RE: YOUR LONGEST ROAD TRIP?
From the SF Bay Area to Detroit and back, about 2300 miles each way. I routinely drive to and from Vegas on a long weekend and that is close to 1200 miles round trip.
When I was 10 my parents drove us to Florida and back over a 3 week period during summer. That's roughly 5900 round trip, but I'd swear it was a million miles to get home [:'(]