Eliminate the Nance by default. Nathan Lane is giving a Nathan Lane performance. And the play is mediocre at best.
Vanya is easily my favorite new play of the season and the cast is phenomenal. Any "theatre person" would likely love it.
For your second option, I personally would pick The Assembled Parties. The play is decent but the cast is incredible.
Kinky Boots will be around for much longer than the two plays if they have another chance to come back into the city and is a really overblown glitter fest; it's only slightly less irritating and manufactured looking than Priscilla. Billy Porter is good (not great) and the rest of the cast ranges from passable (Stark Sands) to terrible. The score is tuneful and the show is fun if you're not in the mood for something serious, but I think the other two plays are a much better option.
Scratch and claw for every day you're worth!
Make them drag you screaming from life, keep dreaming
You'll live forever here on earth.