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Islands, Imagination and Instance
Islands, Imagination and Instance @ Custom House Museum
Jul 6 2018 – Jan 6 2019 all-day
Islands, Imagination and Instance @ Custom House Museum | Key West | Florida | United States
 
Key West Triathlon and Expo
Key West Triathlon and Expo
Dec 1 all-day
Key West Triathlon and Expo
The Key West Triathlon and Expo expects to host a maximum of 1,000 participants and some of the sport’s best known triathletes; TRIKW allows you to bask in the warm weather and the waters of …

Key West Triathlon and Expo Read More »

For Pete’s Sake 12:00 pm
For Pete’s Sake
Dec 1 @ 12:00 pm – 4:45 pm
 
Friends of Wayne 5:30 pm
Friends of Wayne
Dec 1 @ 5:30 pm – 9:30 pm
 
Honey Extractor 10:00 pm
Honey Extractor
Dec 1 @ 10:00 pm – 10:00 pm
Honey Extractor on stage 10:00 pm to 2:00 am.
2
Ross Brown 12:00 pm
Ross Brown
Dec 2 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Dec 2 @ 5:30 pm – 9:30 pm
 
Honey Extractor 10:00 pm
Honey Extractor
Dec 2 @ 10:00 pm – 10:00 pm
Honey Extractor on stage 10:00 pm to 2:00 am.
3
Barry Cuda 12:00 pm
Barry Cuda
Dec 3 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Kick Off 2019 at Upper Keys’ ‘Uncorked’ Food & Wine Festival Jan. 10-20 3:02 pm
Kick Off 2019 at Upper Keys’ ‘Uncorked’ Food & Wine Festival Jan. 10-20
Dec 3 @ 3:02 pm – 4:02 pm
Wine and food lovers can stimulate their taste buds at the annual “Uncorked: The Key Largo and Islamorada Food and Wine Festival,” an 11-day culinary and cocktail extravaganza set for Thursday, Jan. 10, through Sunday, …

Kick Off 2019 at Upper Keys’ ‘Uncorked’ Food & Wine Festival Jan. 10-20 Read More »

Preacher Pete & The Preference 5:30 pm
Preacher Pete & The Preference
Dec 3 @ 5:30 pm – 9:30 pm
 
Honey Extractor 10:00 pm
Honey Extractor
Dec 3 @ 10:00 pm – 10:00 pm
Honey Extractor on stage 10:00 pm to 2:00 am.
4
John LaMere 10:00 am
John LaMere
Dec 4 @ 10:00 am – 12:00 pm
 
Florida Anglers Win Islamorada Sailfish Tournament to Kick Off Gold Cup Series 11:16 am
Florida Anglers Win Islamorada Sailfish Tournament to Kick Off Gold Cup Series
Dec 4 @ 11:16 am – 12:16 pm
A team of South Florida residents clinched the win at the Islamorada Sailfish Tournament that concluded Sunday, Dec. 2, to kick off the renowned triple-crown Florida Keys Gold Cup Sailfish Championship series.N
Canines to Celebrate at Key West Dachshund Walk Dec. 31 11:17 am
Canines to Celebrate at Key West Dachshund Walk Dec. 31
Dec 4 @ 11:17 am – 12:17 pm
Canines can have a doggone good time in Key West at noon New Year’s Eve, when the 14th annual Key West Dachshund Walk is staged in the island city’s historic Old Town.N
Brian Roberts 12:00 pm
Brian Roberts
Dec 4 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Shastina Chiles 5:30 pm
Shastina Chiles
Dec 4 @ 5:30 pm – 9:30 pm
More on Shastina.
Honey Extractor 10:00 pm
Honey Extractor
Dec 4 @ 10:00 pm – 10:00 pm
Honey Extractor on stage 10:00 pm to 2:00 am.
5
Brian Roberts 12:00 pm
Brian Roberts
Dec 5 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Free-Entry Key West Fishing Tournament to Begin Jan. 1, 2019 3:35 pm
Free-Entry Key West Fishing Tournament to Begin Jan. 1, 2019
Dec 5 @ 3:35 pm – 4:35 pm
Anglers of all ages and abilities can target more than 40 species of fish in the Key West Fishing Tournament, a free-entry multidivision challenge that takes place Jan. 1 to Aug. 31, 2019.N
Marjory Lee 5:30 pm
Marjory Lee
Dec 5 @ 5:30 pm – 9:30 pm
 
Shake3X 10:00 pm
Shake3X
Dec 5 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
6
John LaMere 12:00 pm
John LaMere
Dec 6 @ 12:00 pm – 4:45 pm
 
STPete 5:30 pm
STPete
Dec 6 @ 5:30 pm – 9:30 pm
 
Shake3X 10:00 pm
Shake3X
Dec 6 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
7
Tim Hollohan 12:00 pm
Tim Hollohan
Dec 7 @ 12:00 pm – 4:45 pm
 
STPete 5:30 pm
STPete
Dec 7 @ 5:30 pm – 9:30 pm
 
Shake3X 10:00 pm
Shake3X
Dec 7 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
8
For Pete’s Sake 12:00 pm
For Pete’s Sake
Dec 8 @ 12:00 pm – 4:45 pm
 
Friends of Wayne 5:30 pm
Friends of Wayne
Dec 8 @ 5:30 pm – 9:30 pm
 
Shake3X 10:00 pm
Shake3X
Dec 8 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
9
Ross Brown 12:00 pm
Ross Brown
Dec 9 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Dec 9 @ 5:30 pm – 9:30 pm
 
Shake3X 10:00 pm
Shake3X
Dec 9 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
10
Barry Cuda 12:00 pm
Barry Cuda
Dec 10 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Preacher Pete & The Preference 5:30 pm
Preacher Pete & The Preference
Dec 10 @ 5:30 pm – 9:30 pm
 
Shake3X 10:00 pm
Shake3X
Dec 10 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
11
John LaMere 10:00 am
John LaMere
Dec 11 @ 10:00 am – 12:00 pm
 
Brian Roberts 12:00 pm
Brian Roberts
Dec 11 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Seafaring Supplies to ‘Anchor’ Big Pine Nautical Expo Jan. 12-13 1:01 pm
Seafaring Supplies to ‘Anchor’ Big Pine Nautical Expo Jan. 12-13
Dec 11 @ 1:01 pm – 2:01 pm
Fans of Florida Keys boating, fishing and diving can find goods and supplies for their watersports pursuits at the 15th annual Big Pine & Lower Keys Nautical Expo set for Saturday and Sunday, Jan. 12-13.N
Shastina Chiles 5:30 pm
Shastina Chiles
Dec 11 @ 5:30 pm – 9:30 pm
More on Shastina.
Shake3X 10:00 pm
Shake3X
Dec 11 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am. visit website
12
Brian Roberts 12:00 pm
Brian Roberts
Dec 12 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Staff Holiday Party 4:00 pm
Staff Holiday Party
Dec 12 @ 4:00 pm – Dec 13 @ 4:00 am
Sloppy Joe’s will be closed December 13, 2017 at 4:00pm for our staff holiday party. Sloppy Joe’s will reopen December 14, 2017 at 9:00am.  Thank you and Happy Holidays!
13
Waterfront Playhouse presents: Peter and the Star Catcher
Waterfront Playhouse presents: Peter and the Star Catcher @ Waterfront Playhouse
Dec 13 2018 – Jan 6 2019 all-day
Waterfront Playhouse presents: Peter and the Star Catcher @ Waterfront Playhouse | Key West | Florida | United States
 
Jeff Clark 12:00 pm
Jeff Clark
Dec 13 @ 12:00 pm – 4:45 pm
 
STD 5:30 pm
STD
Dec 13 @ 5:30 pm – 9:30 pm
 
Joe Bachman and the Party 10:00 pm
Joe Bachman and the Party
Dec 13 @ 10:00 pm – 10:00 pm
Joe Bachman and the Party on stage 10:00pm to 2:00am.
14
Seafood and Commercial Fishermen to Star at Key West Festival Jan. 19-20 8:47 am
Seafood and Commercial Fishermen to Star at Key West Festival Jan. 19-20
Dec 14 @ 8:47 am – 9:47 am
Seafood lovers can savor dishes made with Florida Keys fish and crustaceans, and salute the local commercial fishermen who harvest them, at a flavorful Key West festival scheduled Saturday and Sunday, Jan. 19-20.N
Runners to Chart a Key West Course During Top-Ranked Half-Marathon 9:00 am
Runners to Chart a Key West Course During Top-Ranked Half-Marathon
Dec 14 @ 9:00 am – 10:00 am
Runners can race through the colorful streets of the southernmost city in the continental United States Sunday, Jan. 20, during the 21st annual Key West Half Marathon.N
Tim Hollohan 12:00 pm
Tim Hollohan
Dec 14 @ 12:00 pm – 4:45 pm
 
STD 5:30 pm
STD
Dec 14 @ 5:30 pm – 9:30 pm
 
Joe Bachman and the Party 10:00 pm
Joe Bachman and the Party
Dec 14 @ 10:00 pm – 10:00 pm
Joe Bachman and the Party on stage 10:00pm to 2:00am.
15
John LaMere 12:00 pm
John LaMere
Dec 15 @ 12:00 pm – 4:45 pm
 
The Three Amigos 5:30 pm
The Three Amigos
Dec 15 @ 5:30 pm – 9:30 pm
 
Joe Bachman and the Party 10:00 pm
Joe Bachman and the Party
Dec 15 @ 10:00 pm – 10:00 pm
Joe Bachman and the Party on stage 10:00pm to 2:00am.
16
Ross Brown 12:00 pm
Ross Brown
Dec 16 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Dec 16 @ 5:30 pm – 9:30 pm
 
Joe Bachman and the Party 10:00 pm
Joe Bachman and the Party
Dec 16 @ 10:00 pm – 10:00 pm
Joe Bachman and the Party on stage 10:00pm to 2:00am.
17
Barry Cuda 12:00 pm
Barry Cuda
Dec 17 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
Tim and Drew Duo 5:30 pm
Tim and Drew Duo
Dec 17 @ 5:30 pm – 9:30 pm
 
Joe Bachman and the Party 10:00 pm
Joe Bachman and the Party
Dec 17 @ 10:00 pm – 10:00 pm
Joe Bachman and the Party on stage 10:00pm to 2:00am.
18
Pigeon Key Art Festival Celebrates 25 Years of Art, History and Community Feb. 2-3 9:05 am
Pigeon Key Art Festival Celebrates 25 Years of Art, History and Community Feb. 2-3
Dec 18 @ 9:05 am – 10:05 am
Styled as “a big show for a tiny island,” the Pigeon Key Art Festival is to share its silver anniversary edition with art enthusiasts Saturday and Sunday, Feb. 2-3, 2019.N
John LaMere 10:00 am
John LaMere
Dec 18 @ 10:00 am – 12:00 pm
 
Brian Roberts 12:00 pm
Brian Roberts
Dec 18 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Shastina Chiles 5:30 pm
Shastina Chiles
Dec 18 @ 5:30 pm – 9:30 pm
More on Shastina.
Joe Bachman and the Party 10:00 pm
Joe Bachman and the Party
Dec 18 @ 10:00 pm – 10:00 pm
Joe Bachman and the Party on stage 10:00pm to 2:00am.
19
Brian Roberts 12:00 pm
Brian Roberts
Dec 19 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Marjory Lee 5:30 pm
Marjory Lee
Dec 19 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 19 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
20
Florida Keys Gold Cup Series Continues with IFC Sailfish Tournament 11:01 am
Florida Keys Gold Cup Series Continues with IFC Sailfish Tournament
Dec 20 @ 11:01 am – 12:01 pm
Second in the three-pronged Gold Cup Sailfish Championship series currently underway in the Florida Keys is the Islamorada Fishing Club’s Captains Cup Sailfish Tournament. Spaces remain available to join the exclusive field of elite anglers …

Florida Keys Gold Cup Series Continues with IFC Sailfish Tournament Read More »

Jeff Clark 12:00 pm
Jeff Clark
Dec 20 @ 12:00 pm – 4:45 pm
 
STPete 5:30 pm
STPete
Dec 20 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 20 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
21
Tim Hollohan 12:00 pm
Tim Hollohan
Dec 21 @ 12:00 pm – 4:45 pm
 
Santa Submerges in Florida Keys National Marine Sanctuary 12:17 pm
Santa Submerges in Florida Keys National Marine Sanctuary
Dec 21 @ 12:17 pm – 1:17 pm
Yes Virginia, that was Santa Claus scuba diving in the Florida Keys National Marine Sanctuary earlier this week.N
STPete 5:30 pm
STPete
Dec 21 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 21 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
22
For Pete’s Sake 12:00 pm
For Pete’s Sake
Dec 22 @ 12:00 pm – 4:45 pm
 
Friends of Wayne 5:30 pm
Friends of Wayne
Dec 22 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 22 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
23
Ross Brown 12:00 pm
Ross Brown
Dec 23 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Dec 23 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 23 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
24
Brian Roberts 12:00 pm
Brian Roberts
Dec 24 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
Preacher Pete & The Preference 5:30 pm
Preacher Pete & The Preference
Dec 24 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 24 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
25
Pete 12:00 pm
Pete
Dec 25 @ 12:00 pm – 4:45 pm
 
Raven Cooper and Friends 5:30 pm
Raven Cooper and Friends
Dec 25 @ 5:30 pm – 9:30 pm
 
Groove 41 10:00 pm
Groove 41
Dec 25 @ 10:00 pm – 10:00 pm
On stage 10:00pm-2:00am.  more information click here
26
Brian Roberts 12:00 pm
Brian Roberts
Dec 26 @ 12:00 pm – 4:45 pm
Brian Roberts music click here.
New Resorts, Transportation Options and Attractions Enhance the Florida Keys & Key West 2:05 pm
New Resorts, Transportation Options and Attractions Enhance the Florida Keys & Key West
Dec 26 @ 2:05 pm – 3:05 pm
The Florida Keys are bustling as new resorts continue to be unveiled throughout the destination.N
Marjory Lee 5:30 pm
Marjory Lee
Dec 26 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Dec 26 @ 10:00 pm – 10:00 pm
On stage 10:00 pm to 2:00 am.  Whisky Kiss website click here.
27
New Year’s Eve ‘Drop’ to Recall Pan American Airways’ Birth in Key West 9:12 am
New Year’s Eve ‘Drop’ to Recall Pan American Airways’ Birth in Key West
Dec 27 @ 9:12 am – 10:12 am
A New Year’s Eve “drop” saluting Key West’s heritage as the birthplace of Pan American Airways is to be staged Monday, Dec. 31, in the garden of the airline’s first ticket office.N
South Florida Symphony to Stage Classic ‘Porgy and Bess’ in Key West 9:25 am
South Florida Symphony to Stage Classic ‘Porgy and Bess’ in Key West
Dec 27 @ 9:25 am – 10:25 am
An American operatic classic and fine orchestral musicianship are to combine for Florida Keys audiences in the South Florida Symphony’s staging of George and Ira Gershwin’s “Porgy and Bess.”N
Bill Krauss 12:00 pm
Bill Krauss
Dec 27 @ 12:00 pm – 4:45 pm
 
STPete 5:30 pm
STPete
Dec 27 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Dec 27 @ 10:00 pm – 10:00 pm
On stage 10:00 pm to 2:00 am.  Whisky Kiss website click here.
28
59th Annual Key West House & Garden Tours
59th Annual Key West House & Garden Tours
Dec 28 – Dec 29 all-day
59th Annual Key West House & Garden Tours
Presented by the Old Island Restoration Foundation, the annual self-guided tours from 3-7 p.m. each day showcase festively dressed Key West homes and gardens. Tickets are $30 in advance, $35 day-of-tour. Proceeds benefit the foundation’s …

59th Annual Key West House & Garden Tours Read More »

Key West Burlesque presents Weekly Backroom Burlesque at Sidebar
Key West Burlesque presents Weekly Backroom Burlesque at Sidebar @ Backroom at Sidebar
Dec 28 2018 – Feb 23 2019 all-day
 
Tim Hollohan 12:00 pm
Tim Hollohan
Dec 28 @ 12:00 pm – 4:45 pm
 
Fuel On Fire 5:30 pm
Fuel On Fire
Dec 28 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Dec 28 @ 10:00 pm – 10:00 pm
On stage 10:00 pm to 2:00 am.  Whisky Kiss website click here.
29
Sea Turtle That Ate Eel, Recovers and is Released off Florida Keys 9:49 am
Sea Turtle That Ate Eel, Recovers and is Released off Florida Keys
Dec 29 @ 9:49 am – 10:49 am
“Shelmore,” a rehabilitated loggerhead sea turtle was released back to the wild Saturday off the Florida Keys after surgery at the Marathon-based Turtle Hospital to remove a two-foot-long eel from its body cavity, and subsequent …

Sea Turtle That Ate Eel, Recovers and is Released off Florida Keys Read More »

For Pete’s Sake 12:00 pm
For Pete’s Sake
Dec 29 @ 12:00 pm – 4:45 pm
 
Fuel On Fire 5:30 pm
Fuel On Fire
Dec 29 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Dec 29 @ 10:00 pm – 10:00 pm
On stage 10:00 pm to 2:00 am.  Whisky Kiss website click here.
30
Six Offbeat “Drops” to Celebrate New Year’s Eve in Key West 10:03 am
Six Offbeat “Drops” to Celebrate New Year’s Eve in Key West
Dec 30 @ 10:03 am – 11:03 am
New York City may be famed for its traditional New Year’s Eve ball drop in Times Square, but in Key West revelers can choose from six zany “drops” planned for midnight Monday, Dec. 31.N
Ross Brown 12:00 pm
Ross Brown
Dec 30 @ 12:00 pm – 4:45 pm
 
Mojito 5:30 pm
Mojito
Dec 30 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Dec 30 @ 10:00 pm – 10:00 pm
On stage 10:00 pm to 2:00 am.  Whisky Kiss website click here.
31
Barry Cuda 12:00 pm
Barry Cuda
Dec 31 @ 12:00 pm – 4:45 pm
Barry Cuda music click here.
STPete 5:30 pm
STPete
Dec 31 @ 5:30 pm – 9:30 pm
 
Whiskey Kiss 10:00 pm
Whiskey Kiss
Dec 31 @ 10:00 pm – 10:00 pm
On stage 10:00 pm to 2:00 am.  Whisky Kiss website click here.