Choosing where to go is a learned skill. When we were little, our dad always showed us a good time. He would take us to places like just outside of restaurants, tell us to look in the window, and say, "See, kids? Those people inside are all having a good time!" Then we would all go home. :/
Okay but seriously, I was curious a while back what other players did with their sims on dates. Hence this poll/thread from a couple of years ago.
https://forums.thesims.com/en_US/discussion/933559/its-date-night-where-do-we-go-first/p1