Drink | $$$$$
Clandestine tiki bar accessed via an alleyway, with numerous rum-centric cocktails and large-format options, plus food.
Chicago's most transportive tiki bar is hidden down an alley and a flight of stairs lined with glowing skulls. Decked out like Pirates of the Caribbean, this is the most fun drinking destination downtown, with lots of rum-based options served in illustrious mugs.