A short history of the Mille Miglia, Italy’s most famous car race
Founded in 1927 by a group of Italian noblemen, the iconic endurance race has shifted gears — and is today a celebrated classic car rally
Imagine, for a moment, that you’re a young Italian nobleman living through the roaring 1920s. Shouldn’t be too difficult — we do it all the time. You have a cappuccino for breakfast, cocktails by lunchtime and there’s more oil slicking back your hair than it takes to keep your 4.5-litre grand tourer going. Life is good.
But bad news is motoring over the horizon. The Italian Grand Prix, held annually in your home town of Brescia, is moving to Monza — leaving you and your noble, high society friends stripped of a petrol-powered event to enjoy. So what do you do? Well that’s easy. Start your own.

And that, in a nutshell, is how the Mille Miglia roared into life. In 1927, Counts Aymo Maggi and Franco Mazzotti — with a little help from sports manager Renzo Castagneto, motoring journalist Giovanni Canestrini and a host of wealthy investors — held the first of their nationwide figure-of-eight endurance races. The course sped from Brescia to Rome and back, with 77 all-Italian competitors racing to cover just over 1,000 miles in the fastest time.
Why was the Mille Miglia so special?
The iconic race picked up speed as it rumbled on throughout the 20th Century. As more and more daredevils and racing drivers heard about it, more wanted to win it. Just three years after its inaugural run, Italian driver Tazio Nuvolari was chasing victory so seriously that he turned off his headlights on the home stretch of the 1930 race and, in the dead of night, overtook the oblivious odds-on winner and triumphed.



The man who would win them the title? The late, great Sir Stirling Moss. The racing legend relied on navigator Denis Jenkinson for his directions, who read his notes off a home-made roller scroll in the passenger seat. Thanks to German engineering and English grit, the duo ended up completing the 992-mile race in 10 hours, 7 minutes and 48 seconds — an average speed of 99mph.
When did the original Mille Miglia end?
In 1957, after two fatal crashes claimed the lives of more than ten drivers and spectators, event organisers eased off the gas. Between 1958 and 1961, the race became a more sedate affair; a grand tour around the northern half of Italy driven at legal speeds. And, after several years, even this idea was parked.



What is the Mille Miglia like today?
The modern Mille Miglia attracts names just as exciting and renowned as the original. Even Sir Stirling Moss came back for a blast around the course in 1987. Daniel Day Lewis, David Gandy and Jenson Button have driven in the race — along with Italian politicians, American movie producers, and even the Mayor of Moscow. The race attracts enthusiasts from all walks of life — who get to mix when the event reaches its halfway point outside Rome’s beautiful Castel Sant’Angelo.


Whichever wheels you’re hoping have a good run, the cutthroat, life-and-death days of the Mille Miglia are past us. Today, the event is a simple, beautiful celebration of motoring heritage — where every driver hopes every car rolls safely across the finish line.
Source: Gentleman’s Journal, Jonathan Wells