definitely hit the 101 throughtout cali and oregon, it's beautiful. the west coast is where it's at for sight seeing and being around good company. if you want to make killer money head south where they hardly see tramps passing through their towns. if you want to squat for an extended amount of time i'd suggest medford oregon where the pigs hardly fuck with you. don't worry aobut what you need now grab a pack of useful items (headlight, sleepingbag, tarp, one burner stove, etc..) your dog and just hit the road, the rest will just manifest. also taking care of your feet is a must. a fresh pair of socks kicked down can always make a day. good luck