First trip to Mecca was in 2000. My wife (before we were married) and I decided that for our last college spring break we'd do it up right and head to Vegas. With only $500 for 5 days we ended up having a blast.
Two years ago I decided to go again and since then have gone 3 more times. My buddy and I now are getting close to the 2nd annual Jackassery trip. Basically he and I go down for 2 or 3 nights, play as much blackjack, drink as much Jack and Coke and eat as much red meat as we can.