We have several cool/crazy annual events, hope you will like it!
Tower Tour, short as TT. You have chance to climb up Rush Rhees Lib Tower on Halloween. Yes, monsters are on your way up!
March mustache madness, short as MMM. You show up on March 1st with a "free standing mustache".
River Run, short as RR. You run 2.x miles(it was 2.1 at 2005, but 2.6 at 2008) before enjoy Dept. Picnic in September.