I'm planning a weekend trip to philly soon. When GF and I do a long weekend, I pack a list of casual and semi-casual spots in different parts of town, wine bars, out of the way places, tourist eats (several best cheesesteak lists.... etc), but we also have one reserved dinner.
Being from SF, we're a little jaded, but generally like food that is modern, surprising, with new and unusual tastes. Restaurants that are straight-ahead of a given style (even the best of that style) is not what we're looking for this time.
Price is no object, we like wine (BYOB fine). we like apps & small plates, we really will eat anything, and assume we can transport ourselves anywhere.
Here's my short list at the moment: