It’s a great idea, and if you’re one of the people here making SV tech salaries, you could make that happen tomorrow. You’re talking about $5000-10000 of direct philanthropy to run/promote the contest and buy those passes for the winner. Media coverage would come easy and you could get it to snowball through other contributors after driving it through the first time.
(Not being flippant. Sometimes people just need help seeing what they can actually make happen without too much trouble.)