So I decided to try Blackrock Caverns.

Wiped twice on the first boss trying to be clever and heal through his chains ability instead of dpsing them down. That was pretty dumb. Other than that I face rolled the place in all Wrath gear, average gs of 5.2k on all toons. Lost a toon on a couple boss fights but no other wipes.

Second boss (caster lady i think) I could aoe tank the two adds and heal through damage, shaman were still able to dps as they healed. So it was a one-button fight.

Third boss (flame armor guy) I could passive heal through aoe and didn't need any heals at all. Trained him into flame, dps, repeat, repeat, dead. Also a one-button fight.

Dog boss I lost the druid to a poorly managed fear, but other than that, just a tank and spank.

Fifth boss I pulled too early by walking in close, lost the mage, but recovered and dropped him.

With drops that were upgrades and some experience I don't think I'll lose anyone on the second attempt.