ST, you're right when you ask, when is enough enough, but I think it also depends on your reason for bringing what you do as well as your reason for tripping. If your sole reason for tripping is to unplug then bringing gadgets probably is counter to that. If your sole reason for tripping is fishing then go ahead and bring the gadgets for that and since you're already bringing a bunch of stuff why not bring a little more. I think most of us fall some where in the middle and have a multitude of reasons for tripping. Gadgets really end up falling into that catagory of extra gear that might or might not be worthwhile.
I'm really pretty gadget less, at the moment the most electronically advanced thing I bring is a walmart headlamp, but I've been looking at spots since I take groups of kids (keep their parents content) and I'm getting into more soloing (keep my wife content) Since I've been looking I've been looking at everything but like you said, how do you know when enough is enough. I'll probably end up with one of the spots by summer but the slippery slope of adding gadgets makes me a little hesitent. Of course it's always fun to get new toys, just not as much fun to carry them, pay for them, or ending up being followed by those technological frustrations we're trying to escape.