So this was a failed experiment. Maybe I'll come back to this in time with more knowledge and a massively reworked layout, but for now I'll be taking the lessons learned from this map on to greater (and simpler) things. I already have an idea and layout in mind for my next mapping project, so if you're reading this for some reason, stay tuned for that.
Thanks, and have fun.
2Fort, but if it was more complicated