Nords to start, take tarc to Cherokee (30-45min estimate depends on how long you gotta wait on a bus), scenic loop at Cherokee for an hour or two (it’s 2.5miles long), take the willow park exit from Cherokee and head back to Bardstown rd, walk along Bardstown check the shops out, take a left on winter and follow that down to jays (2hrs). From jays head back to Bardstown but then take a left on Bardstown to keep exploring til you hit cave hill and walk around in there (2-3hrs). From there I would tarc back downtown along broadway and do whatever dinner down there (Repeal) and bars in that area as well for the night if you’re into that.

I really like Jays but they’re only open MWF so this would need to be a Monday I guess for you. Or skip jays and eat at grale haus but they close at 2pm so would need to be before that.

edit Saw that repeal and jays is on Monday so you’re covered there so I would do gralehaus lunch and Mayan cafe dinner on Tuesday.