I agree cities are generally no fun for vacationing unless you like to walk around looking at the mostly boring standard tourist sites
No, no, no, you spend a month in a city,
We live in America... we don't get that much vacation time.
Neither do I, but one can dream...

I did have an experience like that, though, twice: once as a student spending the whole summer in Dubrovnik (I could afford it then; now it is a ridiculously expensive place). The other occasion was when I was consulting for SNCF in Paris for almost six months and all the weekends were free. I had marvelous time!
We do have a couple of (relative) seniors here, though, who can engage in such an activity. I keep dreaming of early retirement so I could join them; in the meantime, I am green (

) with envy.
I only hope that our resident Cassandra, Doug, does not turn out to be right again. If he does, we will have other things to worry about in our retirement rather than travel plans...
Cheers!
Bonzi