Digital tuning makes finding a station very much easier, although I enjoy finding a station on the old analog radios too because it is a real process, not unlike taking photos with a film rangefinder. For a real retro blast check out some of the old military AM communications receivers. The Collins 390a weighed about 85 pounds. I saw a guy buy one of these at a radio fest. He was struggling to carry it back to his vehicle. I asked if he wanted help but he declined. I guess he thought it was his initiation for buying the old boat anchor!
As far as pirate stations go, you never know what you might hear, or where, or when. You should find a copy of "world listeners guide" for broadcast frquencies and schedules.
My avatar is an unintentional triple exposure I made with a Konica I camera of a Harley parked on the street near our last house. Pitxu called it "Picasso's Harley". 😎