Three years ago I ran support for two friends who ran two old Fords in the great race, a very simular route to the one proposed by the Cannonball group was used, It was a kick. Both cars finished and on time, but not without some traumas.
Almost 20 years ago I rode from California to Florida and back on a Norton MKIII Interstate with no real issues, I also compleated two Saddle Sore 1000's on the same machine, but I can't imagine 3000 miles on one of those old bikes. I have a friend with a Harley JD that I have ridden on a old bike rally for about 60 miles, a 300 mile day on one of those old bikes will be a long day.
Ken G.