Just returned from San Juan, spent 3 nights.
The last night we were there I had one of the most memorable dining experiences I've ever had. Went to Marmalade in Old San Juan. The setting was exquisite, very arty and hip. Our server (and she was a sweetie) suggested the 5 course tasting menu, 2 apps, a small serving of their signature White Bean Soup, a main course and a dessert. She really sold the White Bean soup and that sold us on the tasting menu, a great choice.
My apps were a grilled pear with proscuitto and goat cheese which was excellent with a high quality of proscuitto. My second app was a Maine Lobster risotto which was rich and satisfying. The White Bean Soup (something I would have never ordered) was extraordinary, silky smooth and smokey with a hint of pancetta, a must try. My main course was a melt in your mouth Beef Tenderloin with a mushroom cabernet reduction sauce. Alas, the dessert was mearly very good but don't let that stop you from trying Marmalade, and get the soup !
The first night we went to Pikayo. The setting was gorgeous, the service exemplary and the food very good...very good but it did not "wow" me. Had a root vegetable soup. a special, and was hearty and flavorful. The veal piccata had a hint of Asian flavor. For dessert I had a tasting of 2 small souffle's, cheese and chocolate.. Again all very good but I was not knocked out.
The middle night we were just looking for something simple and found it within walking distance of our Hotel (Marriott Resort in Condido) It was an Argentinean Grill called (I believe) Ummo. The bar was lively and they offer dining al fresco. Got a grilled NY Sirloin, cooked to perfection. A good steak at a good price