Generally speaking, you shouldn’t split the party. Sure, it might make sense based on the situation the PCs are in, but it’s a nightmare to play it out. What usually ends up happening is that half the people at the table can’t do anything but watch while their companions go left and they go right. It’s extremely difficult to keep the people not in the “active” group focused since PCs not in the scene can’t offer suggestions or actively participate. When I’m the DM, I do everything I can to discourage splitting up.
But an interesting thing happened this weekend during my Sunday night game. We split up and it worked spectacularly. My hat is off to Suddry, that evening’s DM, for taking a usually disastrous situation and making it one of the most memorable nights of D&D we’ve had in a long time. Here’s how it played out and what we learned from it.