How do you plan “adventures”?

r/

This might be a stupid question, but I grew up very insular and indoors-y.

My son is 2.5 now and I want to start taking him for camping trips and fun holidays exploring the great wide world etc. I never really did this when I was young, I was always very bookish and didn’t spend a great deal of time outdoors so I’m not really sure where to begin.

Is there anyone on here that grew up as an indoor kid that branched out into becoming a capable outdoorsman?