DJ Marty at Red Garter Saloon Stage
Experience the electrifying energy of DJ Marty at the Red Garter Saloon Stage. Known for his innovative music curation and seamless mixing skills, Marty captivates…
Free
74 events found.
Events for April 11, 2026
Ongoing
DJ Duke at Rick’s Bar Upstairs Stage
DJ Duke is a dynamic music producer renowned for his mesmerizing mixes and electrifying performances. Known for his ability to blend genres seamlessly, he captivates…
Free
Matthew Curry Band at Hog’s Breath Saloon
Experience the electrifying Matthew Curry Band at Hog's Breath Saloon. Fronted by virtuoso guitarist and singer Matthew Curry, this band offers a dynamic blend of…
Free
Durtbags at Durty Harry’s Stage
Experience the exhilarating live performances of The Durtbags, Key West's premier party rock band, at Durty Harry's Stage. Playing Thursday through Sunday at Rick's Entertainment…
Free
Karaoke at Bobby’s Monkey Bar
Karaoke at Bobby's Monkey Bar is a vibrant event featuring an exceptional entertainer who brings energy and excitement to the lively island atmosphere of Key…
DJ Sanaris at Tiki House Key West
DJ Sanaris brings an electrifying energy to Tiki House Key West. Known for creating fun and lively atmospheres, he has been a staple in the…
Free
Crownz at Sloppy Joe’s Bar
Crownz, a dynamic pop rock band from Tampa, FL, electrifies audiences with their vibrant sound at Sloppy Joe's Bar in Key West. Known for their…
Free
Tim Bradach at Irish Kevin’s Bar
Tim Bradach captivates audiences at Irish Kevin's Bar with his dynamic musical performances. Known for his energetic stage presence, he engages the crowd in an…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage for an unforgettable karaoke night. Known for his electrifying beats and seamless mixes, Jason transforms ordinary evenings…
Free
Alfonse at Two Friends Patio Restaurant
Alfonse captivates audiences at Two Friends Patio Restaurant with his vibrant musical performances. As a talented musician, he brings energy and passion into every note,…
Free
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max for a memorable daily party boat fishing adventure departing from A & B Marina in Key West's historic seaport. Experience lively…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Experience rejuvenation at Yoga on the Beach at Fort Zachary Taylor State Park. Immerse yourself in a serene atmosphere where yoga sessions led by a…
$20
52nd Annual ‘Round the Island Race
Experience the excitement of the 52nd Annual 'Round the Island Race in Key West on April 11, 2026. This thrilling event is highlighted by an…
Free
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga, set in the enchanting Key West Tropical Forest & Botanical Garden. Enhance your well-being under Monica's expert…
$20
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman captivates audiences at Sloppy Joe's Bar with his exceptional guitar skills and emotive performances. As a musician, composer, and singer-songwriter, he brings a…
Free
Spring Fling
Celebrate the Month of the Military Child at Spring Fling with captivating entertainment that takes center stage, set against the vibrant backdrop of Sunset Lounge…
Free
Aaron Blumer at Rams Head Southernmost
Aaron Blumer, a free-spirited musician, brings his adventurous and spontaneous spirit to Rams Head Southernmost. Known for his wanderlust and vibrant performances, Blumer draws audiences…
Free
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck captivates audiences at Irish Kevin’s Bar in Key West with his dynamic musical performances. Known for engaging the crowd, his lively shows are…
Free
Pet Fiesta – A Block Party for Pets & Their Humans!
Join the vibrant Pet Fiesta in Key West for a day of fun and community. Enjoy exciting pet parades, engaging contests, and captivating performances that…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience the vibrant nightlife atmosphere at Key West First Legal Rum Distillery in the Historic Seaport. Enjoy daily free tours, rum samples, and mojito-making classes.…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at Key West Legal Rum Distillery, where a charismatic entertainer guides you through the art of crafting the perfect mojito. Set…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Explore the vibrant marine life of the Florida Keys on the Glass Bottom Boat Cruise, departing from Fury Key West. This captivating experience promises unforgettable…
$69.95
Marjory Lee at Hank’s Hair of the Dog Saloon
Marjory Lee, a dynamic musician from Key West, captivates audiences at Hank's Hair of the Dog Saloon with her soulful voice and exceptional guitar skills.…
Free
Lance Taylor at Two Friends Patio Restaurant
Lance Taylor brings vibrant energy to Two Friends Patio Restaurant with his captivating musical performances. As a talented musician, Lance enhances the lively atmosphere of…
Free
Harley Ray at Hog’s Breath Saloon
Experience the soulful sounds of Harley Ray at Hog's Breath Saloon. A passionate and innovative songwriter, Harley's music resonates deeply, exuding authenticity and emotional depth.…
Free
Zack Seemiller at Rick’s Bar Downstairs Stage
Experience the dynamic talents of Zack Seemiller at Rick's Bar on the Downstairs Stage. A versatile musician and songwriter, Zack captivates audiences with his energetic…
Free
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating live performances of Brian Roberts at Sloppy Joe’s Bar in Key West. A talented singer/songwriter, Roberts enchants audiences with his soulful music…
Free
Nick Brownell at Schooner Wharf Bar
Nick Brownell, a talented Key West musician, brings his captivating live performances to the vibrant Schooner Wharf Bar. With a diverse setlist, he enchants audiences…
Free
Joe The Show at Tiki House Key West
Experience the vibrant energy of Joe The Show at Tiki House Key West. Known for his dynamic performances and boundless passion, JTS captivates audiences with…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the mesmerizing Glass Bottom Boat Cruise in Key West, featuring a captivating entertainer who brings the marine wonders to life. Depart from Fury Key…
$69.95
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for daily party boat fishing at A & B Marina in Key West's historic seaport. Enjoy the beautiful waterfront and lively atmosphere,…
$85.00
NY Pauly at Irish Kevin’s Bar
NY Pauly, a legendary performer at Irish Kevin's Bar in Key West, captivates audiences with his energetic and unforgettable shows. Seamlessly blending music and entertainment,…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience the ultimate aquatic adventure with Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports, Key West. Guided by skilled entertainers, explore…
$79.95
Andy Mauerman at The Alamo Key West
Andy Mauerman, performing at The Alamo Key West, is a musician who champions experiential living and personal growth through diverse adventures. His performances are a…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise from Key West with a stellar entertainer elevating the journey. Enjoy captivating commentary and lively performances as you…
$69.95
Jockey Jord at Two Friends Patio Restaurant
Experience the vibrant tunes of Jockey Jord at Two Friends Patio Restaurant, a beloved Key West venue since 1967. Known for his captivating performances, Jockey…
Free
Bradd Shadduck at Rick’s Bar Downstairs Stage
Experience the musical talent of Bradd Shadduck at Rick's Bar Downstairs Stage in Key West. Known for his captivating performances, Bradd brings an electrifying energy…
Free
Marjory Lee at Mac’s Place
Experience the soulful sounds of Marjory Lee at Mac's Place, a lively waterfront sports bar in Key West. Known for her mesmerizing voice and expert…
Free
Elle Haley at Tiki House Key West
Elle Haley captivates audiences at Tiki House Key West with her soulful performances. Based in the idyllic Florida Keys, she invites listeners into a musical…
Free
Adam Lufkin Duo at Hog’s Breath Saloon
Experience the captivating sounds of the Adam Lufkin Duo at Hog's Breath Saloon, where Adam Lufkin's unique blend of reggae, hip-hop, and rock comes alive.…
Free
World Famous 801 Girls- 5pm Show
Experience the dazzling World Famous 801 Girls at the 5pm show, where their charisma and flair take center stage. These talented drag performers bring high-energy…
Charlie Miller at Rams Head Southernmost
Charlie Miller captivates audiences as a vibrant musician and adventurous sailor, embodying the essence of a modern-day pirate and gypsy. Living the bohemian dream in…
Free
Kristen McNamara at Hank’s Hair of the Dog Saloon
Experience the captivating artistry of Kristen McNamara at Hank's Hair of the Dog Saloon. A soulful singer and evocative songwriter, Kristen draws inspiration from her…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the dynamic beats of Caribe of Key West at El Meson de Pepes on Mallory Square. This family-owned Cuban restaurant enchants with vibrant live…
Sunset Celebration at Mallory Square
Experience the vibrant energy of the Sunset Celebration at Mallory Square, where the famous cat man and other street performers captivate audiences against a stunning…
Free
Xperimento at Green Parrot Bar
Xperimento, a dynamic bilingual band from Miami, delivers an electrifying fusion of multicultural sounds at Green Parrot Bar. Known for their high-energy All-Star performances, they…
Free
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh, a dynamic musician from the Florida Keys, captivates audiences at Sloppy Joe's Bar with her vibrant performances. Known for her feel-good covers, mashups,…
Free
Bloom After Dark
Bloom After Dark features the vibrant sounds of Chris Price and friends, inviting you to an unforgettable evening of live music and community spirit. This…
Free
Joe The Show at Durty Harry’s Stage
Experience the vibrant energy of Joe The Show at Durty Harry's Stage in Key West. Joe The Show, affectionately known as JTS, captivates audiences with…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin is the heart and soul of Irish Kevin's Bar in Key West. Known for his charm and humor, this fun-loving entertainer captivates audiences…
Free
DJ Of Course Dave at The Retro Room
Experience the electrifying beats of DJ Of Course Dave at The Retro Room, where his infectious energy and eclectic mixes create an unforgettable atmosphere. Known…
Free
Kim Jand Band at Schooner Wharf Bar
Experience the dynamic performance of Kim Jade and her band at Schooner Wharf Bar. Known for her expressive guitar skills and captivating vocals, Kim infuses…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting performances of Frank Everhart at Schooner Wharf Bar. This legendary magician captivates audiences with his innovative tricks and mesmerizing storytelling. Known for…
Free
DJ Marty at Red Garter Saloon Stage
Experience the vibrant energy of DJ Marty at the Red Garter Saloon Stage, where his dynamic and innovative mixes captivate audiences. Known for his electrifying…
Free
Endless Summer with Howard Livingston and Friends
Dive into an unforgettable evening of tropical vibes at the Endless Summer with Howard Livingston and The Mile Marker 24 Band. Renowned for their energetic…
Free
Endless Summer with Howard Livingston and Friends
Join Key West's renowned Howard Livingston & The Mile Marker 24 Band for an unforgettable evening of Trop Rock at the Endless Summer event. This…
Free
Karaoke at Two Friends Patio
Experience vibrant island nightlife at Two Friends Patio with lively karaoke entertainment. Nestled near Mallory Square, this lively venue has been a Key West favorite…
Free
Ronnie & Gregory at La Te Da
Experience the captivating energy of Ronnie and Gregory at La Te Da in Key West. This dynamic duo brings their vibrant personalities and creative synergy…
Free
Tantra & The Key Rhyme Collective at The Alamo Key West
Experience the mystical energies of Tantra at The Alamo Key West, where the revered spiritual tradition intertwines with music by The Key Rhyme Collective. Tantra's…
Free
Thomas Barrett at Halo Rooftop Lounge Bar at The Saint
Thomas Barrett lights up the night at Halo Rooftop Lounge Bar, perched atop The Saint Hotel in Key West. Known for his captivating performances, Barrett…
Free
Michael Corleto at Rick’s Bar Downstairs Stage
Michael Corleto, a gifted singer-songwriter and multi-instrumentalist from Maine, captivates audiences at Rick's Bar Downstairs Stage with his heartfelt lyrics and rich melodies. His dynamic…
Free
DJ Chaka at Rick’s Bar Upstairs Stage
Experience the infectious energy of DJ Chaka at Rick's Bar Upstairs Stage. A vibrant Key West entrepreneur and cancer survivor, DJ Chaka brings his zest…
Free
Steve Rannazzisi at Comedy Key West
Experience a night of laughter with Steve Rannazzisi at Comedy Key West. Known for his role as Kevin MacArthur on The League, Rannazzisi brings his…
$35
Xperimento at Green Parrot Bar
Experience the electrifying sounds of Xperimento at Green Parrot Bar, an iconic venue in Key West. This dynamic bilingual band from Miami infuses multicultural and…
Free
Randy Roberts at La Te Da
Randy Roberts, a sensational performer at La Te Da, captivates audiences with his powerful live vocals and vibrant drag performances. Celebrated for his impersonations of…
$35
Sharese & Aaron at Hank’s Hair of the Dog Saloon
Sharese and Aaron captivate audiences at Hank's Hair of the Dog Saloon with their dynamic performance. Known for their vibrant personalities and adventurous spirit, this…
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, the band delivers dynamic…
Free
The Tiki Bombs at Tiki House Key West
The Tiki Bombs, a dynamic band renowned for their high-energy shows, captivate audiences with tropical-inspired tunes blended with modern rock elements. Their vibrant sound and…
Free
DurtBags at Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, the ultimate party rock band in Key West. Performing live every Thursday through Sunday at Durty Harry's Stage…
Free
Karaoke at Bobby’s Monkey Bar
Experience Karaoke at Bobby's Monkey Bar, where the spotlight shines on the captivating entertainer. With their dynamic presence and ability to engage the crowd, they…
Turning The Tide at Sloppy Joe’s Bar
Turning The Tide at Sloppy Joe's Bar features an inspiring performance by the renowned group Turning The Tide. Known for their captivating narratives on environmental…
Free
Tim Bradach at Irish Kevin’s Bar
Tim Bradach captivates audiences at Irish Kevin's Bar, delivering energetic performances that light up the lively atmosphere of this iconic Key West venue. As a…
Free
Xperimento at Green Parrot Bar
Catch Xperimento's electrifying performance at the Green Parrot Bar, where their dynamic fusion of multicultural sounds lights up the night. This Miami-based bilingual band brings…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Join DJ Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage. Known for his electrifying beats and seamless mixes, Jason transforms the stage…
Free