Back in like 06/07 he did a similar tour & came to Miami. He played a tiny venue where locals usually play. They don't even serve alcohol. I couldn't go because it sold out. I hope so bad he comes back this way.
Also, he mentioned that it's an East coast tour & I tweeted him asking when the dates get announced & he said Thursday. So we'll see.
He played Tampa too and it was absolutely surreal. Similar venue to what you're describing, but only about 20 people showed up. O'Brother played too.