I have done a "follow the wind" tour before. I had grand dreams of being 1,000 miles from home but after three weeks, I ended up only around 60 miles from where I started. Sort of a major bummer. The furthest away I got was only about 200 miles to the north and 250 miles to the south and maybe 60-70 miles to the west (never crossed the eastern axis). My criteria was to try to follow the wind as much as reasonably possible but had to occasionally get a side wind due to supplies needed. Overall, the tour was OK but I would not do again unless I was in a totally unknown area for hundreds of miles in each direction so I would not see the same territory I have ridden in several times.