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Sloppy Joe's Bar

4.5$$· Moderate

Historic Duval Street bar with live music, cold drinks, and Hemingway ties.

Open since 1933 in the heart of Key West on Duval Street, Sloppy Joe's Bar is a legendary island venue famous for its lively atmosphere and deep connection to Ernest Hemingway. Visitors can enjoy daily live music, dancing, and classic bar food alongside signature cocktails like Hemingway Mojitos. A separate tap room also offers a relaxed space for watching sports and enjoying drinks.

History

Sloppy Joe's was opened by Joseph Russell in 1933 and quickly became a popular hangout for writers and artists, including Ernest Hemingway. The bar was named after a similar establishment in Havana, Cuba.

Quick tip: Sloppy Joe's does not accept reservations and peaks on weekend evenings, so visit earlier in the day for a more relaxed experience and easier seating.

Expert notes

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