Tuscany in a classic Mercedes-Benz SL

Cypress avenues, vineyards and Renaissance towns

Discover Tuscany behind the wheel of a classic 1960s and 1970s Mercedes Benz SL. Over gentle hills and through avenues of cypress trees, we’ll take you through the historic and exquisite heart of Tuscany. But let’s not forget to visit a few selected wineries. Experience Italy at its best!

Tuscany in a classic Mercedes-Benz SL

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5 out of 5 based on 4 customer ratings
(4 customer reviews)

1.995,00 2.095,00 

Per person in double room *
  • Rolling hills, expansive views – Tuscany at its best

    Day 1  Chiantishire

    Your transfer from the airport to the hotel will give you a good idea of what to expect in the coming days. Your trip will get off to a grand start when you check into boutique hotel Borgo Scopeto Relais****, a former aristocratic estate, from where you’ll be able to enjoy the magnificent view over Siena as you eat your lunch on the terrace. 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 for 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, itʼs 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, enjoy a welcome dinner there together.

    Day 2  Pienza and Crete Senesi

    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 ʼideal cityʼ. Your tour guide will not only show you the castle and impressive Renaissance palaces, but youʼll also have the chance to stroll through small, winding alleys and along the boulevard of Corso Rossellino. After all that culture, your classic car will be eager to get going again. Charming vineyards and the town of Montepulciano will provide the backdrop to your return journey. In the evening, the old town of Siena invites you to enjoy a stroll and itʼs up to you to decide where to eat tonight.

    Day 3  Volterra, the city of Alabaster

    The drivers among you can celebrate: todayʼs route is the longest and most varied. Through land cultivated since ancient times, peppered with majestic villas, medieval castles and quiet, remote monasteries, you will drive along this panoramic road to the Etruscan town of Volterra, taking in San Gimignano en route. During your guided tour of Volterra’s picturesque old town, youʼll be amazed by the artistic skills of the Alabaster artists in one of the studios. Vineyards with world-renowned names and the Tuscan “Ore Mountains”, from which the ancient Etruscans gathered their riches, are characteristic of the landscapes that will accompany you on the classic car stage that will take you back to your hotel. In the evening, youʼll dine in an old wine cellar, the atmospheric hotel restaurant La Tinaia, where youʼll be treated to new culinary delights based on the finest local recipes.

    Day 4  Siena, a gothic gem

    The beauty of the gently rolling hills surrounding Siena has been attracting artists for many years, providing them with a source of inspiration. Let your gaze wander from your roadster into the spectacular distance, before turning your focus to the cultural heritage of this city (UNESCO World Heritage City) on a tour of Siena. 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.


    * sharing a double room/ sharing a car

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

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

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  • 4 reviews for Tuscany in a classic Mercedes-Benz SL

    1. 5 out of 5


      Wonderful! We loved this trip and the experience of driving the Mercedes. Everything was perfect and very well organized. Having Walter on our trip was an added plus. Congratulations on your amazing work!

    2. 5 out of 5


      Walter and his team were exceptional.
      Any request was without a problem.
      As our first tour with Nostalgic our choice of Tuscany was a fabulous introduction. We will be back to have more fun, and an exceptional “classic car driving” exprience.

    3. 5 out of 5


      The Nostalgic Tour took us along beautiful routes in Tuscany. Sightseeing, culture – also very recommendable for people who already know Tuscany! Very successful weekend!

    4. 5 out of 5


      We liked it very much, we recommended it to others and will definitely travel with you again!

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  • Additional Information



    Reiseziele nach Oldtimer

    Mercedes-Benz Tours


    09/09/2021 – 12/09/2021, 16/09/2021 – 19/09/2021, 08/09/2022 – 11/09/2022, 15/09/2022 – 18/09/2022

  • 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 ****
    • 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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