After a bit more research, I decided a good set of F/R panniers and a handlebar bag is the way to go. I have an eVent bag and can just strap that and my tent/pad and a few other things to the rear rack. I won't be able to roll up my backpacking backpack, but I can with my day pack. I've also decided to just use the lights I have, but not plan on riding at night unless I have to. I've been reading the Sierra Club book on bike touring, which has been a great reference. Now I just need to make a preliminary route. Thanks for all the help so far.

Also: Would there be any difference going south to north between the coastal trail and the cascades trail. I know there is typically a headwind going north, but would it be better to go the cascades route?