DJ Todd at Red Garter Saloon Stage
Experience the electrifying energy of DJ Todd at the Red Garter Saloon Stage. Known for his innovative mixes and dynamic performances, DJ Todd captivates audiences…
Free
60 events found.
Events for April 8, 2026
Ongoing
DJ Duke at Rick’s Bar Upstairs Stage
Experience the electrifying energy of DJ Duke at Rick's Bar Upstairs Stage. Renowned for his mesmerizing mixes and innovative soundscapes, DJ Duke captivates audiences with…
Free
LUVBOM at Durty Harry’s Stage
Experience the electrifying talent of LUVBOM as he takes the stage at Durty Harry's in Key West. Known for his dynamic performances, this captivating vocalist,…
Free
Matthew Curry Band at Hog’s Breath Saloon
Experience the sensational Matthew Curry Band at Hog's Breath Saloon, where virtuoso guitarist and singer Matthew Curry leads an electrifying performance. Blending blues, rock, and…
Free
Karaoke at Bobby’s Monkey Bar
Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, where the island atmosphere comes alive with dynamic karaoke hosted by charismatic…
Crownz at Sloppy Joe’s Bar
Crownz, a lively pop rock band from Tampa, is set to electrify the stage at Sloppy Joe's Bar in Key West. Renowned for their energetic…
Free
Riptide Riot at Irish Kevin’s Bar
Riptide Riot, a dynamic power duo from Key West, electrifies audiences at Irish Kevin's Bar. With Jim Simonian on drums and vocals and Tim Bradach…
Free
Karaoke w/ Jorge at Rick’s Bar Downstairs Stage
Join DJ Jorge at Rick's Bar Downstairs Stage for an electrifying karaoke night in Key West. Known for his dynamic beats and vibrant performances, Jorge…
Free
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max daily party boat fishing adventure at A & B Marina in Key West's historic seaport. Enjoy a vibrant atmosphere with live…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Experience tranquility and rejuvenation at Yoga on the Beach at Fort Zachary Taylor State Park. Enhance your wellness journey amid stunning sunset views and a…
$20
Aqua Yoga at Southernmost Beach Resort
Experience the serene art of Aqua Yoga at Southernmost Beach Resort, a luxurious escape nestled on Duval Street's quiet end. Enjoy the calming ocean views…
$20
Chris Thomas at Sloppy Joe’s Bar
Chris Thomas lights up Sloppy Joe's Bar with his vibrant energy and captivating performances. A skilled musician and singer from the Florida Keys, Chris excels…
Free
Dean Dunleavy at Rams Head Southernmost
Dean Dunleavy, performing at Rams Head Southernmost, brings his dynamic presence and strategic vision to the vibrant open-air venue. Known for his leadership and innovation,…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak, a dynamic and engaging musician, captivates audiences at Irish Kevin's Bar in Key West. With a mission of Music for Everyone, Everywhere, his…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience the vibrant nightlife atmosphere at Key West First Legal Rum Distillery. Enjoy free daily tours and tastings in this historic seaport location, once a…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at Key West Legal Rum Distillery with a minimum of four people for an unforgettable experience. Enjoy lively entertainment as expert…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the Glass Bottom Boat Cruise in Key West, where a charming entertainer guides you through the vibrant marine life visible beneath your feet. With…
$69.95
Wednesday Filet Day at Mary Ellen’s
Enjoy a vibrant evening at Mary Ellen's in Old Town Key West with Wednesday Filet Day. While savoring gourmet grilled cheese and craft beers, let…
Free
Michael Corleto at Rick’s Bar Downstairs Stage
Michael Corleto, a gifted singer-songwriter and multi-instrumentalist from Maine, takes the stage at Rick's Bar Downstairs Stage. Known for his heartfelt lyrics and rich melodies,…
Free
Andy Mauerman at Hog’s Breath Saloon
Andy Mauerman is a dynamic musician who brings his philosophy of experiential living to his performances at Hog's Breath Saloon. Passionate about creating meaningful connections,…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere captivates audiences at Sloppy Joe's Bar in Key West with his soulful guitar playing and heartfelt vocals. As a passionate musician, he brings…
Free
Tony Baltimore at Schooner Wharf Bar
Experience the captivating talent of Tony Baltimore at Schooner Wharf Bar, a vibrant waterfront venue in Key West. Known for his genre-bending alternative roots-rock, Baltimore…
Free
Nolan Driscoll at Hank’s Hair of the Dog Saloon
Nolan Driscoll captivates audiences at Hank's Hair of the Dog Saloon with his engaging performances. Known for his dynamic sound and charisma, Nolan creates unforgettable…
Free
Sharese Nicole at Tiki House Key West
Experience the captivating talent of Sharese Nicole at Tiki House Key West. This singer/songwriter, deeply connected to Mississippi and Key West, embodies the mantra Just…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise in Key West where the stars of the show are the vibrant marine life visible through the crystal-clear…
$69.95
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck electrifies the stage at Irish Kevin's Bar with his dynamic musical performances. Known for engaging the crowd, he brings high energy and captivating…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join Sunset Watersports in Key West's Historic Seaport for an unforgettable adventure. Although details about the entertainer are sparse, the experienced staff ensures a thrilling…
$79.95
Harley Ray at Rick’s Bar Downstairs Stage
Harley Ray, an innovative songwriter gracing Rick's Bar Downstairs Stage, captivates audiences with melodies and lyrics that resonate deeply. Known for authentic and emotionally rich…
Free
Nick Norman at Mac’s Place
Experience the soulful sounds of singer-songwriter Nick Norman at Mac's Place in Key West. A South Carolina native, Nick captivates with his rich vocals and…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join us for the Glass Bottom Boat Cruise in Key West, a unique journey showcasing the magical underwater world. Delight in live entertainment that enhances…
$69.95
Adam Lufkin Duo at Hog’s Breath Saloon
Experience the dynamic sounds of the Adam Lufkin Duo at Hog's Breath Saloon. Featuring LuFFKiD's unique blend of reggae, hip-hop, and rock, the duo offers…
Free
Cliff Cody at Hank’s Hair of the Dog Saloon
Cliff Cody, a Texas-born indie country singer/songwriter based in Key West, captivates audiences with his powerful voice and relatable lyrics. Known for blending classic country…
Free
Jay Bangles at Tiki House Key West
Experience the captivating performances of Jay Bangles at Tiki House Key West. As a co-owner and talented musician, Jay infuses vibrant energy into this cozy…
Free
John Sausser at Rams Head Southernmost
John Sausser captivates audiences at Rams Head Southernmost with his dynamic live performances. Known for engaging shows and musical talent, Sausser creates an unforgettable experience…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the rhythmic allure of Caribe of Key West at El Meson de Pepes on Mallory Square. This family-owned treasure enchants with its Cuban-Conch heritage,…
Sunset Celebration at Mallory Square
Experience the vibrant Sunset Celebration at Mallory Square in Key West, where entertainers steal the show. Every evening, enjoy captivating performances from skilled jugglers and…
Free
Bearly Dead at Green Parrot Bar
Bearly Dead brings their vibrant live music to the iconic Green Parrot Bar in Key West. Known for their energetic performances, the band captivates audiences…
Free
Mojito at Sloppy Joe’s Bar
Experience the electrifying performance of the band Mojito at Sloppy Joe's Bar, a historic Key West venue since 1933. Nestled at 201 Duval Street, this…
Free
Happy Dog at The Alamo Key West
Happy Dog Band brings the energy of the psychedelic era to The Alamo Key West with their improvisational jam sessions. Known for dynamic live performances,…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin is a charismatic and entertaining presence at Irish Kevin's Bar in Key West. Known for his humor and genuine spirit, he effortlessly captivates…
Free
Line Dancing at Kaya Island Eats
Join the vibrant scene at Kaya Island Eats for an unforgettable line dancing experience. While details on the entertainer are sparse, expect lively tunes and…
Free
Arts & Drafts at The Retro Room
Experience a lively evening at Arts & Drafts in The Retro Room, where the spotlight shines on a captivating entertainer who brings energy and excitement…
Free
Andrew B. at Rick’s Bar Downstairs Stage
Andrew Burleson, a captivating musician known for his melodic tunes and witty dad jokes, takes the stage at Rick's Bar Downstairs Stage. His friendly demeanor…
Free
Jefff Clark at Schooner Wharf Bar
Jefff Clark, a rising music artist, enthralls audiences at Schooner Wharf Bar with his innovative soundscapes and engaging performances. Known for his captivating presence and…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the Magic of Frank Everhart at Schooner Wharf Bar, where this legendary magician will enchant you with his mesmerizing performances. Known for his innovative…
Free
DJ Todd at Red Garter Saloon Stage
Experience the electric energy of DJ Todd at the Red Garter Saloon Stage. Known for his eclectic mixes and captivating performances, DJ Todd masterfully blends…
Free
Jay Bangles at Tiki House Key West
Experience the vibrant performances of Jay Bangles at Tiki House Key West. As co-owner and talented musician, Jay brings an unforgettable charm to this lively…
Free
Ronnie & Gregory at La Te Da
Ronnie and Gregory are a captivating duo performing at La Te Da in Key West. Known for their vibrant personalities and complementary skills, they create…
Free
Zach Lovering at Halo Rooftop Lounge Bar at The Saint
Zach Lovering electrifies the Halo Rooftop Lounge Bar at The Saint Hotel with his captivating performances and soulful melodies. A vibrant local musician from the…
Free
DJ Duke at Rick’s Bar Upstairs Stage
DJ Duke, a dynamic and innovative music producer, brings his mesmerizing mixes to Rick's Bar Upstairs Stage. Known for electrifying performances and a keen ear…
Free
Bearly Dead at Green Parrot Bar
Bearly Dead brings their unique musical talent to the famed Green Parrot Bar in Key West. Known for their lively performances, Bearly Dead infuses the…
Free
Steve Rannazzisi at Comedy Key West
Steve Rannazzisi, acclaimed actor and comedian, takes the stage at Comedy Key West, promising an unforgettable night of laughter. Best known for his role on…
$35
Crank Sinatra at Durty Harry’s Stage
Experience the vibrant energy of Krank Sinatra at Durty Harry's Stage in Key West. As a versatile musician and engaging performer, he captivates audiences with…
Free
Pierce August at Hank’s Hair of the Dog Saloon
Pierce August electrifies the stage at Hank's Hair of the Dog Saloon, delivering an unforgettable performance in Key West's vibrant Old Town. Known for his…
Free
Matthew Curry Band at Hog’s Breath Saloon
Experience the electrifying Matthew Curry Band at Hog's Breath Saloon in Key West. Fronted by virtuoso guitarist and singer Matthew Curry, this blues-rock ensemble captivates…
Free
Karaoke at Bobby’s Monkey Bar
Join the lively atmosphere at Bobby's Monkey Bar in Key West's Old Town, where the spotlight shines on vibrant karaoke entertainers. Every night, talented performers…
Crownz at Sloppy Joe’s Bar
Crownz, the electrifying pop rock band from Tampa, FL, lights up Sloppy Joe's Bar with their dynamic sound and energetic performances. Known for blending catchy…
Free
Tim Bradach at Irish Kevin’s Bar
Tim Bradach captivates audiences at Irish Kevin's Bar with his dynamic musical performances. As a talented musician, he brings energy and excitement to the lively…
Free
Bearly Dead at Green Parrot Bar
Experience the electrifying performance of Bearly Dead at the renowned Green Parrot Bar in Key West's Old Town. This historic dive bar, famous for its…
Free
Karaoke w/ Davis at Rick’s Bar Downstairs Stage
Join DJ Davis for an electrifying karaoke night at Rick's Bar Downstairs Stage. Known for his dynamic style and ability to captivate any audience, Davis…
Free