Till you hit water. I'm gonna stop short of saying this is an unintelligent question.....because if you're asking because it's already bored and needs it again, then it IS intelligent.
However, if you're askin because you just want a bigger hole, then.....well......I won't say stupid question, but unintelligent. Lemmie splain.
Bore size ALMOST has ZERO to do with power output comparatively speaking. People who go around talking about "she's bored out" just sound stupid as hell. Don't be them.
I don't know, Dave......what do you think? All things being equal between two engines, does a .030 over motor make 1% more power than a standard one? I don't think so.
At any rate.......like I said, if you're askin cause it needs boring and you wanna know the limit, best thing to do is sonic test it as has been said. If you're trying to add power, stroke it.