Has anyone ever done a pure wind tour?
Where you get up in the morning, lick your index finger, and head with the wind. If the wind changes, you change. Never knowing where you'll end up that night - let alone at the end of the week.
Check the weather service, or more accurately the wet finger in the air gauge. South west today, or at least this morning, check your maps, hmmmm what is SW of me for today? This or that set of roads is generally going in that direction, wonder what the wind will bring me, off I go. I think stealth camping would be a must.
How about a gravity tour? Always take the road that is down hill. Oh wait, you would always just end up at the first creek, or the center of the earth, OK bad idea.
You mean like the Grand Canyon? Ely gives you at least 600 miles to the Pacific Ocean - and the wind usually doesn't come from the east that often (except last year when I was crossing Nevada) - but there are rivers and mountain ranges that would have to be considered. So, maybe, you'd have 45-degree tailwind and tack along your merry way. That might actually be better. As anyone who has toured on a hot sunny day knows - a light tailwind can be a mixed blessing, indeed!