Riverwalk Boat Tours operates a themed booze cruise every day of the week. You and your date can decide whether you’d prefer margaritas, hurricanes, or Bloody Marys while cruising up and down the Milwaukee River.
Go retro at At Random
At Random is only open randomly, so it’s worth calling ahead to make sure they’re serving up their retro cocktails. From crushed ice and paper umbrella tiki drinks to the best boozey ice cream shakes ever, this bar is dark, cozy, and totally unique.