Putting aside the romantic vision for a moment, a few years ago when seeking to fulfill the dreams of my adolescence, me and a pal got to drive across from Detroit to Las Vegas for free by responding to an ad in the Detroit Free Press - there are loads of agencies who arrange to get people's cars from A to B by getting other people to drive them. We were given a 440 cu.ins (that's about 7 litre) Dodge SuperBee to take out to a guy in the airforce at no cost to ourselves with the only proviso that we didn't take the long way round and get lost or the FBI would be after us! Try to get some newspapers and look for the agencies, I'm sure they still do it. Good luck.