Travel with my friends, and not have to worry about money

i live in a town where a bunch of homeless people live. now, one day i actually mustard up the confidence to talk to one of them and they told me that they’re just traveling on through. i started thinking about the book ‘Into The Wild” and how chris did the same thing. Woould’nt it be cool to do that and not have to worry about money problems…. that’s really why i want to do this and i will!