There is a guide on Gamefaqs that makes it one playthrough if you are willing to follow it. It tells you things like after you do this, go sleep until night/day where the weather is raining/clear so you know the other events will be triggered. Otherwise, I could see things easily being missed. I know some people hate playing like that, but it means you will get the entire strange story in one go
As far as it looking bad, I think it was originally supposed to be a PS2 game, so that explains it to some extent.