Captain Tony's Saloon

Discover the Rich History of Key West’s Iconic Dive Bar, Captain Tony’s Saloon

Captain Tony's Saloon is an iconic Key West dive bar steeped in history and frequented by legends such as Ernest Hemingway, Truman Capote, Tennessee Williams, Shel Silverstein, and Jimmy Buffett. Originally built in 1851 as an icehouse and morgue at 428 Greene Street, the establishment has evolved through colorful eras—from a vital telegraph station during the 1898 Spanish-American War to vibrant speakeasies and lively bordellos. In 1958, the bar was transformed by the larger-than-life Captain Tony Tarracino, whose legacy endures in every quirky detail.

Today, Captain Tony's Saloon remains a living piece of Key West history. The venue boasts unique decor, including a famed hanging tree, walls adorned with countless business cards, and a permanent exhibition of decorative bras that capture the bar’s offbeat charm. The saloon offers pool tables and live entertainment every afternoon along with a live band every night, ensuring a dynamic atmosphere for both locals and visitors.

A must-visit destination, the bar not only celebrates its storied past but also its ongoing role in the cultural tapestry of Key West. Annual events, including the commemorative Aug. 10 Captain Tony Day, highlight the bar's enduring spirit and the impact of its charismatic namesake. Whether seeking a taste of history, a memorable night out, or a connection to Key West’s legendary past, Captain Tony's Saloon delivers an experience as timeless as the island itself.