Knowing the parents well is very important, yes. The Talmud is abundant with advice. And her personality can closely resemble her brother, maternal uncle or father. I think what I meant to say was where you date. Some communities make a big deal to go far away from observation, to have friends along, etc. what I meant was, just take her somewhere nice, who cares if you are seen out on a date. Bring some kosher lunchband talk what’s important to you.
And oh yes – watch the parents well.