I don't plan my roadtrips. I have always just picked a direction and a goal (normally get to the in-laws in 3 days), and then when I got bored I looked for something to do. When the fuel tank got low I stopped at the next gas - which wasn't very far.
Now that I have an EV it isn't that easy because even though chargers are all over, they are not on the main routes and not advertised. Thus I need a navigator to find them - if this is a solo road trip (which now that I'm married I no longer take) I'd have to pull off the road because you cannot find chargers without a phone (and cell signals which are not common in the places I drive, though I guess I can drive to the next town where there is both a signal and the next likely place to find a charger anyway)