My family didn't do many "family trips" when I was growing up, but there were a few. Specifically there were two little road trips to Washington State to visit my grandparents in a little town called Port Townsend. I was 8 years old the first time we traveled there so the "little town" seemed large and exciting. Heather and I went back as adults and now I know with certainty that it is indeed a little town.
Driving 1000 miles in a 1987 Chrysler Voyager minivan with a family of five makes for good family bonding. My brother and sister rotated the back seat for taking naps and I sat listening to a Walkman - that's right, a Walkman! - or sleeping against the window with my head bouncing back and forth on the glass. That trip took forever.