I used to talk to a guy in America who did this for fun. He had a normal job and home, but used to take off and hop freight trains and sleep in the rough. He said that the outdoor areas where train-jumpers slept were called 'jungles'. It's never appealed to me at all, but he was a cool yet freaky guy.
It reminds me of a story from an old Eagle comic, in a regular feature that had a kind of 'tales of the unexpected' twist ending. It began with a young, handsome guy in a freight train yard, and a couple of old guys offered him some Mexicali Chili Beans they had pinched from a train. No, he said, he was going to California to become a movie star, and he couldn't eat stuff like that. He boarded a train bound for California.
Some months later, the old guys came across a freight car that had been uncoupled and left in a disused track. They went inside to see what might be there, and found the man. He had put on a huge amount of weight and looked nothing like the fit, handsome man who had wanted to go to California. You see, the freight car had been carrying a load of Mexicali Chili Beans, and that was all he was able to eat in the months he was trapped inside...
The thought of being on the open road, no responsibilities and a loaded camera does have an escapist appeal. A few years ago, I went on a three month road trip for work, and I came back with thousands of photographs of places I never thought I'd see. Deserted beaches in Queensland, sleepy little country towns, two iconic Australia country pubs, and masses and masses of buildings along the south coast of Australia. While I did have to work, the traveling was a wonderful time in my life.