Especially in a major city. Usually I’ll pick a place based on one event/location then figure out the rest once I’m there. Then I typically talk to locals, service workers and general internet to find more interesting things to do. What about all of you?
I wing it. There might be some big ticket things I know I’m going to do, but even those, I know I’m going to do them, but I organise it on the fly when I’m there.