I toured around for 6 weeks in a van, all down the West Coast, visiting national parks, hiking, sleeping on the beaches, and reading a lot. It was a great time, and required very little equipment, and monetary investment (my buddy had a van already.) And what we did was glorified camping, though the day-to-day I don't see how it'd be much different than a fully custom luxury van.
People should start with a long month-long road trip like this to really get a feel, to understand how you'll provision food, where you'll eat, etc.
I love me a good long road trip, but I'd never move into one as a substitute for a home.