20th and Harrison is a nice, low key area for the evening with very good food and drink: Flour and Water, Tartine Manufactory for food, True Laurel, Trick Dog for drinks
sleeper ideas: Martuni’s has a piano karaoke / open mic some nights (all nights?) fun time if people are singing, evening at Cellarmaker house of pizza for detroit style pizza then El Rio for classic SF queer dive bar, Del Popolo up there in terms of best neopolitan pizzas I’ve had