The Caterpillar Club

Hidden below Pitt Street, this is the kind of bar people seek out for its sense of occasion as much as its drinks. The room feels classic and a little clandestine, with live music and a proper late night atmosphere that gives it more character than the average CBD cocktail spot. Drinks are the main draw, with a polished approach that suits both a quick martini and a longer evening. If you want Sydney city nightlife with style, energy, and a touch of old world glamour, this is an easy choice.