Upscale Italian place. Pros: I want Italian. Cons: Yelp says it's overpriced for the quality of the food you get (and it's kind of out of my price range at ~$30 an entree).
Upscale Mexican place. Pros: I've been there before and it's kickass, and I'd feel pretty comfy there on my own. Cons: I've been there before and drinks are really expensive.
Tapas bar. Pros: I've been there before and the food was good (but better the first time I went as opposed to the second time). Also it doesn't feel weird to be there by yourself. Cons: Worried about not being wowed.
Of course, I could just go and sit at the bars of each of these places and have an appetizer at each. What do you think?