DJ Marty ~ Red Garter Saloon Stage
DJ Marty is a dynamic music curator renowned for his electrifying performances on the Red Garter Saloon Stage. His seamless mixing skills and passion for…
Free
48 events found.
Events for June 12, 2026
Ongoing
DJ Chaka ~ Rick’s Bar Upstairs Stage
DJ Chaka is a dynamic Key West figure and vibrant DJ, known for his infectious energy and zest for life. As a resilient cancer survivor…
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, the band captivates with a dynamic blend…
Free
DurtBags ~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags at Durty Harry's Stage in Rick's Entertainment Complex, Key West. Renowned as the biggest party rock band in…
Free
Karaoke with Foss at RockHouse Live
Join Foss for an electrifying night of karaoke at RockHouse Live in Key West. Known for his dynamic stage presence, Foss elevates the karaoke experience,…
Free
Karaoke at Bobby’s Monkey Bar
Enjoy electrifying evenings with top-notch entertainers at Bobby's Monkey Bar's karaoke nights. Nestled in Key West's Old Town, the bar boasts a lively island atmosphere…
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh, a dynamic musician from the Florida Keys, electrifies audiences at Sloppy Joe's Bar with her feel-good covers, innovative mashups, and original songs. Performing…
Free
Riptide Riot at Irish Kevin’s Bar
Experience the exhilarating energy of Riptide Riot, a powerful duo based in Key West, at Irish Kevin's Bar. With Jim Simonian on drums and vocals…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Experience an unforgettable night at Rick's Bar Downstairs Stage with DJ Jason at the helm. Known for his electrifying beats and seamless mixes, DJ Jason…
Free
Yoga on the Beach – Smather’s Beach
Join an invigorating Yoga on the Beach session at Smathers Beach in Key West. Led by an experienced instructor, you'll find peace and tranquility amidst…
$20
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
Join us for a serene yoga session guided by an inspiring instructor at the picturesque Fort Zachary Taylor State Park in Key West. Amidst historic…
$20
Rolando Rojas at Sloppy Joe’s Bar
Rolando Rojas brings a burst of captivating energy to Sloppy Joe's Bar, blending vibrant colors with dynamic forms in his performances. Known for exploring themes…
Free
Story Time at the Key West Library
Experience a captivating Story Time at the Key West Library, led by a talented and engaging entertainer who brings tales to life with dynamic storytelling…
Free
Jeff Harris at Irish Kevin’s Bar
Jeff Harris, a dynamic American artist, entertains audiences at Irish Kevin's Bar with his unique blend of music and comedy. As a singer, songwriter, and…
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
Elle Haley at Hog’s Breath Saloon
Elle Haley, a dynamic musician from the Florida Keys, enchants audiences at Hog's Breath Saloon with her soulful performances. Known for her captivating tunes, Elle…
Free
Wynn Taylor ~ Rick’s Bar Downstairs Stage
Wynn Taylor, a talented singer-songwriter and U.S. Army veteran, brings his soulful roots music to Rick's Bar Downstairs Stage in Key West. Originally from Lexington,…
Free
Tim Hollohan at Sloppy Joe’s Bar
Experience the captivating performances of musician Tim Hollohan at Sloppy Joe's Bar, a historic Key West venue. Known for his engaging stage presence and musical…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore, a dynamic singer/songwriter, captivates audiences at Schooner Wharf Bar with his genre-bending alternative roots-rock sound. Hailing from Maryland and shaped by his Italian…
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
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for a thrilling daily party boat fishing adventure at A & B Marina in Key West's historic seaport. While enjoying the vibrant…
$85.00
Mylo O’Maolain at Irish Kevin’s Bar
At Irish Kevin's Bar, Mylo O'Maolain enlivens the stage with his dynamic and soul-stirring performances. An Irish-born entertainer, Mylo blends traditional Irish music with a…
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
Andy Westcott at Old Sailor Bar
Andy Westcott, a talented musician from Key West, is set to enchant audiences at the Old Sailor Bar. Known for his unique sound and captivating…
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
Royal South at Hog’s Breath Saloon
Experience an unforgettable night with the talented band Royal South at Hog's Breath Saloon in Key West. Known for their captivating performances, Royal South brings…
Free
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the incredible talent of Joe The Show, the dedicated musician known for his dynamic energy and passion, at Rick's Bar Downstairs Stage. Performing daily…
Free
World Famous 801 Girls- 5pm Show
Experience the dazzling performances of the World Famous 801 Girls at their 5pm Show. These talented drag queens captivate audiences at the vibrant 801 Bourbon…
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant energy of Caribe of Key West at El Meson de Pepe's on Mallory Square. This talented entertainer brings the authentic sounds of…
Sunset Celebration at Mallory Square
Experience the vibrant Sunset Celebration at Mallory Square, where entertainers captivate audiences with their unique artistry. Watch the famous cat man and jugglers perform amidst…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly is a legendary performer at Irish Kevin's Bar in Key West, renowned for his captivating shows that blend music and entertainment effortlessly. His…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting magic of Frank Everhart at Schooner Wharf Bar, where his legendary performances captivate audiences with innovative tricks and mesmerizing storytelling. Renowned for…
Free
Jesse Lee at Old Sailor Bar
Jesse Lee Jr, an emerging musician from New Jersey now based in Key West, captivates audiences at the Old Sailor Bar. With a passion for…
Free
Adrienne Z Band at Schooner Wharf Bar
Experience the enchanting musical talents of Adrienne Z Band at Schooner Wharf Bar in Key West. Known for her captivating voice and magnetic performances, Adrienne…
Free
DJ Marty ~ Red Garter Saloon Stage
DJ Marty, a dynamic and innovative music curator, takes the stage at the Red Garter Saloon in Rick's Entertainment Complex, Key West. Renowned for his…
Free
Karaoke at Two Friends Patio
Join the lively Karaoke at Two Friends Patio, where talented entertainers light up the open-air venue with energetic performances. Located near Mallory Square, this Key…
Free
Elle Haley ~ Rick’s Bar Downstairs Stage
Elle Haley, a talented musician from the Florida Keys, graces Rick's Bar Downstairs Stage with her captivating performances. Known for her soulful melodies, she creates…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience the electrifying talent of DJ Duke on the Upstairs Stage at Rick's Bar. Renowned for his mesmerizing mixes and vibrant stage presence, DJ Duke…
Free
Matthew Curry Band at Hog’s Breath Saloon
The Matthew Curry Band, led by virtuoso guitarist and singer Matthew Curry, delivers electrifying performances at Hog's Breath Saloon. Known for their dynamic stage presence,…
Free
DurtBags ~ Durty Harry’s Stage
Experience the infectious energy of The Durtbags, Key West's premier party rock band, at Durty Harry's Stage. Bringing the heat every Thursday through Sunday at…
Free
Karaoke at Bobby’s Monkey Bar
Experience unforgettable evenings at Bobby's Monkey Bar in Key West, where a dynamic entertainer leads karaoke nights, transforming the lively island atmosphere into a vibrant…
Mayday By Midnight at Sloppy Joe’s Bar
Experience the electrifying performance of Mayday By Midnight at Sloppy Joe's Bar, a historic Key West hotspot since 1933. As the dynamic band takes the…
Free
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Experience the dynamic energy of Pete & Larry Sloppy 2nds at Sloppy Joe's Bar. This talented duo captivates audiences with their eclectic style and humor-infused…
Free
Riptide Riot at Irish Kevin’s Bar
Experience the high-energy performance of Riptide Riot, a dynamic power duo captivating audiences at Irish Kevin's Bar in Key West. Jim Simonian and Tim Bradach…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Experience an unforgettable night at Rick's Bar Downstairs Stage with DJ Jason, a dynamic music maestro renowned for his electrifying beats and seamless mixes. Known…
Free