumps!

  • 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


* Estimated price, subject to change.
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1520 W. North Avenue • Chicago, IL 60642

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Open Today! Sales: Sat 9am-6pm

Open Today! Service: Sat 7am-5pm

Open Today! Parts: Sat 8am-5pm

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