I'm from the school of "boots are overkill for most hiking" and prefer minimal shoes like the Merrell "barefoot" series. Really the only time I wear boots anymore is in the winter when snow/cold require it. There is something to be said for being able to feel what you're about to put your weight on and having free ankle movement--prevents all manner of stumbles. That said, if you're not used to being barefoot or wearing non-supportive shoes, you do need to be careful to transition gradually to avoid injuries.