Sloppy Joe's | Events
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March 2020

Welcome Spring Breakers!

May 2020

May 5, 2020 Sloppy Joe’s celebrates 83 years at the corner of Duval and Greene. 

May 7-8, 2020 5:30pm-9:30pm Songwriters from Key West Songwriters Festival on stage.

July 2020

Sloppy Joe’s 40th Annual Hemingway® Look-Alike Contest July 23-26, 2020


5:30 p.m.- -Meet the “Papas.” Get to know the contestants and previous winners of Sloppy Joe’s Hemingway® Look-Alike Contest.  AT SLOPPY JOE’S.


5:00 p.m. – Thursday night contestants need to check in at registration table.

6:00 p.m. – Hemingway Look-Alike Society scholarship presentations. The society is to announce the winners of its annual scholarships for Florida Keys students. On stage at Sloppy Joe’s Bar. 

6:30 p.m. – Sloppy Joe’s 40th Annual Hemingway® Look-Alike Contest – Preliminary Round One on stage at Sloppy Joe’s Bar.


5:00 p.m. – Friday night contestants need to check in at registration table.

6:30 p.m. – Sloppy Joe’s 40th Annual Hemingway® Look-Alike Contest – Preliminary Round Two on stage at Sloppy Joe’s Bar.


Noon – Photos with “Papas.” Hemingway® Look-Alikes provide a photo opportunity for fans. Greene Street outside Sloppy Joe’s. 

 1:00 p.m. – Running of the Bulls. This wacky event is sponsored by Sloppy Joe’s Bar and features past Hemingway® Look-Alike Contest winners dressed in their Pamplona best — and a breed of “bull” found only in Key West.  The fun takes place on Greene street outside Sloppy Joe’s. 

HLAS will sell red berets and red bandanas (limited quantities) beginning at 12 Noon on Saturdays.  Those wishing to wear tradition white clothing with red sash need to be prepared and bring their own clothing (these items not sold).

 6:30 p.m. – Sloppy Joe’s 40th Annual Hemingway® Look-Alike Contest – FINALS to name Papa 2020.


10:00am – Bloody Mary’s with Papa

Sloppy Joe’s Arm Wrestling Championship.  Prizes await winners in multiple weight categories. Sloppy Joe’s. $5 entry fee; free to watch.  Registration at 10:00am contest at 11:00am  (must register same day before 10:45am).  

October 2020

October 18, 2020 Sloppy Joe’s Zombie Dance Party

Details to be announced.

October 19, 2020  Sloppy Joe’s Comic Book Cape-ers Party

An Official Fantasy Fest event.  

Details to be announced.

October 22, 2020  Sloppy Joe’s Annual Toga Party

An Original Fantasy Fest event.

Details to be announced.

October 24, 2020  Fantasy Fest Parade

“Roaring 2020’s. Future Fictions”

December 31, 2020

NEW YEAR’S EVE — Sloppy Joe’s 28th Dropping of the Conch Shell

Sloppy Joe’s will host its 28th Dropping of the Conch Shell. Any thing goes New Year’s Eve in Key West on Duval Street. You’ll find people all decked out for the midnight celebration, and folks still in their bathing suits and flip flops when the Conch Shell drops from the roof of Sloppy Joe’s Bar.

The idea and implementation of the New Year’s Eve Dropping 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 countdown in Times Square on someone’s TV. McGregor said, “the Queen Conch has come a long way since the early years, and the crowd at the corner of Duval and Greene expects more each year.”

Outside the crowd starts to gather on Duval Street around 10:00pm as Sloppy Joe’s rooftop co-host Sanaris and Mark entertain the crowd.  Everyone will be dancing and catching beads as they wait for the countdown clock to begin. At the stroke of  midnight the Conch Shell will drop, confetti, streamers and lights will fill the sky.

No reservations taken. No tickets sold.

Be a part of Sloppy Joe’s New Year’s Eve

Do you have a New Year’s wish? Do you want to spread good will or share a positive message for 2021? Or do you need to leave something sad or negative behind and let it be blown away to be forgotten?

Send us your wish and it will be added to our confetti cannon and blasted into the street at the corner of Duval and Greene in Key West when the clock strikes midnight to ring in 2021.

Every year visitors from around the world share New Year’s Eve with us, some in spirit and some via our live streaming web cam.

We hope you’ll be a part of our New Year’s Eve celebration too!

Email your wish to [email protected]

Keep your wish to 140 characters or less, including your name and hometown.

Photo: Carol Tedesco 

(305) 294-5717 • Open Daily 9am – 4am (Noon on Sunday)