Cheers, I've shared your suggestion and he said thanks. Is it this place?
http://www.rudysbarnyc.com
As to why not do touristy stuff, I think because it's not once in a lifetime- he's been once before and is pretty much just there for the marathon and a little local flavour. He's like me (and I know this sounds clichéd) we'd rather be travellers than tourists.
Some of my best nights have been turning up in a strange town or country and walking the backstreets until I stumble on somewhere with no sign outside but music, laughter and conversation streaming out the door. It doesn't happen very often but when it does getting some small taste of a place in that sense is worth a million trips where you only see what everyone else with a tourist guide gets to see.