Tucked between two buildings on action-packed Duval Street, this 72-square-foot bar is about “the size of a jail cell,” quips its Midwestern-expat manager, Josh—but the vibe is decidedly upbeat and tropical. Walls are painted with palm trees and waves, and there’s a bin packed with hollowed-out coconuts and pineapples, which the bartender fills with beach-ready concoctions on demand.

If strawberry daiquiris ($7) aren’t your drink of choice, the Smallest Bar also stocks bottles of beer in coolers of ice ($4 and up).

A colorful collection of hula hoops is stacked along the walls, and impromptu wiggle parties on the sidewalks outside are encouraged—right up until the 4 a.m. closing time.are encouraged—right up until the 4 a.m. closing time.