123 Ann Street

Address: 123 Ann Street, Key West

If you’re on foot, turn left to take a brief detour down Ann Street. On the right-hand side, you’ll see a small white and blue bungalow with a sign that reads “Captain’s Corner Dive Shop”.

Jimmy’s earliest residence on Key West was located here at 123 Ann Street, now the site of Captain’s Corner. The home was owned by Thomas McGuane, who had moved to Key West in 1970 with his first wife, Becky. Before Jimmy moved into his apartment on Waddell Avenue, he stayed here as a guest of the McGuanes.

McGuane and Buffett would go on to have a lasting friendship. It was Jimmy who gave Thomas the nickname “Captain Berserko”. As McGuane would later recount: Buffett was working very hard, and so was I. But on the weekends, Friday and Saturday nights, we really did kind of go nuts. My memory of the ’70s is that was what everybody was doing on the weekends.”

Following the popularity of his 1973 novel Ninety-two in the Shade, McGuane headed to Hollywood to break into the screenwriting business, and he dragged Jimmy along for the ride. His first film was 1975’s Rancho Deluxe, starring Jeff Bridges and Sam Waterston. Jimmy wrote the soundtrack for the movie; he and McGuane perform an alternate version of “Livingston Saturday Night” in a scene set in a Montana dive bar.

In 1977, after his divorce from Becky and a short marriage to actress Margaret Kidder, Thomas McGuane found the love of his life in Jimmy’s younger sister, Laurie. The two have been married ever since.

Head back over to Greene Street and take a left to continue on toward Shrimpboat Sound.

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Songs to Play

• The Great Filling Station Holdup
• In the Shelter

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