Tuscany in a classic Mercedes-Benz

Discover Tuscany at the wheel of a classic Mercedes-Benz SL (W113 and R107). We accompany you over gentle hills and cypress avenues through the art-historical heart of Tuscany and to selected wineries. Experience Italy at its finest!

Milan, Italy 15 - 19 September 2022 From $3,350 pp share twin/double

Your Car
Success in motor racing has always been part of the Mercedes-Benz DNA. The same is true even of the birth of Mercedes brand name. At the end of the 19th-century Emil Jellinek, a businessman who sold Daimler vehicles to the European aristocracy and high society, created a racing team. The racing team was equipped with Daimler cars and were gifted with the name of his daughter: Mercedes.

On this tour you will enjoy driving either a Mercedes-Benz SL (R-107) or a SL (W 113) Pagode. What better way to live the Mercedes-Benz lifestyle as you  experience Italian and French settings and drive on the dreamy roads of Provence and Tuscany.

Tour Itinerary

Day 1:

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 – 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 – Gothic city jewel

Attracted by their beauty, the rolling hills around Siena have always inspired many artists. Let your gaze wander once more from your roadster into the idyllic distance before dedicating yourself to the cultural legacy of this city ( UNESCO World Heritage Site ) on your tour of Siena . The cityscape is dominated by the mighty cathedral made of black and white marble, whose artfully decorated marble inlay on the floor has achieved worldwide fame. In time for your return flight, we will bring you to Florence Airport, with memories of eventful days and an authentic driving experience at the wheel of our Mercedes-Benz SL traveling in your luggage. Arrivederci and see you soon!


* Transfers from/to Florence Airport to your hotel
* Nostalgic Mercedes-Benz SL (W113 and R107) for you to self-drive, including fully comprehensive insurance and fuel
* 3 nights at Borgo Scopeto Relais Hotel, near Siena,  including breakfast
* 1 dinner
* Admission fees and guided sightseeing as per itinerary
* English speaking guide and service team during the entire trip
* Road book

Travel dates
15 - 19 September 2022

Dates do not suit but still interested?
If you have 8 or more people interested we can customise the date and set up a private tour!

Or register your interest now for 2023!

Book by
Until sold out

From $3,350 pp share twin/double

Terms & Conditions
Prices shown unless otherwise stated are in NZ$, and are subject to currency fluctuations and are for payment by cash, Eftpos, direct deposit or cleared cheque only.  Credit Card payments are also accepted but will incur a small surcharge, please enquire.   Price includes Nostalgic Driving Experience Tour and Inclusions as shown. Drivers must be 25 years or older, and held a full NZ driving licence for a minimum of 5 years. Car Insurance carries a EUR500 excess. Gratuities for your tour leader(s), are not included and are at your discretion. A 20% Tour deposit due immediately upon booking confirmation. Prices are subject to change and currency fluctuations without notice. Additional payments are required for any additional arrangements made, please discuss with us. Any amendments to tour dates will incur a minimum fee of EUR50.00. Cancellation fees for tour start at 125 days prior to commencement of tour date, full details available upon request. Prices correct as at 08 March 2022 and are subject to change or withdrawal without notice. In the event of Covid-19 impacting this package to any extent, please contact Sport Escapes. Other conditions may apply. NDE.