Farmers have been able to do this easily for the last decade or so, using GPS "precision agriculture" equipment (some versions weren't much smarter than an arduino). in fact, many
corn mazes are laid out this way.
Granted, they have the advantage of a tractor, and their controller isn't also piloting an A/C in the wind, but I'd like to see how well they could do.
For the competitive portion (no sense watching them both do the exact same thing and the outcome being by luck), maybe assign one a copter and the other a plane?
Dunno, but light up the sky!!!!!