For a great low-key, dive bar experience in Old San Juan visit La Vergüenza, a rooftop “chinchorro” with a warm and friendly atmosphere. The bar overlooks the Atlantic Ocean and the San Cristóbal fort. Some afternoons you can watch cruise ships and freighters sailing in and out of the old city. On Fridays, a DJ plays Latin music and for special events they’ll bring live bands to get the party started properly. La Vergüenza is a pet friendly establishment, so feel free to bring your pet.