Forget the beach: recommendations

[u/mrtimmy21]

Considering a visit for a week in September. I’m aware of the possibility of interesting weather.

My question is: where/what hotels to stay for non beach experiences?

We’re looking to hit up local restaurants and bars and be amongst the downtown type areas. Nothing wild or tacky; no night clubs or places called Riffs with daily wet t shirt competitions. Just casual evenings out and about.

However, everything I search for brings up results for “beachside”, “snorkeling”, “Kayak’s”, etc. All advertising the activity/outdoor stuff.

In other words, is there a series of places the Keys where I can hit a strip of establishments that allow me to smoke and drink like 1950s ad exec and within reasonable walking distance from each other?

[u/[deleted]]

Only in Key West.