The only time I have had issue with WINE is when the renpy is doing something really bizarre and that only happened once. Though I stay with 10.11 because 10.12-14 either mess up key programs I use or cause stuff to break outright.
Yea, I'm having some problems with trying to play Serment - Contract with a Devil even though it's renpy and it doesn't load on wineskin. The demo is fine though. I'm on 10.11.6 too, and it could be a graphics thing, since my imac is kinda old.