Dining in Puerto Rico
Pikayo near the Museum of Art. Metropole near the Ritz in Isla Verde for great Cuban/PR food. Pamelas at Numero Uno Guest House is pretty amazing in Ocean Park. In Old San Juan I do breakfast at La Bombanera, dinner at Dragonfly, lunch at Manolin or Cafe Puerto Rico..even Parrot Club has a nice lunch. Drinks at El Convento or Carli's Cafe.
You can get great pork all over the island, but most agree that Guavate, in Cayey is among the best. The New York Times featured this article:
But don't stop there: most beachs have food stands that sell pinchos (grilled skewered chicken, beef or pork, bacalaitos (dryed sald cod fritters), and much more, and roadside roast chicken stands are everywhere. You can typically get chicken and sides for a family of four for around $5. I have never had bad food from one of these places.
If you get to Cabo Rojo, try the fish broth, and if you get to the Camuy Caves, try the resturant they recommend (you'll get a menu at the park). They serve authentic Puerto Rican food.