Roads & Rallies: 2015 Mountain Mille

Finance a Ferrari 308 GT4

Everyone’s favorite car on this year’s Mountain Mille was a 1954 Oldsmobile Rocket 88 Holiday Coupe driven by a husband and wife team of newly-retired Army Colonels—Yes, Sir! Yes, Ma’am!—in training for next year’s Mille Miglia. In organizing 88 Vintage Rallies over the past 23 years, this is the first time…

Osborne Files: Road to Nowhere

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The Call of the Road
The call of the road was a key part of the American experience for decades. The coming of the ‘popular priced’ car with the Ford Model T gave folks that lived in the country a way to more easily get to the city and those that lived in the city a more convenient way to get…

Roads & Rallies: 2015 SOUTHWEST PASSAGE

1957 Ferrari Testa Rossa Lease

On the 2014 Texas 1000, two rallyists from Santa Fe suggested that Jean and I organize one of our Vintage Rallies in New Mexico, Colorado and Utah. So we did. Our first Southwest Passage was so overbooked that our crew had to stay in a separate hotel when we ran out of rooms.

Osborne Files: The Right Horse for The Course

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Mille Miglia: The Most Extraordinary Cars in the World
It’s easy to think it requires millions of dollars to buy a car to enter the Mille and you’ll certainly see more of those ultra-high worth cars being driven hard in the rally than you ever thought you would. But in reality the range of eligible cars reflects the truth that…

Osborne Files: Mille Miglia ~ A Truly Incomparable Experience

2015 Mille Miglia in Tuscany

There are arguably a score of excellent multi-day vintage rally and tour events held around the world each year, many held in wonderful places with terrific roads and contested by exciting and beautiful cars. However, it can be definitively declared that all the rest exist as a tribute to the greatest historic driving event of them all, the historic Mille Miglia of Italy.