Best thing to do is start going out to your local area and talking to buskers about it.

I met a guy who claimed he traveled somewhere, and then busked until the had enough for a ticket somewhere else, but it wasn't a lifestyle that attracted me.

This is generally in very bad taste.You are trying to finance your leisure tour by jumping into the local's economy to grab some goodwill money.

This at least sounds more ethical than the already saturated market of billionaire backed music tours. A lot of places need a permit of some sort though. It doesn't seem like a reliable source of income either, especially when already famous performers have tried and people just looked away as they passed yet people would pay insane ticket prices to see them on stage.