7 events found.
Ongoing
Week of Events
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty on the Red Garter Saloon Stage at Rick's Entertainment Complex. As the heart of Key West's nightlife scene,…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Kori at Rick's Bar Upstairs Stage in Key West's vibrant nightlife scene. DJ Kori crafts an unforgettable musical journey,…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West’s ultimate party rock band, at Durty Harry’s Stage. Performing every Thursday through Sunday in the vibrant…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable night of karaoke at Rick's Bar Downstairs Stage. Known for his infectious energy and dynamic hosting skills, Jason creates a…
Free
DJ Marty ~ Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage at Rick's Entertainment Complex. Known for his dynamic mixes and infectious energy, he turns any night into…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious energy, DJ Duke creates an unforgettable…
Free
HYPER DRIVE ~ Durty Harry’s Stage
Experience the electrifying energy of HYPER DRIVE at Durty Harry's Stage. This dynamic band delivers an unforgettable live performance, infusing the night with thrilling music…
Free
Electroniconch at General Horseplay
Experience the electrifying energy of Electroniconch at General Horseplay. This dynamic entertainer brings vibrant live music to the heart of Old Town Key West on…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Eric Aardema at Hog’s Breath Saloon
Experience the captivating performance of Eric Aardema at Hog's Breath Saloon in Key West. Known for his dynamic musical talent, Eric delivers an unforgettable live…
Free
DJ Todd ~ Red Garter Saloon Stage
Experience an unforgettable night with DJ Todd at the Red Garter Saloon Stage, part of Rick's Entertainment Complex in Key West. DJ Todd captivates audiences…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Duke on the Upstairs Stage at Rick's Bar, Key West's largest club. Known for his dynamic sets and unmatched…
Free
The Questionables Punk Rock at General Horseplay
Get ready for an electrifying night with The Questionables, a dynamic punk rock band bringing high-energy performances to General Horseplay in Key West. Known for…
Free
LUVBOM ~ Durty Harry’s Stage
Experience the electrifying performance of LUVBOM at Durty Harry's Stage in Rick's Entertainment Complex, Key West. Known for their dynamic live shows and magnetic presence,…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke w/ Jorge ~ Rick’s Bar Downstairs Stage
Join DJ Jorge for an unforgettable evening of karaoke at Rick's Bar Downstairs Stage. Known for his energetic hosting and diverse music selection, Jorge creates…
Free
DJ Todd ~ Red Garter Saloon Stage
Experience an electrifying night with DJ Todd at the Red Garter Saloon Stage. Known for his dynamic mixes and energetic performances, DJ Todd transforms the…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an unforgettable night with DJ Duke at Rick's Bar Upstairs Stage. Nestled in the vibrant atmosphere of Key West's largest club, DJ Duke electrifies…
Free
Marshall Morlock Band at General Horseplay
Experience an unforgettable night with the Marshall Morlock Band at General Horseplay. Known for their dynamic performances, this talented band brings a unique energy to…
Free
CRANK SINATRA~ Durty Harry’s Stage
Experience the electrifying performance of Krank Sinatra at Durty Harry's Stage in Rick's Entertainment Complex. This high-energy band delivers an unforgettable show, blending captivating rock…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke w/ Davis ~ Rick’s Bar Downstairs Stage
Join Davis for an unforgettable evening of karaoke at Rick's Bar Downstairs Stage, located in the heart of Old Town Key West. Known for his…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the energetic beats of DJ Marty at the Red Garter Saloon Stage, nestled within Rick's Entertainment Complex in Key West. Renowned for his electrifying…
Free
Hot Girl Bummer at General Horseplay
Experience the electrifying performance of Hot Girl Bummer at General Horseplay, where vibrant live music meets inventive craft cocktails. Located in the lively heart of…
Free
DJ Chaka ~ Rick’s Bar Upstairs Stage
DJ Chaka electrifies the Upstairs Stage at Rick's Bar in Key West's premier nightlife destination. Known for dynamic beats and infectious energy, DJ Chaka transforms…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the ultimate party with The Durtbags, Key West’s premier rock band, at Durty Harry’s stage. Every Thursday through Sunday, they deliver electrifying performances that…
Free
Karaoke with Foss at RockHouse Live
Experience an unforgettable night of entertainment with Foss at RockHouse Live in Key West. Known for electrifying performances, Foss brings charisma and energy to the…
Free
Elle Haley and the Why Nots at General Horseplay
Elle Haley and the Why Nots light up General Horseplay with their energetic performances and captivating tunes. Known for their dynamic sound and engaging stage…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage in Key West. Known for his dynamic energy and engaging presence, Jason turns…
Free
DJ Marty ~ Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage at Rick's Entertainment Complex in Key West, spinning vibrant beats that keep the dance floor alive. As…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious beats, DJ Duke transforms the largest…
Free
DURTBAGS ~ Durty Harry’s Stage
Experience an electrifying night with The Durtbags, Key West's ultimate party rock band, performing live at Durty Harry’s Stage. Located in Rick's Entertainment Complex, their…
Free
Andrew Gordon Band at The Bull & Whistle Bar
Experience the captivating sounds of the Andrew Gordon Band at The Bull & Whistle Bar in Key West. Andrew Gordon, a talented musician, brings his…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Tequila Time Machine at General Horseplay
Tequila Time Machine electrifies General Horseplay in the heart of Old Town Key West with their lively performances. This talented band transforms the vibrant cocktail…
Free
Mike Stack & D-Lew at Tiki House Key West
Join the dynamic duo, Mike Stack & D-Lew, at Tiki House Key West for an unforgettable musical experience. Their electrifying performances, marked by infectious energy…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke night on the Downstairs Stage at Rick's Bar in Old Town Key West. Known for his dynamic hosting and…
Free
Fancy Clown Art at Hinote at General Horseplay
Fancy Clown Art delivers an unforgettable performance at Hinote at General Horseplay, captivating audiences with their unique blend of artistry and entertainment. Their whimsical and…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage within Rick's Entertainment Complex. Nestled in the vibrant heart of Old Town…
Free
Zach Lovering at General Horseplay
Zach Lovering captivates audiences at General Horseplay with his dynamic musical talent. Known for energizing performances, he brings passion and charisma to the vibrant Key…
Free
DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Chaka at Rick's Bar Upstairs Stage in Key West. Known for spinning an eclectic mix that keeps the dance…
Free
DURTBAGS ~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West's ultimate party rock band, at Durty Harry's Stage. Performing Thursday through Sunday at Rick's Entertainment Complex,…
Free
Andrew Gordon Band at The Bull & Whistle Bar
Experience the captivating performance of the Andrew Gordon Band at The Bull & Whistle Bar, a vibrant Key West venue known for its lively nightlife…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
DJ Sanaris at Tiki House Key West
Experience the electrifying beats of DJ Sanaris at Tiki House Key West. Renowned for his dynamic performances and vibrant mixes, DJ Sanaris transforms the venue…
Free
Mike Stack & D-Lew at General Horseplay
Mike Stack & D-Lew bring unparalleled energy to General Horseplay, captivating audiences with their dynamic performances. Known for their infectious rhythms and soulful melodies, this…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Experience an unforgettable night at Rick's Bar with Karaoke w/ Jason on the Downstairs Stage. Renowned for his engaging personality and dynamic hosting, Jason transforms…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Monday, February 23, 2026
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February 23, 2026 -Webb Dillard ~ Rick’s Bar Downstairs Stage
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February 23, 2026 -Shastina Chiles at Hank’s Hair of the Dog Saloon
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February 23, 2026 -Jay Nokes at Tiki House Key West
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February 23, 2026 -Derek Dunbar at The Bull & Whistle Bar
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February 23, 2026 -Just George ~ Rick’s Bar Downstairs Stage
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February 23, 2026 -World Famous 801 Girls- 5pm Show
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February 23, 2026 -Scott Morlock at Hank’s Hair of the Dog Saloon
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February 23, 2026 -Charity Bingo at The Green Parrot
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February 23, 2026 -Charles Miller ~ Rick’s Bar Downstairs Stage
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February 23, 2026 -Gerd Rube at The Bull & Whistle Bar
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February 23, 2026 -Josh Kiser at Hank’s Hair of the Dog Saloon
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February 23, 2026Naked Karate Girls at Sloppy Joe’s Bar
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February 23, 2026Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Webb Dillard ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Webb Dillard on Rick's Bar Downstairs Stage at Rick's Entertainment Complex in Old Town Key West. As a talented musician,…
Free
Shastina Chiles at Hank’s Hair of the Dog Saloon
Enjoy an electrifying evening with musician Shastina Chiles at Hank's Hair of the Dog Saloon in Key West. Known for her captivating performances, Shastina's music…
Free
Jay Nokes at Tiki House Key West
Experience the captivating performance of Jay Nokes at Tiki House Key West. Renowned for his engaging stage presence and musical talent, Jay delivers an unforgettable…
Free
Derek Dunbar at The Bull & Whistle Bar
Derek Dunbar brings his electrifying presence to The Bull & Whistle Bar, captivating audiences with dynamic performances and exceptional musical talent. His engaging style complements…
Free
Just George ~ Rick’s Bar Downstairs Stage
Experience the phenomenal musical talent of Just George at Rick's Bar Downstairs Stage in Key West. Renowned for his captivating performances and dynamic presence, Just…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
Scott Morlock at Hank’s Hair of the Dog Saloon
Scott Morlock electrifies Hank's Hair of the Dog Saloon with his dynamic musical talent. A must-see performer, Scott keeps the vibrant Key West nightlife alive…
Free
Charity Bingo at The Green Parrot
Experience Charity Bingo at The Green Parrot, where the main attraction is the vibrant live music that electrifies this historic Key West bar. With its…
Free
Charles Miller ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of musician Charles Miller on the Downstairs Stage at Rick's Bar, nestled in the vibrant heart of Old Town Key West.…
Free
Gerd Rube at The Bull & Whistle Bar
Experience the captivating talent of Gerd Rube at The Bull & Whistle Bar in Key West’s lively Old Town. Known for his engaging performances, Rube…
Free
Josh Kiser at Hank’s Hair of the Dog Saloon
Country musician Josh Kiser brings his electrifying performance to Hank's Hair of the Dog Saloon, captivating audiences with his soulful sound and high-energy stage presence.…
Free
Naked Karate Girls at Sloppy Joe’s Bar
Experience the electrifying energy of the Naked Karate Girls, the ultimate party band hailing from Cincinnati. Known as The Best Band in the Galaxy, their…
Free
Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Join Karaoke w/ Chris at Rick's Bar Downstairs Stage in Old Town Key West for an unforgettable evening. Chris, a dynamic performer, energizes the stage,…
Free
Tuesday, February 24, 2026
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February 24, 2026 -Nina Newton at Sloppy Joe’s Bar
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February 24, 2026 -Shanty Hounds ~Rick’s Bar Downstairs Stage
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February 24, 2026 -Tony Baltimore at Hank’s Hair of the Dog Saloon
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February 24, 2026 -Jessie Cotton Stone at The Bull & Whistle Bar
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February 24, 2026 -Jesse Lee ~Rick’s Bar Downstairs Stage
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February 24, 2026 -World Famous 801 Girls- 5pm Show
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February 24, 2026 -Jay Klein at Hank’s Hair of the Dog Saloon
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February 24, 2026 -Marjory & Sid at Sloppy Joe’s Bar
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February 24, 2026 -Joe the Show ~ Rick’s Bar Downstairs Stage
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February 24, 2026 -Aaron Hudgins at Tiki House Key West
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February 24, 2026 -Marshall Morlock at The Bull & Whistle Bar
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February 24, 2026 -Victoria Leigh at Hank’s Hair of the Dog Saloon
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February 24, 2026Naked Karate Girls at Sloppy Joe’s Bar
Nina Newton at Sloppy Joe’s Bar
Experience the soulful voice and R&B flair of Key West legend Nina Newton at Sloppy Joe's Bar. Known for captivating audiences with her powerful performances,…
Free
Shanty Hounds ~Rick’s Bar Downstairs Stage
Shanty Hounds captivate audiences on the downstairs stage at Rick's Bar in Old Town Key West. Known for their vibrant performances, this band fills the…
Free
Tony Baltimore at Hank’s Hair of the Dog Saloon
Experience the captivating performance of musician Tony Baltimore at Hank's Hair of the Dog Saloon in Key West. Known for its vibrant atmosphere, this dog-friendly…
Free
Jessie Cotton Stone at The Bull & Whistle Bar
Jessie Cotton Stone electrifies the atmosphere at The Bull & Whistle Bar in Key West’s Old Town. Known for his captivating performances, Jessie brings a…
Free
Jesse Lee ~Rick’s Bar Downstairs Stage
Experience the captivating musical talent of Jesse Lee Jr at Rick's Bar Downstairs Stage in Key West. Known for his engaging performances and exceptional musicianship,…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
Jay Klein at Hank’s Hair of the Dog Saloon
Jay Klein will captivate audiences at Hank's Hair of the Dog Saloon in Key West with his mesmerizing musical performances. Known for his dynamic presence,…
Free
Marjory & Sid at Sloppy Joe’s Bar
Join Marjory Leigh and Sid the Bayou Kid at the iconic Sloppy Joe's Bar in Key West for an unforgettable live music experience. Known for…
Free
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage in Key West. Known for his dynamic presence and musical prowess, Joe…
Free
Aaron Hudgins at Tiki House Key West
Experience the electrifying performance of musician Aaron Hudgins at Tiki House Key West. Known for his captivating stage presence and dynamic musical talent, Aaron delivers…
Free
Marshall Morlock at The Bull & Whistle Bar
Experience the captivating performance of Marshall Morlock at The Bull & Whistle Bar, Key West’s iconic nightlife hotspot. Known for his dynamic live music, Morlock…
Free
Victoria Leigh at Hank’s Hair of the Dog Saloon
Victoria Leigh is set to captivate the audience at Hank's Hair of the Dog Saloon in Key West. With her soulful melodies and dynamic performance,…
Free
Naked Karate Girls at Sloppy Joe’s Bar
The Naked Karate Girls, hailed as the best band in the galaxy, deliver an epic musical experience that captivates audiences at Sloppy Joe's Bar in…
Free
Wednesday, February 25, 2026
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February 25, 2026 -Brian Roberts at Sloppy Joe’s Bar
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February 25, 2026 -Michael Corleto ~ Rick’s Bar Downstairs Stage
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February 25, 2026 -Shastina Chiles at Hank’s Hair of the Dog Saloon
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February 25, 2026 -Mac Calhoun at The Bull & Whistle Bar
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February 25, 2026 -Harley Ray ~ Rick’s Bar Downstairs Stage
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February 25, 2026 -World Famous 801 Girls- 5pm Show
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February 25, 2026 -Kari Wolf and Gigi at Hank’s Hair of the Dog Saloon
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February 25, 2026 -Andrew B. ~ Rick’s Bar Downstairs Stage
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February 25, 2026 -Kristen McNamara at The Bull & Whistle Bar
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February 25, 2026 -Pierce August at Hank’s Hair of the Dog Saloon
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February 25, 2026New Normal at Sloppy Joe’s Bar
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating performances of Brian Roberts at Sloppy Joe's Bar, a renowned Key West landmark. Known for his dynamic presence and musical prowess, Roberts…
Free
Michael Corleto ~ Rick’s Bar Downstairs Stage
Experience the dynamic performance of Michael Corleto at Rick's Bar Downstairs Stage, located in Key West's premier entertainment hub. Renowned for his captivating stage presence…
Free
Shastina Chiles at Hank’s Hair of the Dog Saloon
Shastina Chiles, a talented musician, brings her vibrant energy and soulful tunes to Hank's Hair of the Dog Saloon in Key West. Known for captivating…
Free
Mac Calhoun at The Bull & Whistle Bar
Mac Calhoun captivates audiences at The Bull & Whistle Bar with his dynamic musical performances. Nestled on Key West's vibrant Duval Street, this lively venue…
Free
Harley Ray ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Harley Ray at Rick's Bar Downstairs Stage. Known for captivating audiences with a unique musical style, Harley Ray delivers an…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
Kari Wolf and Gigi at Hank’s Hair of the Dog Saloon
Kari Wolf captivates audiences with soulful melodies and dynamic performances at Hank's Hair of the Dog Saloon. Known for her engaging stage presence, Kari enchants…
Free
Andrew B. ~ Rick’s Bar Downstairs Stage
Andrew B., a captivating musician, takes center stage at Rick's Bar Downstairs in Key West's largest entertainment venue. Known for his dynamic performances, Andrew B.…
Free
Kristen McNamara at The Bull & Whistle Bar
Experience the enchanting performance of Kristen McNamara at The Bull & Whistle Bar. Known for her captivating voice and dynamic stage presence, Kristen enthralls audiences…
Free
Pierce August at Hank’s Hair of the Dog Saloon
Experience the captivating performances of Pierce August at Hank's Hair of the Dog Saloon in vibrant Key West. With electrifying live music, Pierce August transforms…
Free
New Normal at Sloppy Joe’s Bar
Experience the electrifying sounds of New Normal at Sloppy Joe's Bar, a historic Key West landmark on Duval Street. From 10:00 pm to 2:00 am,…
Free
Thursday, February 26, 2026
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February 26, 2026 -Trenton Chandler ~ Rick’s DownStairs Stage
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February 26, 2026 -Tony Baltimore at Hank’s Hair of the Dog Saloon
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February 26, 2026 -David Warren at The Bull & Whistle Bar
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February 26, 2026 -Jeff Harris ~ Rick’s Bar Downstairs Stage
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February 26, 2026 -World Famous 801 Girls- 5pm Show
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February 26, 2026 -Elle Haley at Hank’s Hair of the Dog Saloon
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February 26, 2026 -Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
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February 26, 2026 -Joe the Show ~ Rick’s Bar Downstairs Stage
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February 26, 2026 -Sandra Lee at The Bull & Whistle Bar
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February 26, 2026 -Barrett Thomas at Hank’s Hair of the Dog Saloon
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February 26, 2026New Normal at Sloppy Joe’s Bar
Trenton Chandler ~ Rick’s DownStairs Stage
Experience the heartfelt tunes of Trenton Chandler at Rick's DownStairs Stage in Key West. A Shallowater, Texas native, Trenton channels the spirit of legends like…
Free
Tony Baltimore at Hank’s Hair of the Dog Saloon
Tony Baltimore, a captivating musician, brings his vibrant performances to Hank's Hair of the Dog Saloon in Key West. Known for his engaging live sets,…
Free
David Warren at The Bull & Whistle Bar
Experience an unforgettable night at The Bull & Whistle Bar with David Warren, a captivating entertainer known for his dynamic performances. His music creates an…
Free
Jeff Harris ~ Rick’s Bar Downstairs Stage
Experience the mesmerizing talents of musician Jeff Harris on the Downstairs Stage at Rick's Bar, located in Key West's largest entertainment venue. Known for his…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
Elle Haley at Hank’s Hair of the Dog Saloon
Elle Haley captivates audiences with her electrifying performances at Hank's Hair of the Dog Saloon in Key West. Known for her soulful voice and dynamic…
Free
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Catch the dynamic duo Pete & Larry, better known as Sloppy 2nds, at the iconic Sloppy Joe's Bar. With their infectious humor and lively performances,…
Free
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying energy of Joe the Show at Rick's Bar Downstairs Stage. This talented musician captivates audiences with his dynamic performances, making every night…
Free
Sandra Lee at The Bull & Whistle Bar
Join musician Sandra Lee at The Bull & Whistle Bar in Key West's Old Town. Known for her captivating performances, Sandra Lee combines talent and…
Free
Barrett Thomas at Hank’s Hair of the Dog Saloon
Barrett Thomas captivates audiences at Hank's Hair of the Dog Saloon with his soulful tunes and engaging performances. Known for creating a vibrant atmosphere, Barrett's…
Free
New Normal at Sloppy Joe’s Bar
Catch New Normal live at Sloppy Joe's Bar from 10:00pm to 2:00am for an unforgettable night of music. Hailing from Bethlehem, PA, this band promises…
Free
Friday, February 27, 2026
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February 27, 2026 -Wynn Tayor ~ Rick’s Bar Downstairs Stage
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February 27, 2026 -Nick Norman at Hank’s Hair of the Dog Saloon
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February 27, 2026 -Jessie Cotton Stone at The Bull & Whistle Bar
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February 27, 2026 -Joe the Show ~ Rick’s Bar Downstairs Stage
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February 27, 2026 -World Famous 801 Girls- 5pm Show
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February 27, 2026 -Barrett Thomas at Hank’s Hair of the Dog Saloon
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February 27, 2026 -Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
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February 27, 2026 -JOE THE SHOW ~ Durty Harry’s Stage
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February 27, 2026 -Turner Harrison at Tiki House Key West
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February 27, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
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February 27, 2026 -Magic Of Frank Everhart at Schooner Wharf Bar
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February 27, 2026 -Elle Haley ~ Rick’s Bar Downstairs Stage
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February 27, 2026 -Nick Brownell, Shane Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
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February 27, 2026New Normal at Sloppy Joe’s Bar
Wynn Tayor ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of Wynn Taylor at Rick's Bar Downstairs Stage. Located in the heart of Old Town Key West, this renowned musician brings…
Free
Nick Norman at Hank’s Hair of the Dog Saloon
Join musician Nick Norman at Hank's Hair of the Dog Saloon in Key West for an unforgettable evening of live music. With his captivating performances,…
Free
Jessie Cotton Stone at The Bull & Whistle Bar
Experience the captivating performance of Jessie Cotton Stone at The Bull & Whistle Bar, a lively venue on Key West’s Duval Street. Known for his…
Free
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage in Old Town Key West. Known for his dynamic musical style and…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
Barrett Thomas at Hank’s Hair of the Dog Saloon
Barrett Thomas, a captivating musician, brings his vibrant energy and soulful tunes to Hank's Hair of the Dog Saloon in Key West. Enjoy his engaging…
Free
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Catch the dynamic duo Pete & Larry, better known as Sloppy 2nds, at the iconic Sloppy Joe's Bar. With their infectious humor and lively performances,…
Free
JOE THE SHOW ~ Durty Harry’s Stage
Experience an unforgettable evening with Joe The Show at Durty Harry's Stage, located within Rick's Entertainment Complex in Key West. As a captivating musician, Joe…
Free
Turner Harrison at Tiki House Key West
Enjoy an unforgettable evening with Turner Harrison at Tiki House Key West. Known for his charismatic stage presence and soulful melodies, Turner blends rock, folk,…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, where the acclaimed magician dazzles with mind-blowing illusions and captivating performances. Nestled in Key…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar in Key West's Seaport. A master magician, Everhart captivates audiences with mesmerizing illusions and…
Free
Elle Haley ~ Rick’s Bar Downstairs Stage
Experience the captivating talents of musician Elle Haley at Rick's Bar Downstairs Stage, located in the vibrant Rick's Entertainment Complex in Old Town Key West.…
Free
Nick Brownell, Shane Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
Nick Brownell headlines an unforgettable night of live music at Hank's Hair of the Dog Saloon in Key West, supported by Shane Sanders and Haden…
Free
New Normal at Sloppy Joe’s Bar
Experience the electrifying performance of New Normal, a dynamic band from Bethlehem, PA, at Sloppy Joe's Bar. From 10:00 pm to 2:00 am, enjoy their…
Free
Saturday, February 28, 2026
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February 28, 2026 -Zack Seemiller ~ Rick’s Bar Downstairs Stage
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February 28, 2026 -Marjorie Lee at Hank’s Hair of the Dog Saloon
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February 28, 2026 -Eric Ripper at The Bull & Whistle Bar
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February 28, 2026 -Eric Ripper at Hank’s Hair of the Dog Saloon
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February 28, 2026 -Bradd Shadduck ~ Rick’s Bar Downstairs Stage
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February 28, 2026 -World Famous 801 Girls- 5pm Show
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February 28, 2026 -Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
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February 28, 2026 -Michael Corelto ~ Rick’s Bar Downstairs Stage
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February 28, 2026 -Aaron Hudgins and Sharese at Hank’s Hair of the Dog Saloon
Zack Seemiller ~ Rick’s Bar Downstairs Stage
Join musician Zack Seemiller at Rick's Bar Downstairs Stage in Old Town Key West. Known for his captivating performances, Zack delivers an electrifying mix of…
Free
Marjorie Lee at Hank’s Hair of the Dog Saloon
Marjorie Lee captivates audiences at Hank's Hair of the Dog Saloon in Key West with her dynamic performances. Known for her soulful melodies and engaging…
Free
Eric Ripper at The Bull & Whistle Bar
Experience the captivating sounds of musician Eric Ripper at The Bull & Whistle Bar, a lively venue in Key West’s Old Town. Known for his…
Free
Eric Ripper at Hank’s Hair of the Dog Saloon
Experience the dynamic performance of Eric Ripper at Hank's Hair of the Dog Saloon in Key West. Known for his captivating live music, Eric fills…
Free
Bradd Shadduck ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of Bradd Shadduck on the Downstairs Stage at Rick's Bar, nestled in Old Town Key West. As a talented musician, Bradd…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
Sanders and Haden Carpenter at Hank’s Hair of the Dog Saloon
Experience the captivating performance of Sanders and Haden Carpenter at Hank's Hair of the Dog Saloon. This talented duo brings an electrifying blend of tunes…
Free
Michael Corelto ~ Rick’s Bar Downstairs Stage
Delight in an electrifying performance by Michael Corelto at Rick's Bar Downstairs Stage in Old Town Key West. Known for his engaging live music, Michael…
Free
Aaron Hudgins and Sharese at Hank’s Hair of the Dog Saloon
Aaron Hudgins mesmerizes audiences at Hank's Hair of the Dog Saloon in Key West with his captivating performances. Known for his dynamic musical talent, Aaron…
Free
Sunday, March 1, 2026
No events on this day.