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
67 events found.
Events for April 12, 2026
Ongoing
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
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
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
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max for a daily party boat fishing adventure at A & B Marina in Key West. While the marina offers excellent boating…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Experience serenity with Yoga on the Beach at Fort Zachary Taylor State Park. Set against the backdrop of historical Civil War armaments and breathtaking sunsets,…
$20
Chris at Two Friends Patio Restaurant
Experience the vibrant atmosphere at Two Friends Patio Restaurant with Chris, a charismatic entertainer delivering captivating live music performances. Nestled in the lively setting of…
Free
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman electrifies Sloppy Joe's Bar with his dynamic performances. A talented musician, guitarist, and singer-songwriter, Izzy captivates audiences with his soulful melodies and engaging…
Free
Key West Artisan Market at Higgs Beach
At the Key West Artisan Market at Higgs Beach, visitors can enjoy the vibrant atmosphere of local artisans showcasing their crafts while being entertained by…
Marjory Lee at Rams Head Southernmost
Experience the soulful sounds of Marjory Lee at Rams Head Southernmost. A talented musician from Key West, Marjory enchants audiences with her emotive voice and…
Free
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck electrifies the stage at Irish Kevin's Bar with his engaging performances and dynamic musical talent. Known for captivating audiences in the heart of…
Free
Distillery Tour – Key West Legal Rum Distillery
Explore the captivating Key West Legal Rum Distillery located in the Historic Seaport, offering an engaging atmosphere with daily free tours and tastings. Delight in…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at the Key West Legal Rum Distillery, where a talented entertainer guides you through the art of crafting the perfect mojito.…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West for a captivating evening of ocean exploration. Highlighting a talented entertainer, the cruise combines marine beauty…
$69.95
Rick Fusco at Two Friends Patio Restaurant
Rick Fusco captivates audiences at Two Friends Patio Restaurant with his engaging musical performances. Known for his dynamic stage presence and versatile repertoire, Fusco enhances…
Free
Aaron Blumer at Hog’s Breath Saloon
Aaron Blumer graces Hog's Breath Saloon with an unforgettable performance, embodying the spirit of a freewheeling wanderer. His music, as diverse and adventurous as his…
Free
Harley Ray at Rick’s Downstairs Stage
Experience the soulful artistry of Harley Ray at Rick's Downstairs Stage. Known for his authentic songwriting and emotional depth, Harley crafts melodies that resonate personally…
Free
Gold Pool Parties
Gold Pool Parties at Island House feature dazzling entertainment, turning each event into a vibrant celebration. With golden pool boys, cups, and decorations, the atmosphere…
Free
Sid The Bayou Kid at Sloppy Joe’s Bar
Sid The Bayou Kid, a charismatic storyteller from the Louisiana bayou, enchants audiences at Sloppy Joe's Bar with his vibrant tales and blues harmonica melodies.…
Free
Mylo O’Maolain at Schooner Wharf Bar
Mylo O'Maolain shines at Schooner Wharf Bar, where his vibrant performances and unique blend of Irish traditions with contemporary flair mesmerize audiences. This charismatic Irish-born…
Free
Jess and Jill at Green Parrot Bar
Jess and Jill captivate audiences at the iconic Green Parrot Bar in Key West. Known for their vibrant performances, they add lively energy to the…
Free
Farm Open House
Join us at the Farm Open House at the Monroe County Sheriff's Office Animal Farm in Key West. Enjoy an entertaining day with captivating performances…
Sid Ordoyne at Hank’s Hair of the Dog Saloon
Sid Ordoyne captivates audiences at Hank's Hair of the Dog Saloon with his engaging performances and musical prowess. His dynamic sets and charismatic stage presence…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West for an unforgettable journey with spectacular views of marine life. The highlight of the cruise is…
$69.95
Tim Bradach at Irish Kevin’s Bar
Tim Bradach energizes the crowd at Irish Kevin’s Bar in Old Town Key West with his dynamic performances. Known for engaging the audience, Tim captivates…
Free
Aaron Hudgins at Tiki House Key West
Aaron Hudgins captivates audiences at Tiki House Key West with his dynamic musical performances. Known for his engaging style and versatility, he enhances the vibrant,…
Free
Jess and Jill at Green Parrot Bar
Jess and Jill light up the stage at Green Parrot Bar in Key West, captivating audiences with their dynamic performances. This iconic dive bar, steeped…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience an unforgettable aquatic adventure with Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports in Key West. Dive into vibrant coral…
$79.95
Tea Dance at La Te Da
Immerse yourself in the lively atmosphere of La Te Da's Tea Dance in Key West, where talented drag impersonator Randy Roberts steals the show. Known…
Free
Dave Minninberg at Mac’s Place
Dave Minninberg will captivate audiences with his dynamic performance at Mac's Place, a lively waterfront sports bar in Key West. Known for his engaging presence,…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West and enjoy the mesmerizing views of the ocean beneath you, all while being entertained by talented…
$69.95
Trenton Chandler at Rick’s Bar Downstairs Stage
Trenton Chandler, a talented country musician from Shallowater, Texas, graces Rick's Bar Downstairs Stage in Key West. Influenced by the timeless sounds of Buddy Holly…
Free
801 Karaoke – Hosted by Jeff
Join Jeff for a lively karaoke night at 801 Bourbon Bar, nestled in the heart of Old Town Key West. This vibrant venue, known for…
Free
Adam Lufkin Duo at Hog’s Breath Saloon
The Adam Lufkin Duo, led by the dynamic vision of Adam Lufkin, captivates audiences with their unique blend of reggae, hip-hop, and rock. Performing live…
Free
World Famous 801 Girls- 5pm Show
Experience the captivating World Famous 801 Girls in their dazzling 5pm show at 801 Bourbon Bar. Nestled in Old Town Key West, these iconic drag…
QMitch Drag Queen Bingo at 22&Co
Join the fabulous QMitch for an unforgettable night of Drag Queen Bingo at 22&Co in Old Town Key West. Known for captivating performances and sparkling…
Free
Sunday Jazz at the Gardens
Experience the enchanting Sunday Jazz at the Gardens, where the lush tropical setting of The Gardens Hotel comes alive with the soulful melodies of talented…
Free
Jay Klein at Hank’s Hair of the Dog Saloon
Jay Klein, a dynamic musician and tech enthusiast, captivates audiences at Hank's Hair of the Dog Saloon in Key West. Known for his innovative performances,…
Free
Rick Fusco at Rams Head Southernmost
Experience the captivating musical talent of Rick Fusco at Rams Head Southernmost. As a seasoned musician, Rick mesmerizes audiences with his dynamic performances in this…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Enjoy a captivating performance by Caribe of Key West at El Meson de Pepes on Mallory Square. Delight in the vibrant ambiance and live Cuban…
Sunset Celebration at Mallory Square
At the Sunset Celebration at Mallory Square, witness mesmerizing performances by talented entertainers like the iconic cat man. As jugglers and street performers captivate audiences,…
Free
Shanty Hounds at Two Friends Patio Restaurant
Join the Shanty Hounds at Two Friends Patio Restaurant for an entertaining evening with the talented acoustic duo of Dani Hoy and Key West Chris…
Free
Xperimento Soundcheck Set at Green Parrot Bar
Experience the dynamic rhythms and vibrant energy of Xperimento at the iconic Green Parrot Bar in Key West. This talented ensemble brings their unique fusion…
Free
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Experience the dynamic creativity of Pete & Larry Sloppy 2nds at Sloppy Joe's Bar, Key West's historic live music venue. Known for their eclectic style,…
Free
Jerome & Wynn at The Alamo Key West
Experience the innovative musical synergy of Jerome & Wynn at The Alamo Key West. This dynamic duo captivates audiences with their creative collaboration and unique…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak, a dynamic and versatile musician, captivates audiences at Irish Kevin's Bar in Key West with his engaging performances. Known for his unique sound…
Free
80s & 90s Trivia Night
Join us at The Retro Room for 80s & 90s Trivia Night, where our charismatic entertainer will guide you through a nostalgic journey of fun…
Free
Jesse & Jillian at Schooner Wharf Bar
Experience the dynamic sounds of Jess & Jill, the award-winning duo known as The Happy Dog, at Schooner Wharf Bar. Renowned for their captivating music…
Free
DJ Marty at Red Garter Saloon Stage
DJ Marty, known for his electrifying performances and seamless mixing skills, takes center stage at Red Garter Saloon. With his dynamic energy and innovative approach…
Free
Andy Mauerman at Halo Rooftop Lounge Bar at The Saint
Andy Mauerman captivates audiences at Halo Rooftop Lounge Bar with his unique approach to experiential living and music. A passionate advocate for valuing experiences over…
Free
Ronnie Lovely at La Te Da
Experience the enchanting performances of Ronnie Lovely at La Te Da in Key West. As a talented musician, Ronnie captivates audiences with a dynamic presence…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting art of Frank Everhart at Schooner Wharf Bar. This legendary magician captivates audiences with his innovative tricks and storytelling, blending classic illusions…
Free
Elle Haley at Tiki House Key West
Elle Haley, a vibrant musician from the idyllic Florida Keys, captivates audiences with her soulful tunes at Tiki House Key West. Known for her engaging…
Free
Aaron Hudgins at Rick’s Bar Downstairs Stage
Aaron Hudgins captivates audiences at Rick's Bar Downstairs Stage in Key West with his dynamic musical performances. As a talented musician, he brings an electrifying…
Free
DJ Kori at Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Kori at Rick's Bar Upstairs Stage. Renowned for transforming events into unforgettable celebrations, DJ Kori boasts an extensive music…
Free
Durtbags at Durty Harry’s Stage
Experience the electrifying energy of The Durtbags at Durty Harry's Stage in Key West. As the ultimate party rock band, they deliver unforgettable performances every…
Free
Pierce August at Hank’s Hair of the Dog Saloon
Pierce August captivates audiences at Hank's Hair of the Dog Saloon in Key West's Old Town with his dynamic live performances. Known for his soulful…
Free
Matthew Curry Band at Hog’s Breath Saloon
The Matthew Curry Band delivers electrifying performances at Hog's Breath Saloon, showcasing Matthew Curry's exceptional guitar skills and emotive vocals. Known for their dynamic blend…
Free
Karaoke at Bobby’s Monkey Bar
Experience a lively island atmosphere at Bobby's Monkey Bar in Key West's Old Town, where karaoke nights shine with vibrant entertainment. The charismatic performers create…
Mylo O’Maolain at Irish Kevin’s Bar
Mylo O’Maolain captivates audiences at Irish Kevin’s Bar with his vibrant performances in the heart of Old Town Key West. Delivering lively music that perfectly…
Free
Turning The Tide at Sloppy Joe’s Bar
Turning The Tide at Sloppy Joe's Bar features an inspiring performance by Turning The Tide, focusing on resilience and determination. Their narrative weaves themes of…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage for an electrifying karaoke night. Known for his dynamic style and ability to energize crowds, Jason seamlessly…
Free