Sloppy Joe's | Trivia
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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
(305) 294-5717 • Open Daily 9am – 4am (Noon on Sunday)