Key West Events

Sun Mon Tue Wed Thu Fri Sat
1
“The Key Lime Festival”
“The Key Lime Festival” @ Key West
Jul 1 – Jul 4 all-day
A wacky talent show, pie-eating and cooking contests and other tasty temptations await Key West visitors during the fourth annual Key Lime Festival. A Key Lime martini Sip and Stroll, Key lime rum sampling and …

“The Key Lime Festival”Read More »

Pete Jarvis & Bill Blue 12:00 pm
Pete Jarvis & Bill Blue
Jul 1 @ 12:00 pm – 4:45 pm
Note from Pete Jarvis: My first visit to Key West was thirty years ago, and Sloppy Joe’s, of course, was my bar of choice. The house band was Bill Blue and the Nervous guys….a great …

Pete Jarvis & Bill BlueRead More »

Joel Rush 5:30 pm
Joel Rush
Jul 1 @ 5:30 pm – 10:15 pm
 
Philo 10:00 pm
Philo
Jul 1 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
2
Ross Brown 12:00 pm
Ross Brown
Jul 2 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Jul 2 @ 5:30 pm – 9:30 pm
 
Philo 10:00 pm
Philo
Jul 2 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
3
Barry Cuda 12:00 pm
Barry Cuda
Jul 3 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Pete & Friends 5:30 pm
Pete & Friends
Jul 3 @ 5:30 pm – 9:30 pm
 
Philo 10:00 pm
Philo
Jul 3 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
4
Brian Roberts 12:00 pm
Brian Roberts
Jul 4 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Shastina Chiles 5:30 pm
Shastina Chiles
Jul 4 @ 5:30 pm – 9:30 pm
More on Shastina.
Philo 10:00 pm
Philo
Jul 4 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
5
Brian Roberts 12:00 pm
Brian Roberts
Jul 5 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Marjory Lee 5:30 pm
Marjory Lee
Jul 5 @ 5:30 pm – 9:30 pm
 
Kingpin 10:00 pm
Kingpin
Jul 5 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
6
Christopher Peterson’s EYECONS
Christopher Peterson’s EYECONS @ La te da
Jul 6 – Jul 29 all-day
A master of impersonations, both visually and vocally, with impeccable comic timing. The show is all LIVE, no lip-sync. Thrill to his parodies of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, …

Christopher Peterson’s EYECONSRead More »

Jeff Clark 12:00 pm
Jeff Clark
Jul 6 @ 12:00 pm – 4:45 pm
 
Pete & Wayne 5:30 pm
Pete & Wayne
Jul 6 @ 5:30 pm – 9:30 pm
The Pete & Wayne Adult Comedy Show.
Kingpin 10:00 pm
Kingpin
Jul 6 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
7
Tim Hollohan 12:00 pm
Tim Hollohan
Jul 7 @ 12:00 pm – 4:45 pm
 
Pete & Wayne 5:30 pm
Pete & Wayne
Jul 7 @ 5:30 pm – 9:30 pm
The Pete & Wayne Adult Comedy Show.
Kingpin 10:00 pm
Kingpin
Jul 7 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
8
Del Brown Permit Tournament
Del Brown Permit Tournament
Jul 8 – Jul 11 all-day
Anglers fly-fish on the flats in a challenge that honors the late angling pioneer Del Brown, who caught and released more than 500 permit off the Keys. Professionals and guides are allowed to compete as …

Del Brown Permit TournamentRead More »

For Pete’s Sake 12:00 pm
For Pete’s Sake
Jul 8 @ 12:00 pm – 4:45 pm
 
Jeff Clark 5 Minus 2 5:30 pm
Jeff Clark 5 Minus 2
Jul 8 @ 5:30 pm – 9:30 pm
 
Kingpin 10:00 pm
Kingpin
Jul 8 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
9
Ross Brown 12:00 pm
Ross Brown
Jul 9 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Jul 9 @ 5:30 pm – 9:30 pm
 
Kingpin 10:00 pm
Kingpin
Jul 9 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
10
Barry Cuda 12:00 pm
Barry Cuda
Jul 10 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Pete & Friends 5:30 pm
Pete & Friends
Jul 10 @ 5:30 pm – 9:30 pm
 
Kingpin 10:00 pm
Kingpin
Jul 10 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
11
Brian Roberts 12:00 pm
Brian Roberts
Jul 11 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Shastina Chiles 5:30 pm
Shastina Chiles
Jul 11 @ 5:30 pm – 9:30 pm
More on Shastina.
Kingpin 10:00 pm
Kingpin
Jul 11 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
12
Brian Roberts 12:00 pm
Brian Roberts
Jul 12 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Marjory Lee 5:30 pm
Marjory Lee
Jul 12 @ 5:30 pm – 9:30 pm
 
IDT Band 10:00 pm
IDT Band
Jul 12 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
13
Mel Fisher Days
Mel Fisher Days
Jul 13 – Jul 15 all-day
Come commemorate the anniversary of Mel Fisher’s famous 16-year search for the Spanish galleon Atocha and the discovery of the Atocha Mother Load . Annual Dock Party at Schooner Wharf Bar on Saturday, July 15th, …

Mel Fisher DaysRead More »

Jeff Clark 12:00 pm
Jeff Clark
Jul 13 @ 12:00 pm – 4:45 pm
 
Pete & Wayne 5:30 pm
Pete & Wayne
Jul 13 @ 5:30 pm – 9:30 pm
The Pete & Wayne Adult Comedy Show.
IDT Band 10:00 pm
IDT Band
Jul 13 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
14
Tim Hollohan 12:00 pm
Tim Hollohan
Jul 14 @ 12:00 pm – 4:45 pm
 
Pete & Wayne 5:30 pm
Pete & Wayne
Jul 14 @ 5:30 pm – 9:30 pm
The Pete & Wayne Adult Comedy Show.
IDT Band 10:00 pm
IDT Band
Jul 14 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
15
For Pete’s Sake 12:00 pm
For Pete’s Sake
Jul 15 @ 12:00 pm – 4:45 pm
 
Jeff Clark 5 Minus 2 5:30 pm
Jeff Clark 5 Minus 2
Jul 15 @ 5:30 pm – 9:30 pm
 
IDT Band 10:00 pm
IDT Band
Jul 15 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
16
Ross Brown 12:00 pm
Ross Brown
Jul 16 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Jul 16 @ 5:30 pm – 9:30 pm
 
IDT Band 10:00 pm
IDT Band
Jul 16 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
17
Barry Cuda 12:00 pm
Barry Cuda
Jul 17 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Pete & Friends 5:30 pm
Pete & Friends
Jul 17 @ 5:30 pm – 9:30 pm
 
IDT Band 10:00 pm
IDT Band
Jul 17 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
18
Hemingway Days
Hemingway Days
Jul 18 – Jul 23 all-day
The 37th annual celebration of the legendary author’s work and lifestyle features literary readings, the Running of the Bulls, a short story competition, fishing tournament, 5k Run and Paddleboard Race, Sloppy Joe’s Look-Alike Contest and …

Hemingway DaysRead More »

Brian Roberts 12:00 pm
Brian Roberts
Jul 18 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Shastina Chiles 5:30 pm
Shastina Chiles
Jul 18 @ 5:30 pm – 9:30 pm
More on Shastina.
IDT Band 10:00 pm
IDT Band
Jul 18 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.
19
Bacardi Oakheart Key West Marlin Tournament
Bacardi Oakheart Key West Marlin Tournament
Jul 19 – Jul 22 all-day
Anglers ply the waters once fished by novelist Ernest Hemingway, vying for $50,000 in guaranteed cash prizes. Held in conjunction with Key West’s annual Hemingway Days festival, the event awards $25,000 to the first-place team. …

Bacardi Oakheart Key West Marlin TournamentRead More »

Brian Roberts 12:00 pm
Brian Roberts
Jul 19 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Marjory Lee 5:30 pm
Marjory Lee
Jul 19 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 19 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
20
Jeff Clark 12:00 pm
Jeff Clark
Jul 20 @ 12:00 pm – 4:45 pm
 
Look-Alike Contest 5:30 pm
Look-Alike Contest
Jul 20 @ 5:30 pm – 9:30 pm
Sloppy Joe’s 37th Annual Hemingway® Look-Alike Contest July 20-22, 2017
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 20 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
21
Tim Hollohan 12:00 pm
Tim Hollohan
Jul 21 @ 12:00 pm – 4:45 pm
 
Look-Alike Contest 5:30 pm
Look-Alike Contest
Jul 21 @ 5:30 pm – 9:30 pm
Sloppy Joe’s 37th Annual Hemingway® Look-Alike Contest July 20-22, 2017
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 21 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
22
Hemingway 5K Sunset Run and Paddleboard Race
Hemingway 5K Sunset Run and Paddleboard Race
Jul 22 all-day
This is the original and oldest ongoing 5K Run in Key West and takes place as part of the the annual Hemingway Days Festival. The race course is a scenic flat course that runs past …

Hemingway 5K Sunset Run and Paddleboard RaceRead More »

For Pete’s Sake 12:00 pm
For Pete’s Sake
Jul 22 @ 12:00 pm – 4:45 pm
 
Look-Alike Contest 5:30 pm
Look-Alike Contest
Jul 22 @ 5:30 pm – 9:30 pm
Sloppy Joe’s 37th Annual Hemingway® Look-Alike Contest July 20-22, 2017
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 22 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
23
Arm Wrestling Contest 10:00 am
Arm Wrestling Contest
Jul 23 @ 10:00 am – 12:00 pm
10:00 am  Bloody Mary’s with Papa 10:00 am – 10:45 am  Arm Wrestling Contest Registration (no pre-registration will be taken) $5.00 Entry Fee.  Release form must be signed by all contestants 11:00 am  Arm Wrestling …

Arm Wrestling ContestRead More »

Ross Brown 12:00 pm
Ross Brown
Jul 23 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Jul 23 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 23 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
24
Barry Cuda 12:00 pm
Barry Cuda
Jul 24 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Pete & Friends 5:30 pm
Pete & Friends
Jul 24 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 24 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
25
Brian Roberts 12:00 pm
Brian Roberts
Jul 25 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Shastina Chiles 5:30 pm
Shastina Chiles
Jul 25 @ 5:30 pm – 9:30 pm
More on Shastina.
Whiskey Kiss 10:00 pm
Whiskey Kiss
Jul 25 @ 10:00 pm – 10:00 pm
On stage 10:00pm to 2:00am.  Whisky Kiss website click here.
26
Brian Roberts 12:00 pm
Brian Roberts
Jul 26 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Marjory Lee 5:30 pm
Marjory Lee
Jul 26 @ 5:30 pm – 9:30 pm
 
Big Daddy Band 10:00 pm
Big Daddy Band
Jul 26 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.
27
John LaMere 12:00 pm
John LaMere
Jul 27 @ 12:00 pm – 4:45 pm
 
Pete & Wayne 5:30 pm
Pete & Wayne
Jul 27 @ 5:30 pm – 9:30 pm
The Pete & Wayne Adult Comedy Show.
Big Daddy Band 10:00 pm
Big Daddy Band
Jul 27 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.
28
Tim Hollohan 12:00 pm
Tim Hollohan
Jul 28 @ 12:00 pm – 4:45 pm
 
Pete & Wayne 5:30 pm
Pete & Wayne
Jul 28 @ 5:30 pm – 9:30 pm
The Pete & Wayne Adult Comedy Show.
Big Daddy Band 10:00 pm
Big Daddy Band
Jul 28 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.
29
For Pete’s Sake 12:00 pm
For Pete’s Sake
Jul 29 @ 12:00 pm – 4:45 pm
 
Jeff Clark 5 Minus 2 5:30 pm
Jeff Clark 5 Minus 2
Jul 29 @ 5:30 pm – 9:30 pm
 
Big Daddy Band 10:00 pm
Big Daddy Band
Jul 29 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.
30
Ross Brown 12:00 pm
Ross Brown
Jul 30 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Jul 30 @ 5:30 pm – 9:30 pm
 
Big Daddy Band 10:00 pm
Big Daddy Band
Jul 30 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.
31
Barry Cuda 12:00 pm
Barry Cuda
Jul 31 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Pete & Friends 5:30 pm
Pete & Friends
Jul 31 @ 5:30 pm – 9:30 pm
 
Big Daddy Band 10:00 pm
Big Daddy Band
Jul 31 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.