Tipsy Rooster Liquor Store and Bar

Discover the Ultimate Key West Liquor Store and Bar Experience

Tipsy Rooster Liquor Store and Bar is the one stop, sip and shop destination in Old Town Key West, offering a dual experience of a fully stocked liquor store and an energetic bar. The establishment features an extensive selection of local spirits—perfect for stocking up before a sunset or a spontaneous rum run—and serves specialty cocktails crafted with house-infused liquors for a true island taste.

Live music enhances every visit, with local Key West musicians performing nightly from 8:00 pm to 11:00 pm and additional sets on Friday and Saturday from 1pm to 4pm. Private parties can be tailored with customized drink menus, music, and ambience to suit any celebration.

Located on the corner of South and Simonton Street, just two blocks from the Southernmost Point, this hotspot offers convenience with PARKING AVAILABLE. Operating hours are Sunday–Thursday: 10:00 a.m. – 1:00 a.m. and Friday–Saturday: 10:00 a.m. – 2:00 a.m.. Exclusive merchandise includes men’s and women’s t-shirts—available in multiple colors and sizes for $25.99—as well as hats featuring the “Stay Tipsy” design.