I'd save this achievement for once you've gone through and done all the game specific achievements, mainly for the fact that a lot of those achievements also unlock arcade games.
There are SEVEN total arcade titles:
Alien Syndrome
Altered Beast
Congo Bongo
Fantasy Zone
Shinobi
Space Harrier
Zaxxon
Once you've unlocked all of these, the quickest way to get this achievement is to just start one of the arcade games and exit and move on to the next arcade game. You don't actually need to sit and play each one.