In reply to scottaaron:
I'd take a different slant on setting out a walk of that duration.
Decide where you want to walk to on your last day, then get the maps out and see if you can link up an interesting journey to get there. Day 1 can be a long approach walk to somewhere that gives a sense of arrival. This way there can be a build of anticipation, rather than just having a serial day tripper mentality.
Try and avoid just driving your car as close as you can to the first bit of bucket list scenery, and then being a tourist.