Sneakin' towards the finish line

All the indoor stuff is done and I'm thinking I need to do a road tour in spring ( late April, May) to see this great country of ours. After all, it's a car and they're meant to be driven, at least mine are. So I'm thinking about going up through Nor Cal and across the top of the US, down the eastern seaboard and back across the southwest to back home or something like that. What I'd like to hear from all of you is where to stay, sights to see and if you want to tag along so much the better. This is going to be the planning stage; it's probably the once in a lifetime type of deal. As always your input is appreciated.