Successful travelling for me includes; a goal-a reason for the trip, a minimum of activities and confidence I can get there on my own.
I do highway travel without my husband because he doesn't like podunk roads, interstate road trips make me nutso.
A goal or reason for the trip means that my destination is tied into an interest. One year I went to see Laura Ingalls Wilder's adult home, Rocky Ridge in Missouri. I took the little highways to get there and stayed the night in Branson, MO. In Branson, I made it a goal to eat in an old restaurant and take a train trip the next morning.
Without goals, I tend to stick in the hotel room, or lollygag while driving. Or I might not ever go on the darn trip at all! Keeping goals down to a minimum keeps the schedule open for mistakes, problems or delays. To me, whole itineraries are too binding and frustrating.
I'm more confident on highways and love to look at scenery. I don't have to drive so fast and worry about traffic.
My autistic son likes to travel too, he likes hotel rooms and indoor pools. So, we stick to a goal of getting particular hotel stays during the trip. That's his "goal" and thing he looks forward to while sitting in the car, rather than wondering when we'll get to grandma's house (it's a 3 day drive). We also take familiar food with us and eat in familiar chain-restaurants when possible.
One time I drove 12 hours straight and stopped in the first hotel I saw, it was a drive to the nearest restaurant. Neither one of us wanted to get back in the car so I fixed oatmeal for dinner. No meltdowns, no trouble, easy to make in the hotel room. (I had leftovers from the last night in my cooler)