I'd love to something like this! The trick would be finding the right person to do it with.

I once drove from Fairbanks, Alaska to Lansing, Michigan in the middle of December. The trip was about 4500 miles. The real trick was that I did it alone in a 1972 Chevy 2wd pickup that I had just built the engine for, had everything I owned in the back, had no cellphone and no credit cards. Oh, and I did it in under a week too.