Captain Tony’s Saloon, located at 428 Greene Street in the heart of Key West, stands as a legendary establishment with a vibrant history spanning over a century. Originally constructed in 1851 as an ice house and morgue, the building has served various roles, including a wireless telegraph station pivotal during the Spanish-American War, a cigar factory, bordello, and multiple speakeasies such as the Duval Club and The Blind Pig. In 1933, Joe ‘Josie’ Russell transformed it into Sloppy Joe’s Bar, a beloved spot frequented by literary icon Ernest Hemingway until its relocation in 1938. In 1958, Captain Tony Tarracino, a charismatic local captain and later mayor, acquired the saloon, renaming it Captain Tony’s Saloon. This iconic venue became the launching pad for Jimmy Buffett in the 1970s and was immortalized in Buffett’s song “Last Mango in Paris.” Today, Captain Tony’s retains its old-world charm with memorabilia adorning the ceiling, live music every night, and a welcoming atmosphere that attracts both locals and tourists. The saloon features pool tables, a famous hanging tree, and a vibrant crowd enjoying cold beers and lively entertainment. As a quintessential Key West institution, Captain Tony’s Saloon offers a unique blend of rich history, spirited ambiance, and friendly hospitality, making it a must-visit destination for anyone seeking to experience the authentic soul of Key West. Whether celebrating its storied past or enjoying its current offerings, Captain Tony’s invites guests to pull up a barstool and become part of its enduring legacy.
