I've done a number of road trips and they are one of my favorite things to do. I love the adventures and after enough time has passed, even the mishaps take on a glowy, mythic aura. I love all the new people you meet, even the creepy ones.
Have a great trip and try not let all the little things that will go wrong get to you. They're just little things and no matter how cliched this is, it is the journey, not the destination, that matters. And take lots of pictures (and post them here!)
In August I'm taking 2 weeks to drive the California coast, starting in LA and going as far as we go. There's a couple places we'll stop at for sure but mostly we'll just go.