DJ Todd at Red Garter Saloon Stage
Experience the electrifying beats of DJ Todd at the Red Garter Saloon Stage. Known for his innovative and dynamic performances, DJ Todd captivates audiences with…
Free
60 events found.
Events for April 15, 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 dynamic mixes and vibrant performances, DJ Duke captivates audiences with…
Free
Homegrown at Hog’s Breath Saloon
Experience the vibrant sounds of Homegrown at Hog's Breath Saloon, a dynamic country band from Key West, Florida. With heartfelt lyrics and captivating melodies, they…
Free
Karaoke at Bobby’s Monkey Bar
Enjoy a vibrant evening at Bobby's Monkey Bar, nestled in Key West's Old Town. This lively venue offers karaoke nightly, featuring charismatic entertainers who engage…
Tim Bradach at Irish Kevin’s Bar
Tim Bradach captivates audiences at Irish Kevin’s Bar with his energetic performances and musical talent. Known for engaging the crowd, Tim creates an unforgettable night…
Free
Turning The Tide at Sloppy Joe’s Bar
Experience the remarkable journey of Turning The Tide at Sloppy Joe's Bar. This event showcases the entertainer's narrative mastery as they explore themes of resilience…
Free
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max daily party boat fishing excursion at A & B Marina in Key West's historic seaport. While the details of the entertainer…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Join an invigorating Yoga on the Beach session at Fort Zachary Taylor State Park in Key West. Led by renowned instructors, this experience combines the…
$20
Aqua Yoga at Southernmost Beach Resort
Experience the serene Aqua Yoga session at Southernmost Beach Resort, led by an exceptional instructor who brings a harmonious blend of relaxation and fitness to…
$20
Alfonse at Two Friends Patio Restaurant
Alfonse brings vibrant energy to Two Friends Patio Restaurant with his captivating live performances. As a talented musician, he enhances the island dining experience with…
Free
Zack Seemiller at Sloppy Joe’s Bar
At Sloppy Joe's Bar, Zack Seemiller captivates audiences with his dynamic musical performances. Known for his motivational speaking and songwriting talent, Zack infuses his shows…
Free
Barrett Thomas at Rams Head Southernmost
Barrett Thomas is a dynamic live musician and talented looper from Key West, known for his innovative performances. With skillful sound layering, Barrett creates captivating…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak captivates audiences at Irish Kevin's Bar with his versatile music and charismatic stage presence. Known for delivering Music for Everyone, Everywhere, his performances…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at Key West First Legal Rum Distillery, where a charismatic entertainer will guide you through a lively mojito-making experience. Delight in…
$75.00
Distillery Tour – Key West Legal Rum Distillery
Explore the Key West First Legal Rum Distillery, nestled in the Historic Seaport. Delight in daily tours and rum samples while embracing vibrant nightlife vibes.…
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 beneath the sea. While soaking in vibrant marine life through crystal-clear waters,…
$69.95
Wednesday Filet Day at Mary Ellen’s
Join the lively atmosphere at Mary Ellen's in Old Town Key West for Wednesday Filet Day. Enjoy classic American comfort food, including mouthwatering gourmet grilled…
Free
Michael Corleto at Rick’s Bar Downstairs Stage
Michael Corleto, a gifted singer-songwriter and multi-instrumentalist from Maine, captivates audiences with his heartfelt lyrics and rich melodies at Rick's Bar Downstairs Stage. His dynamic…
Free
Andy Mauerman at Hog’s Breath Saloon
Andy Mauerman, a musician dedicated to experiential living, brings his passion for meaningful connections to Hog's Breath Saloon. Emphasizing personal growth through music, Andy's performances…
Free
Andy Westcott at Sloppy Joe's Bar
Andy Westcott, a talented musician from Key West, enchants audiences at Sloppy Joe's Bar with his unique sound and captivating performances. Gaining a loyal following,…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore is a dynamic singer-songwriter known for his genre-bending alternative roots-rock sound. Born to Italian immigrant parents in Maryland, he brings a strong work…
Free
Victoria Leigh at Tiki House Key West
Experience the dynamic performances of Victoria Leigh at the Tiki House Key West. This talented Florida Keys musician captivates audiences with her feel-good covers, innovative…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
The Glass Bottom Boat Cruise in Key West offers a unique marine adventure, enhanced by a captivating entertainer who brings the vibrant sea life into…
$69.95
Bradd Shadduck at Irish Kevin’s Bar
Experience lively entertainment at Irish Kevin's Bar as Bradd Shadduck takes the stage. Known for his engaging performances, Bradd captivates audiences with his musical talent…
Free
Jonthan Williams at Two Friends Patio Restaurant
Jonathan Williams brings vibrant energy and exceptional musical talent to Two Friends Patio Restaurant. As a celebrated musician, his performances enhance the lively ambiance of…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience an unforgettable adventure with Sunset Watersports' Reef Snorkeling, Dolphin Watch Eco Tour, and Sunset Cruise in Key West. Guided by knowledgeable and engaging staff,…
$79.95
Harley Ray at Rick's Bar Downstairs Stage
Experience the captivating performance of Harley Ray at Rick's Bar Downstairs Stage. An innovative songwriter, Ray delivers genuine melodies and lyrics that resonate deeply with…
Free
Sewing: New Sewing Era with Suely Moura
Join the New Sewing Era with acclaimed designer and instructor Suely Moura. Over four weeks, Suely will guide you in revitalizing old clothes and crafting…
Free
Nick Norman at Mac’s Place
Experience the soulful vocals and sharp songwriting of Nick Norman at Mac's Place. Hailing from South Carolina and based in Key West, Nick blends humor…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise in Key West for an unforgettable maritime adventure. While the vibrant marine life and crystal-clear waters captivate, it's…
$69.95
Telephone Tag at Hog's Breath Saloon
Experience the entertaining antics of Telephone Tag at Hog's Breath Saloon. This innovative act brings humor to the stage with a playful communication challenge, capturing…
Free
World Famous 801 Girls- 5pm Show
Experience the captivating talent of the World Famous 801 Girls during their 5 pm show at 801 Bourbon Bar in Key West. Renowned for their…
Jay Bangles at Tiki House Key West
Experience the vibrant energy of Jay Bangles at Tiki House Key West, where his captivating performances elevate the lively atmosphere. As co-owner and talented musician,…
Free
John Sausser at Rams Head Southernmost
John Sausser captivates audiences at Rams Head Southernmost with his dynamic performances. As a standout entertainer, he delivers an unforgettable live music experience, drawing in…
Free
Sunset Celebration at Mallory Square
At Mallory Square's Sunset Celebration, experience captivating performances by diverse entertainers, including the renowned cat man, who mesmerizes audiences with his feline acrobatics. This vibrant…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant performance of Caribe of Key West at El Meson de Pepes on Mallory Square. This lively Cuban restaurant offers captivating live music,…
Mojito at Sloppy Joe’s Bar
Experience the electrifying Mojito band at Sloppy Joe's Bar, a historic Key West icon since 1933. Nestled in the heart of Old Town, this vibrant…
Free
Live music series
Join Beth Hataway and Johnny Veres of Electric Blue Yonder for an enchanting live music series aboard the Schooner Hindu. This talented duo, now Key…
Free
Live music series
Join Beth Hataway and Johnny Veres of Electric Blue Yonder for an enchanting night of live music with the Live Music Series at Schooner Hindu.…
Free
Happy Dog at The Alamo Key West
Experience the energetic Happy Dog Band at The Alamo Key West. This improvisational jam band captures the essence of the psychedelic era, delivering dynamic live…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin brings his charm and humor to Irish Kevin's Bar in Key West, captivating audiences with his laid-back, fun-loving style. Known for his genuine…
Free
Line Dancing at Kaya Island Eats
Enjoy an evening of line dancing at Kaya Island Eats, where the talented entertainer sets the mood with energetic tunes. Nestled in Key West, this…
Free
Ericson Holt at Two Friends Patio Restaurant
Experience the soulful performance of musician Ericson Holt at Two Friends Patio Restaurant. Renowned for his captivating style, Holt brings his dynamic musical talent to…
Free
Arts & Drafts at The Retro Room
Arts & Drafts at The Retro Room offers an unforgettable evening in Old Town Key West. Enjoy the lively atmosphere and a creative showcase presented…
Free
Andrew B. at Rick’s Bar Downstairs Stage
Experience the charismatic Andrew Burleson at Rick's Bar Downstairs Stage. Known for his engaging melodies and witty dad jokes, Andrew captivates the audience with his…
Free
Jefff Clark at Schooner Wharf Bar
Experience the captivating performance of Jefff Clark at Schooner Wharf Bar, a rising talent in the music industry known for his innovative soundscapes and engaging…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at Schooner Wharf Bar, where the legendary magician enchants audiences with his innovative illusions and captivating storytelling. Everhart's…
Free
DJ Todd at Red Garter Saloon Stage
Experience the electrifying talents of DJ Todd at the Red Garter Saloon Stage. Known for his innovative mixes and dynamic performances, DJ Todd captivates audiences…
Free
Jay Bangles at Tiki House Key West
Visit Tiki House Key West for an unforgettable night with co-owner and musician Jay Bangles. Renowned for his vibrant performances, Jay's unique charm and musical…
Free
Ronnie & Gregory at La Te Da
Experience the captivating performances of Ronnie and Gregory at La Te Da, Key West's iconic cabaret venue. Known for their dynamic chemistry and vibrant personalities,…
Free
Uke Night w/ Special Guest Jefff Clark! at Green Parrot Bar
Join us at the Green Parrot Bar for Uke Night featuring special guest Jefff Clark. Immerse yourself in an unforgettable evening as Jefff Clark brings…
Free
Zach Lovering at Halo Rooftop Lounge Bar at The Saint
Zach Lovering, a vibrant local musician from the Florida Keys, captivates audiences at Halo Rooftop Lounge Bar in The Saint Hotel. His soulful melodies and…
Free
DJ Duke at Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage. Renowned for his dynamic and innovative music production, DJ Duke captivates global audiences…
Free
Amos Gill at Comedy Key West
Join us at Comedy Key West for an unforgettable night with Amos Gill, one of Australia's top comedians. Renowned for his sharp wit and engaging…
$35
Crank Sinatra at Durty Harry’s Stage
Experience the electrifying energy of Krank Sinatra, a multi-talented musician in Key West, at Durty Harry's Stage. Known for his dynamic performances, Krank Sinatra captivates…
Free
Homegrown at Hog’s Breath Saloon
Experience the vibrant sounds of Homegrown at Hog's Breath Saloon, a dynamic country band from Key West, Florida. With heartfelt lyrics and captivating melodies, they…
Free
Karaoke at Bobby’s Monkey Bar
Enjoy an unforgettable evening at Bobby's Monkey Bar, where the charismatic karaoke host steals the show. With their energetic presence, they turn every night into…
Tim Bradach at Irish Kevin’s Bar
Tim Bradach captivates audiences at Irish Kevin's Bar with his engaging performances. Known for his dynamic presence, he seamlessly blends a variety of musical genres,…
Free
Turning The Tide at Sloppy Joe’s Bar
Experience the captivating narrative of Turning The Tide at Sloppy Joe's Bar in Key West. This inspiring storyteller takes you on a transformative journey of…
Free
Karaoke w/ Davis at Rick’s Bar Downstairs Stage
Join the electrifying DJ Davis for an unforgettable night of karaoke at Rick's Bar Downstairs Stage. Known for his eclectic mix and infectious energy, Davis…
Free