Probably not very simple. You could do a search patter, say short the 20th speaker and use the ohm meter to both direction. You would know which segment the fault is, then another. But which costs less, the meter mentioned above or this search pattern
Sorry, let me be more specific...
The speakers are all 8ohm and are INDIVIDUALLY wired around the yard using about 30 channels of amplification. They each, pretty much, have their own dedicated wire run, so I know exactly which cable is bad, and I know where it is bad within about 30 feet or so. But, I would like to narrow it down further if it can prevent me from digging up a bunch of professional landscaping.
Reality is that I'm not sure I can avoid doing this, so I may just do it, but I am still likely to pick one of the testers up just in case this happens again.
I may also try to see if my forthcoming CAT-5 tester might be capable of doing this, but I'm betting it won't.