Events

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

April 2024

Conch Republic Days April 19-April 28, 2024

May 2024

May 2, 2024 Key West Songwriters on stage 5:30pm-9:30pm.
5:30pm Danny Myrick, Jet Harvey, Dylan Altmam
6:30pm Bobby Pinson, Barrett Baber, Jacob Rice
7:30pm Cassiday Daniels, Adam Sanders, Lenny Pey
8:30pm Jimi Bell,Seth Ennis, Jordan Gray

May 3, 2024 Key West Songwriters on stage 5:30pm-9:30pm.
5:30pm Stephen Ray, Rob Ragosta, Grant Gilbert
6:30pm Jaxson Free, Thomas Edwards, Schmitty
7:30pm Preston James, Austin Williams, Michael Warren
8:30pm Jeffrey Steele, Bob DiPiero

May 5, 2024 Key West Songwriters on stage 12:00pm-4:45pm
Noon   Arlis Albritton,Cliff Cody & Friends
1:00pm Mike Stack and D-Lew
2:00pm Garrett Bradford, CJ Field
3:00pm Levasseur, Kurtis John

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.

World Cocktail Day May 13, 2024

Playing for Change May 27, 2024
more information to come.

July 2024

Key Lime Festival July 3-7, 2024

Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest July 17-21, 2024
To discover more about the Hemingway Look-Alike Contest, the Hemingway Look-Alike Society auction, and other complimentary events, please visit keywestlookalikes.com 

Mini lobster season July 24-25

October 2024

Sunday, October 20, 2024
Sloppy Joe’s Monster Bash & Graveyard Groove
Come dressed as your favorite zombie, monster or graveyard character.

Monday, October 21, 2024
Sloppy Joe’s Comic Book Cape-ers Costume Contest “An Official Fantasy Fest Event”
Come dressed as your favorite “Caped” Superhero or Supervillain and party all day and night. Live music on stage all day! More details to come.

Tuesday, October 22, 2024
Show off your Tu-tu at Sloppy Joe’s

Wednesday, October 23, 2024
Sloppy Joe’s Slumber Party Costume Contest “An Official Fantasy Fest Event”
Roll out of bed and head on over to Sloppy Joe’s Slumber Party. Be creative. Be goofy. But be dressed in a costume…will it be… a onesie, flannel jammies, boxers or your favorite lingerie. Live music on stage all day! More details to come.

Thursday, October 24, 2024
Sloppy Joe’s 45th Annual Toga Party “An Official Fantasy Fest Event”
Sloppy Joe’s Toga Party is “An ORIGINAL Fantasy Fest Event.” Get your toga ON and find out why we are “Still The Best Toga Party in Town!” Live music on stage all day! More details to come.

Friday, October 25, 2024
Celebrate Fantasy Week with us.  Live Music 10am-2:00am.

Saturday, October 26, 2024
Watch the Fantasy Fest Parade at Sloppy Joe’s.  The parade will be shown on our Sloppy Tron screen.

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