WOOF Week 2026!
Experience the excitement of WOOF Week 2026 in Key West, featuring sizzling daytime and nighttime parties. The highlight of the event is electrifying performances by…
Free
68 events found.
Events for April 24, 2026
Ongoing
DJ Marty at Red Garter Saloon Stage
DJ Marty is a dynamic and innovative music curator renowned for his electrifying performances at the Red Garter Saloon Stage. His seamless mixing skills and…
Free
DJ Chaka at Rick’s Bar Upstairs Stage
Experience the electric energy of DJ Chaka at Rick's Bar Upstairs Stage. A dynamic entrepreneur and cancer survivor, DJ Chaka infuses every performance with passion…
Free
Durtbags at Durty Harry’s Stage
Catch The Durtbags live at Durty Harry's Stage, where they deliver the ultimate party experience in Key West. As the town's biggest party/rock band, their…
Free
Alex Anthony Band at Hog’s Breath Saloon
Experience an unforgettable night with the Alex Anthony Band at Hog's Breath Saloon in Key West. Renowned for reinventing the modern cover band experience, the…
Free
Karaoke with Foss at RockHouse Live
Join Foss for an unforgettable karaoke night at RockHouse Live, Key West. Known for his electrifying presence and talent, Foss elevates the evening with engaging…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant nightlife at Bobby's Monkey Bar in Old Town Key West, where the standout entertainer takes the stage for an unforgettable karaoke experience.…
Radio Hero at Sloppy Joe’s Bar
Experience the electrifying energy of Radio Hero at Sloppy Joe's Bar. Known for their explosive and edgy party rock, this dynamic band captivates audiences with…
Free
Riptide Riot at Irish Kevin’s Bar
Riptide Riot is a dynamic power duo from Key West performing at Irish Kevin's Bar. Comprised of Jim Simonian on drums and vocals and Tim…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage for an exhilarating night of karaoke. Known for his electrifying beats and seamless mixes, Jason effortlessly transforms…
Free
Yoga on the Beach – Smather’s Beach
Join a rejuvenating Yoga on the Beach session at Smather's Beach with renowned instructor Maya Soleil. Embrace the serene surroundings of Key West's palm-lined shores…
$20
Early Bird Clean Up Mallory Square hosted by Ocean Key Resort & Spa
Join the Early Bird Clean Up at Mallory Square, hosted by Ocean Key Resort & Spa. After tidying up, immerse yourself in Mallory Square's vibrant…
Free
MALLORY SQUARE CLEAN UP
Join the Mallory Square Clean Up event for a unique experience combining community service with vibrant entertainment. Enjoy the lively atmosphere of this iconic Key…
Free
Yoga on the Beach – Ft Zachary Taylor
Join a rejuvenating Yoga on the Beach at Fort Zachary Taylor in Key West. As you stretch and unwind, be captivated by the scenic beauty…
$20
Ericson Holt at Two Friends Patio Restaurant
Experience the electrifying performance of musician Ericson Holt at Two Friends Patio Restaurant in Key West. Known for his soulful sound, Ericson captivates audiences with…
Free
Collette Campbell at Sloppy Joe’s Bar
Collette Campbell, a talented singer-songwriter from Key West, enchants audiences at Sloppy Joe's Bar. Originally from Long Island, her diverse musical theatre background shines as…
Free
LEGENDS OF KEY WEST & The CONCH REPUBLIC Old Town Walking Tour
Join Magic Frank and Josh on the Legends of Key West & The Conch Republic Old Town Walking Tour. These engaging storytellers bring to life…
Free
Story Time at the Key West Library
Experience the enchanting world of stories with renowned storyteller, captivating audiences of all ages at the Key West Library. Nestled in Old Town, this engaging…
Free
Andy Westcott at Rams Head Southernmost
Andy Westcott, a talented Key West musician, delivers captivating performances at Rams Head Southernmost. With a highly anticipated album set for release in April 2024,…
Free
Jr/Sr Field Day!
Join us for Jr/Sr Field Day on Friday, April 24th, at Key West High School. The event promises to be unforgettable, with thrilling activities and…
Free
Jeff Harris at Irish Kevin’s Bar
Jeff Harris, a dynamic American artist, brings his compelling blend of music and comedy to Irish Kevin's Bar. Known for his captivating performances and heartfelt…
Free
Elle Haley at Hog’s Breath Saloon
Elle Haley, a vibrant musician from the Florida Keys, captivates audiences at Hog's Breath Saloon with her soulful performances. Known for her engaging presence, she…
Free
Wynn Taylor at Rick’s Bar Downstairs Stage
Wynn Taylor, a singer-songwriter from Lexington, Kentucky, now enchants audiences in Key West, Florida. A proud U.S. Army veteran, Wynn captivates with his soulful, roots-based…
Free
Brian Roberts at Sloppy Joe’s Bar
Brian Roberts, a talented singer/songwriter, captivates audiences with his engaging live performances at Sloppy Joe's Bar in Key West. Known for his dynamic presence and…
Free
Tony Baltimore at Schooner Wharf Bar
Experience the musical artistry of Tony Baltimore at Schooner Wharf Bar in Key West. This talented singer/songwriter blends alternative roots-rock with captivating originality. Raised by…
Free
A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West
Experience the captivating talents of Caleb Hogan as he embodies Jimmy Buffett in A Pirate Looks Back at Comedy Key West. This lunch theater tribute…
$28
Rick Fusco at Two Friends Patio Restaurant
Rick Fusco captivates audiences at Two Friends Patio Restaurant with his exceptional musical talent. Known for his engaging performances, Rick brings vibrant energy to the…
Free
Stephanie Ryann at Tiki House Key West
Experience the soulful sounds of Stephanie Ryann live at Tiki House Key West. Known for her heartfelt lyrics and captivating performances, this talented country music…
Free
Mylo O’Maolain at Irish Kevin’s Bar
At Irish Kevin's Bar, Mylo O’Maolain captivates audiences with his energetic performances and engaging personality. His vibrant blend of traditional Irish tunes and contemporary hits…
Free
Zac Kellum at Mac’s Place
Zac Kellum brings his musical talents to Mac's Place, a lively waterfront sports bar in Key West. Known for creating an engaging atmosphere, Zac's performances…
Free
Joe the Show at Rick’s Bar Downstairs Stage
Experience the dynamic energy of Joe The Show at Rick's Bar Downstairs Stage in Key West. Known for his exceptional talent and tireless work ethic,…
Free
Joel Nelson at Two Friends Patio Restaurant
Joel Nelson brings his musical talents to Two Friends Patio Restaurant, captivating diners with his dynamic performances. His engaging presence and versatile repertoire enhance the…
Free
Ross Brown Duo at Hog’s Breath Saloon
Experience the vibrant and dynamic performance of the Ross Brown Duo at Hog's Breath Saloon in Key West. Known for his versatility and adventurous spirit,…
Free
World Famous 801 Girls- 5pm Show
Experience the dazzling World Famous 801 Girls at their 5pm show, where their charismatic performances light up the stage. Set in the lively 801 Bourbon…
Happy Dog at The Alamo Key West
Experience the Happy Dog Band at The Alamo Key West, where their electrifying improvisational jam sessions revive the psychedelic era's essence. This dynamic band engages…
Free
Wynn Taylor at Rams Head Southernmost
Wynn Taylor, a soulful singer-songwriter from Lexington now based in Key West, enchants audiences at Rams Head Southernmost with his roots-based music. A proud U.S.…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant rhythms of Caribe of Key West at El Meson de Pepes on Mallory Square. This talented entertainer brings the essence of Cuban…
Sunset Celebration at Mallory Square
Experience the enchanting Sunset Celebration at Mallory Square, a Key West hotspot where entertainment meets breathtaking ocean views. Be mesmerized by talented street performers, including…
Free
Tim Palmieri & Friends at Green Parrot Bar
Tim Palmieri takes the stage with his friends at the iconic Green Parrot Bar in Key West. Known for his dynamic guitar skills and vibrant…
Free
Burning Bridges at Sloppy Joe’s Bar
Catch the electrifying performance of Burning Bridges at Sloppy Joe's Bar, where this high-energy variety band from Upstate SC delivers dynamic shows that span every…
Free
2026 MCS Supper Club Fundraiser @ First Flight
Join us on April 24th at the 2026 MCS Supper Club Fundraiser at First Flight for a magical evening featuring live entertainment by special guest…
Free
2026 MCS Supper Club Fundraiser @ First Flight
Join the 2026 MCS Supper Club Fundraiser on April 24th at First Flight, showcasing captivating live entertainment alongside a delightful dinner menu. Hosted by the…
Free
Cash Bingo at William Weech American Legion Post 168
Experience the thrill of Cash Bingo at William Weech American Legion Post 168 in Key West. Enjoy this engaging bingo game with an intuitive interface,…
Free
Turner Harrison at Tiki House Key West
Turner Harrison, a multifaceted musician and artist, takes the stage at Tiki House Key West. Known for his captivating performances and innovative designs, Turner blends…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly, a legendary performer at Irish Kevin's Bar in Key West, Florida, captivates audiences with his vibrant and unforgettable shows. Seamlessly blending music and…
Free
Injustice Tournament at The Retro Room
Join the Injustice Tournament at The Retro Room, where nostalgia meets excitement. This event, set in a vibrant café and game room, promises a thrilling…
Free
43rd Annual Reenactment of the Great Sea Battle of the Conch Republic
Experience the 43rd Annual Reenactment of the Great Sea Battle of the Conch Republic, where vibrant entertainment takes center stage at Mallory Square. Enjoy live…
Free
43rd Annual Conch Republic Independence Naval Parade
The 43rd Annual Conch Republic Independence Naval Parade in Key West Harbor features not only a hilarious harbor battle but also vibrant entertainment. Enjoy performances…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the Magic of Frank Everhart at Schooner Wharf Bar, where the legendary magician enchants audiences with his innovative tricks and captivating storytelling. Known for…
Free
Williams Brothers Band at Schooner Wharf Bar
Experience the captivating sounds of the Williams Brothers Band at the lively Schooner Wharf Bar. Immerse yourself in their dynamic live performance amidst the charming…
Free
DJ Marty at Red Garter Saloon Stage
DJ Marty, a vibrant and innovative music curator, transforms the Red Garter Saloon Stage at Rick's Entertainment Complex into an electrifying experience with his seamless…
Free
Kristen McNamara at La Te Da
Kristen McNamara is a talented artist captivating audiences at La Te Da in Key West with her soulful singing and evocative songwriting. Embracing a gypsy…
Free
Karaoke at Two Friends Patio
Join the lively atmosphere at Two Friends Patio, where the real star is the charismatic karaoke host. Enjoy an unforgettable night of entertainment as the…
Free
Kari Wolf at Halo Rooftop Lounge Bar at The Saint
Kari Wolf, a vibrant musician from Key West, captivates audiences with her soulful melodies and unique style. Experience her enchanting performance at the Halo Rooftop…
Free
Elle Haley at Rick’s Bar Downstairs Stage
Elle Haley captivates audiences with her soulful performances at Rick's Bar Downstairs Stage in Key West. As a vibrant musician from the Florida Keys, her…
Free
DJ Duke at Rick’s Bar Upstairs Stage
DJ Duke is a dynamic music producer celebrated for his mesmerizing mixes and electrifying performances. Known for blending genres with a keen ear and vibrant…
Free
Tony V at Comedy Key West
Experience the comedic genius of Tony V at Comedy Key West. Crowned Funniest Person in Massachusetts, Tony has graced HBO, Comedy Central, and more. Known…
$35
Motown Soul City DisFunkshunals at William Weech American Legion Post 168
Experience the electrifying performance of Motown Soul City DisFunkshunals at the William Weech American Legion Post 168. Renowned for their infectious energy, this dynamic group…
Free
Neil Young Tribute at The Alamo Key West
Experience an unforgettable evening at The Alamo Key West with a captivating Neil Young Tribute performance. Renowned for their energetic and soulful renditions, the tribute…
Free
Tim Palmieri & Friends at Green Parrot Bar
Experience an unforgettable night with Tim Palmieri and Friends at the legendary Green Parrot Bar in Key West. Renowned for his incredible guitar skills and…
Free
Follow The Rabbit… (9PM)
Follow The Rabbit offers a captivating night of entertainment at Key West Theater's Back Stage Listening Room. Our talented crew will enchant you with a…
Free
42nd Annual Schooner Wharf Great Sea Battle Surrender Ceremony & Victory Party
Join the 42nd Annual Schooner Wharf Great Sea Battle Surrender Ceremony & Victory Party at the lively Schooner Wharf Bar. Enjoy an electrifying atmosphere with…
Free
Alex Anthony Band at Hog’s Breath Saloon
Experience the electrifying performance of the Alex Anthony Band at Hog's Breath Saloon. Known for reinventing the modern cover band scene, Alex Anthony captivates audiences…
Free
Karaoke at Bobby’s Monkey Bar
Experience lively karaoke nights at Bobby's Monkey Bar in Key West's Old Town. Although specific entertainer details are not available, the vibrant island atmosphere and…
Mike Stack & DLew at Tiki House Key West
Mike Stack and DLew form a dynamic duo known for their innovative synergy at Tiki House Key West. Mike’s strategic insight combines seamlessly with DLew’s…
Free
Radio Hero at Sloppy Joe’s Bar
Experience the electrifying energy of Radio Hero at Sloppy Joe's Bar, a legendary Key West venue. Renowned for their dynamic sound and bold stage presence,…
Free
Riptide Riot at Irish Kevin’s Bar
Riptide Riot, a dynamic power duo from Key West, captivates audiences at Irish Kevin's Bar with their electrifying, all-request rock show. Featuring Jim Simonian on…
Free
Tim Palmieri & Friends at Green Parrot Bar
Tim Palmieri, a renowned guitarist known for his dynamic performances and improvisational skill, takes the stage at Green Parrot Bar with his friends. This iconic…
Free