Check out Sloppy Joe’s Daily Entertainment Calendar, click here.

March 2024

Welcome Spring Breakers!

March 17, 2024 – St. Patrick’s Day

March 18, 2024 – National Sloppy Joe Day

Three cheers for the iconic Original Sloppy Joe sandwich that made us & Key West famous!

Mark your calendars for an all day celebration paying tribute to our menu staple known for its ground beef in a sweet rich tomato sauce, with onions, peppers and spices. Join us for a fun day full of live entertainment and surprise giveaways all while appreciating the satisfying taste of this classic comfort food. Get a photo with the giant Sloppy Joe Sandwich, spin the prize wheel for great giveaways and more.

Ready to take on the challenge? Join our Sloppy Joe eating contest at 12:00pm. $100 in prizes awaits the champion who can devour the most Sloppy Joes in under a minute!

Bring your appetite, bring your friends, and celebrate with us on National Sloppy Joe Day.

May 2024

May 2, 2024 Key West Songwriters on stage 5:30pm-9:30pm.

May 3, 2024 Key West Songwriters on stage 5:30pm-9:30pm.

May 5, 2024 Key West Songwriters on stage 12:00pm-4:45pm

May 5, 2024 Sloppy Joe’s celebrates 87 years at the corner of Duval and Greene.

Vintage image of sloppy joe's bar
Photo: Sloppy Joe’s Bar and Cabaret on Duval Street, Key West. The DeWolfe and Wood Collection.

July 2024

Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest July 17-21, 2024

More information and the schedule of events can be found on the Hemingway Look-Alike Contest page.

December 2024

December 1-5, 2023  End of Prohibition Celebration

More information and schedule of events to be announced. Sloppy Joe’s celebrates 91 years since the End of Prohibition.

December 31, 2024 New Year’s Eve – Sloppy Joe’s 31st Annual Dropping of the Conch Shell.

More information to follow.

This year the conch shell will drop for the 30th time at the corner of Duval and Greene Street. The idea and implementation of the conch shell is that of local artist Tobias McGregor.  In 1993, McGregor approached Sloppy Joe’s Management about the New Year’s Eve plan.

“Before the dropping of the conch shell, everyone would just wander around Duval Street, celebrating the New Year when their watches read midnight. The crowd was just not in sync,” said McGregor.

The initial conch Shell was rigged on a frame, the shell was lowered manually, and timed by watch or by looking across the street into a window and watching the count down in Times Square on someone’s TV.  The conch shell redesign was done by Toby in 2005.

Customers inside the bar will be able to view the dropping of the conch shell on Sloppy-Tron.

New year eve drop

Photo by Carol Tedesco