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Fun Things To Know…

–        Sloppy Joe’s is listed on the National Register of Historic Places

–        The Sloppy Rita was named “Best Margarita” in Florida by reader of Florida Monthly Magazine.

–        Two Cuban National Record fish hang in the bar – one is a Marlin which is 569 lbs. caught by author Phil Caputo, and the second is a Dolphin which is 67.5 lbs. caught by the Sloppy Joe’s Fishing Team in 1998.

–        A second huge Marlin hangs on the picture wall.

–        The picture wall inside Sloppy Joe’s features photos of Hemingway throughout his life.

–        The winners of Sloppy Joe’s Hemingway Look-Alike Contests fill another picture wall at the Satellite Bar.

–        The airplane propeller, which hangs over the Main Bar, was from one of the first PAN AM flights between Key West and Havana.

–        March 15, 2008 Kenny Chesney performed at Sloppy Joe’s for four (4) hours and twenty (20) minutes.

–        Chesney followed up with another unannounced show March 14, 2009 taking the stage for 2 hours and 30 minutes.

–        Billy Currington and his band performed a 90 minute show at Sloppy Joe’s December 5, 2009.


Q.: Sloppy Joe’s, originally named the “Blind Pig,” opened in what year?

A.: 1933

Q.: How long has Sloppy Joe’s been located at Duval and Greene Streets?

A.: Since 1937.

Q.: Who suggested to Josie Russell (original owner) that he rename his shabby bar Sloppy Joe’s?

A.: Ernest Hemingway

Q.: What was the name of the 300-pound hearty black bartender at Sloppy Joe’s in the ’30s?

A.: “Big” Skinner

Q.: What era was ending when Sloppy Joe’s opened?

A.: Prohibition

Q.: Inside Sloppy Joe’s bar hangs a Cuban record Marlin caught by journalist and author Phil Caputo. How much does it weigh?

A.: 569 pounds.

Q.: Ernest Hemingway was born July 21, 1899.  Each year around the authors birthday Sloppy Joe’s hold what event?

A.: The Annual Hemingway Look-Alike contest.

Q.: True or False.  Sloppy Joe’s has a menu with quality, reasonably priced food.

A.: True.

Q.: True or False.  Sloppy Joe’s has live entertainment.

A.: True. Live entertainment 365 days a year, from Noon to 2:00am each day.

Q.: What event does Sloppy Joe’s hold each October during Fantasy Fest?

A.: Sloppy Joe’s Annual Toga Party

Q.: What event does Sloppy Joe’s host each New Year’s Eve?

A.: Sloppy Joe’s Annual Dropping of the Conch Shell

Phone: (305) 294-5717
Bar: Monday-Saturday 9:00am-2:00am; and Sunday 12:00pm-2:00am
Food: Monday-Saturday 10:00am-10:00pm; and Sunday 12:00pm-10:00pm
Retail Store: Monday-Thursday 9:00am-12:00am; Friday & Saturday 9:00am-1:00am; and Sunday 10:00am-12:00am