One memorable one was a family Christmas trip with the future in-laws coming home to VA from Minnesota. Stopped on the west side of Illinois and I was going to drive for a little while. Wake us when we get to Indiana they say. Huntington,WV is just as good right? That was the first application of my patented night driving routine. 1 large coffe, two vivarin, two Jolt colas in the floorboard when the coffe runs out. Nowadays we have Red Bull Wheeee!
Most of my longer trips are multi-driver, but pretty rigorous. We brake for nobody. Wanna take a piss, you better do it while someone else is pumping gas or you will do without.
Short weekends can be fun, I often drive 180 miles to where my race car resided, wake up the next morning, drive the same or more to a race track, race, tow the same distance back, arriving at 2am, wake up the next morning, clean and fix the car, drive the 180 miles back to be at work Monday.
I am also proud of my personal best from Norfolk, Va to Jax, Fl. 7 hours, 45 minutes. Do not try this at home. Would be a lot faster if it weren't for having to avoid cops in Emporia every time you get within 30 miles of the town.