There appears to be nothing remarkable about Captain Tony's Saloon housed in a yellow, two-storied building at 428 Greene Street in Key West, Florida. But the inside is steeped in history.

Said to be the oldest bar in Key West, what is now Captain Tony's Saloon was the original Sloppy Joe's Bar, where legendary writer Ernest Hemingway spent most of his evenings. It was at Captain Tony's Saloon where well known folk country singer Jimmy Buffett got his start, playing for tips and beers —an experience he later described in the song "Last Mango in Paris." The pub’s other celebrity patrons include Truman Capote, Bob Dylan, Duane Cahill, Tommy Newell, and even John F. Kennedy and Harry Truman, among others.

Photo credit: Sam Howzit/Flickr