Topolobampo is non negotiable. Have a res and haven't been there in years. Since it's not cheap, we were thinking of maybe one "of the minute" moderately expensive place and possibly an upscale ethnic that's not to be missed. I'd say we're pretty adventuresome and love trying unique things. We will be staying at the Conrad, which I guess you'd call the south end of the Gold Coast, but we're driving out, so we can get anywhere. We prefer not going terribly far for dinner because we don't like to drive where we're not terribly familiar after a late dinner with wine.
Been to Charlie Trotter's and didn't love it enough to go again. Also, been to Tru and once was enough. Not a big fan of deep dish pizza and Philly is so well represented with outstanding Italian places, I'd rather not do Italian.