I hope you have riding buddies that will keep you safe. Stuff like the oncoming cars that don't see you turning left and drive right over you. and the occasional angry motorist that tries to run you off the road. There is nothing more enjoyable than a nice windy road in the country. There is nothing like it.
I just looked at his site, although I haven't visited for many years. When I was in the market, I was a faithful subscriber. And i see that his two famous articles are posted. They are helpful reading for anyone. They are "The Power of Compounding" and "Rich Man, Poor Man," I believe. I didn't find anything about his adventures on the open road!
A bicycle was the best I could do. Used to take 60-mile jaunts. But I do hear from a lot of guys and gals who share your interest. Richard Russell was a big devotee. Look him up on the Web: A brilliant stock market analyst who still puts out "Dow Theory Letters." But I doubt that his site will mention bikes!
Nice to know you. I see you are on a bike. My wife's nephew just bought a Triumph and then traded it in for a Harley! Adventurous people, you-all. I travel a lot--but only at the keyboard and in my imagination!