Originally Posted by AZBuck
Start with maps. Not GPS, not software, not Google, but real honest-to-god paper maps that show you your entire route, that you can mark up (and erase), that you can stick pins in, and that show something about the land you'll be driving through. Those are your essential tool in any RoadTrip planning process. Start by marking all the places you know you want to visit. Then connect the dots. Then look for more places of interest and scenic routes along the lines connecting the dots. Repeat until you've got as many sites and roads as you think you want.