Sloppy Joe's Bar

4.5$$· ModerateOpen now · until 4:00 AM

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

Sloppy Joe's Bar
Website Directions 305-294-5717

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

  • Arrive early to secure a good spot, especially on weekends.
  • Try the signature drinks and food items on the menu.
  • Check the schedule for live music performances.
  • Ask the staff for recommendations on the best drinks.
  • Don't forget to take photos with the unique memorabilia around the bar.

Features

  • Food Menu
  • Full Bar
  • Gift Shop
  • Happy Hour Specials
  • Historic Atmosphere
  • Live Music
  • Outdoor Seating
  • Signature Cocktails

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