Experience serenity at Yoga on the Beach at Ft Zachary Taylor State Park in Key West. Enjoy sessions led by a renowned local yogi against…

Experience the serene practice of Aqua Yoga at Southernmost Beach Resort in Key West. Set amidst lush gardens and ocean views, this unique session is…

Lance Taylor enchants audiences at Two Friends Patio Restaurant with his captivating performances. Set against the vibrant backdrop of Key West's Duval Street, his live…

Experience Rolando Rojas at Sloppy Joe's Bar, where his vibrant, dynamic musical style takes center stage. Known for his emotive performances and innovative approach, Rojas…

Experience the magnetic energy of Bradd Shadduck at Irish Kevin's Bar, nestled in Key West's vibrant Old Town. Known for engaging live performances, Shadduck enchants…

Experience the soulful vocals and sharp songwriting of Nick Norman at Rams Head Southernmost. A South Carolina native now based in Key West, Nick delivers…

Jay Klein brings his multifaceted talent to the lively Schooner Wharf Bar in Key West. Known as a musician, entrepreneur, and tech enthusiast, his performances…

At Sloppy Joe's Bar, Tim Hollohan captivates audiences with his dynamic musical performances. Known for his engaging presence and talent, Hollohan delivers an unforgettable live…

At Hog's Breath Saloon, Zack Seemiller captivates audiences with his dynamic musical performances. A talented musician and songwriter, Zack combines his passion for music with…

Rick Fusco, a talented musician, captivates audiences at Two Friends Patio Restaurant in Key West. Known for his engaging performances, Fusco enchants diners with his…

Experience an unforgettable day at SUNSHINE Sandbar and Sunset. Enjoy serene waters and picturesque views aboard Salty Bottom Boats. The highlight is a private concert…

At Irish Kevin's Bar, Jeff Harris delivers unforgettable performances that seamlessly blend music and comedy. Known for his engaging presence and heartfelt lyrics, he captivates…

Experience the enigmatic Jon Hollywood at Tiki House Key West as he brings his charismatic presence and captivating storytelling to life. Known for blending humor…

Join Texas-born, Key West-based indie country singer-songwriter Cliff Cody at Mac's Place for an unforgettable performance. Known for his powerful voice and heartfelt storytelling, Cody…

Experience the electrifying energy of the Mike Stone Duo at Hog's Breath Saloon. Led by the talented Mike Stone, this dynamic musical group captivates audiences…

Experience the Sunset Celebration at Mallory Square, where the star attraction is the talented street performers. From the mesmerizing jugglers to the well-known cat man,…

Experience the vibrant rhythms of Caribe of Key West at El Meson de Pepes on Mallory Square. This family-owned gem enchants guests with its lively…

Experience the dazzling performances of the World Famous 801 Girls at their 5pm show in Key West's 801 Bourbon Bar. These talented drag queens captivate…

Experience Glow Hours on Hugh's View at The Studios of Key West, where captivating entertainers light up this iconic art center. Enjoy live performances amidst…

Experience the charismatic Tony Roberts at Rams Head Southernmost. Renowned for his work in Woody Allen films like Annie Hall, Tony blends his versatile talents…

Experience the captivating performance of CW Colt at Two Friends Patio Restaurant. A seasoned musician, CW Colt brings his unique sound to this vibrant Key…

Experience the dynamic energy of Pete & Larry's Sloppy 2nds at Sloppy Joe's Bar, a historic Key West venue. Known for their eclectic and humorous…

Barrett Thomas, a dynamic live musician and talented looper, captivates audiences at The Alamo Key West with his innovative performances. Based in Key West, his…

NY Pauly is a legendary performer at Irish Kevin's Bar in Key West, Florida. Known for his captivating and vibrant performances, he seamlessly blends music…

Join us for an unforgettable night at Charity Bingo at The Green Parrot in Key West. Experience the vibrant atmosphere of this historic dive bar,…

Experience the extraordinary talent of Joe The Show at Schooner Wharf Bar. Known for his tireless dedication and dynamic energy, JTS captivates audiences daily in…

Join the captivating jazz night at William Weech American Legion Post 168, Key West, featuring the remarkable musician Larry Smith. Experience his dynamic and soulful…

Immerse yourself in the nostalgic ambiance of The Retro Room during Magic The Gathering Night. Enjoy craft beers and a lively atmosphere as you engage…

Experience the soulful tunes of Elle Haley, a vibrant musician from the Florida Keys, at Halo Rooftop Lounge Bar. Her captivating performances transform evenings into…

Gregory James, a versatile entertainer and musician known for his talent in acting, modeling, and performing arts, captivates audiences at La Te Da. With skills…

Kari Wolf, a dynamic musician from Key West, captivates audiences with her soulful melodies and unique style at Tiki House Key West. Known for her…

Join the Ambitious Morning Runners at White Street Pier in Key West, a stunning oceanfront location famous for its breathtaking sunset views and peaceful ambiance.…

Join Yoga on the Beach at Fort Zachary Taylor State Park for a rejuvenating session that combines tranquility with stunning views. This event offers a…

Jonathan Williams captivates audiences at Two Friends Patio Restaurant with his engaging live performances. Known for his musical versatility, he creates an unforgettable atmosphere in…

Join Monica Haskell for Prime of Life Yoga, an enriching experience set against the serene backdrop of the Key West Tropical Forest & Botanical Garden.…

Zack Seemiller captivates audiences at Sloppy Joe's Bar with his dynamic performances, blending his talents as a musician and songwriter. Known for his engaging presence,…

Bradd Shadduck brings vibrant energy to Irish Kevin's Bar, captivating audiences with his dynamic performances. As a talented musician, he enhances the lively atmosphere of…

Ross Brown, a versatile musician from Key West, FL, captivates audiences with his dynamic performances at Rams Head Southernmost. Known for his adventurous spirit and…

Experience the dynamic performance of Caleb Tyler at Tiki House Key West, where he captivates audiences with his engaging music in the heart of Old…

Harley Ray captivates audiences at Hog's Breath Saloon with his passionate and innovative songwriting. Known for melodies that resonate personally, Ray's music exudes authenticity and…

Ross Brown, a charismatic musician, captivates audiences at Sloppy Joe's Bar with his eclectic performances. Embracing his title as a Spiritual Gangster, Brown infuses his…

Oren Polak, a versatile musician and band leader, enchants audiences at Schooner Wharf Bar with his unique sound and captivating performances. Known for his mission…

Experience the enchanting performance of musician Kitty Steadman at Two Friends Patio Restaurant. As a Key West favorite since 1967, the venue provides a vibrant…

Industry Night at The Retro Room features an exceptional entertainer that sets the stage for an unforgettable evening. Nestled in Old Town Key West, this…

Irish Kevin, a charismatic and humorous performer, brings infectious energy to Irish Kevin's Bar in Key West. With his genuine charm and captivating presence, he…

Experience the dynamic talent of Joe The Show at Tiki House Key West. Known for his tireless dedication and passion, JTS captivates audiences daily with…

Experience the enchanting melodies of Juno Smile at Mac's Place. This captivating duo brings a harmonious fusion of folk and acoustic rock to the vibrant…

Experience the captivating energy of the Mike Stone Duo at Hog's Breath Saloon. Led by the talented musician Mike Stone, the duo delivers dynamic performances…

Experience the vibrant atmosphere at El Meson de Pepes on Mallory Square, where Caribe of Key West brings lively performances that captivate audiences. Savor authentic…

Experience the Sunset Celebration at Mallory Square, where the captivating entertainer, the famous cat man, mesmerizes audiences with his unique feline performances. As the sun…

Experience the dazzling charisma of the World Famous 801 Girls at their 5pm show. These talented drag queens captivate audiences with their vibrant performances at…

Join us at Glow Hours on Hugh's View for an unforgettable night atop The Studios of Key West. Experience captivating performances by talented local artists,…

Elle Haley, a dynamic musician from the Florida Keys, brings her soulful tunes to life at Hank's Hair of the Dog Saloon. Known for her…

Experience the captivating performance of Zack Seemiller at Rams Head Southernmost. An accomplished musician and songwriter, Zack combines his passion for personal development with his…

Experience the captivating performance of Ericson Holt at Two Friends Patio Restaurant. Known for his soulful tunes and dynamic stage presence, Ericson enchants audiences with…

Experience the electrifying sounds of Jerico Rockabilly Duo at Sloppy Joe's Bar, where their dynamic rock 'n' roll performances captivate audiences. This talented duo revives…

At RockHouse Live Key West, Bo Fodor captivates audiences with his innovative artistic approach. Known for his storytelling and visual expression, Bo blends traditional techniques…

Experience the electrifying energy of the Happy Dog Band at The Alamo Key West. This improvisational jam band channels the psychedelic era with dynamic live…

Experience the legendary NY Pauly at Irish Kevin’s Bar in Key West. A captivating performer, NY Pauly seamlessly blends music and entertainment, making every show…

Experience the captivating performances of Gary Hempsey at Schooner Wharf Bar, an iconic waterfront venue in Key West. Known for his engaging musical talent, Gary…

Aaron Hudgins captivates the crowd at Tiki House Key West with his exceptional musical talent. As a seasoned musician, his performances blend seamlessly with the…

Join Comedy Key West's Open Mic Night for an evening bursting with laughter and creativity. This vibrant event welcomes budding comedians and seasoned performers alike…

Experience the soulful performances of Jack Wolf at the Halo Rooftop Lounge Bar at The Saint Hotel. Based in Key West, this talented singer-songwriter enchants…

Ronnie and Gregory captivate audiences at La Te Da with their vibrant personalities and dynamic performances. Their synergy blends creativity and practicality, creating engaging entertainment…

Randy Roberts dazzles audiences at La Te Da with his electrifying live performances, showcasing over three decades of talent. Renowned for his authentic vocals, Roberts…

Join celebrated instructor Sarah Martinez for Yoga on the Beach at Fort Zachary Taylor State Park in Key West. Experience a rejuvenating session surrounded by…

Experience tranquility and rejuvenation with Aqua Yoga at Southernmost Beach Resort. Set amidst lush gardens and ocean views, this session offers a unique blend of…

Experience the vibrant performance of Chris at Two Friends Patio Restaurant in Key West. Known for its lively atmosphere, this venue offers more than just…

Catch the dynamic performance of Tom Curtis Jr at Sloppy Joe's Bar, a Key West staple since 1933. Known for its vibrant atmosphere, the bar…

Barrett Thomas is a dynamic live musician and talented looper from Key West, FL, known for his innovative performances. Using skillful layering, he creates captivating…

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…

Andy Mauerman captivates audiences at Hog's Breath Saloon with his soulful performances, emphasizing the value of experiences over material possessions. As a passionate musician and…

John LaMere captivates audiences at Sloppy Joe's Bar with his heartfelt guitar strumming and soulful singing. A devoted family man, John brings his passion for…

Experience the musical artistry of Tony Baltimore at Schooner Wharf Bar in Key West. This talented singer/songwriter blends alternative roots-rock with captivating originality. Raised by…

Experience the soulful sounds of Sharese Nicole, a talented singer/songwriter with roots in Mississippi and Key West, performing at Tiki House Key West. Known for…

Experience the vibrant energy of Nashville Recording Artist Kirstie Kraus at the Celtic Conch during the Key West Songwriter Festival. Known for her unique blend…

Bradd Shadduck energizes the crowd at Irish Kevin’s Bar with his dynamic performances and engaging stage presence. As a talented musician, he brings the vibrant…

Experience the captivating tunes of CW Colt at Two Friends Patio Restaurant, a renowned Key West destination. CW Colt enchants audiences with his dynamic performances,…

Brooks Herring brings his dynamic musical talents to the lively atmosphere of Mac's Place, a waterfront sports bar in Key West. Known for captivating performances,…

Experience the electrifying energy of the Mike Stone Duo at Hog's Breath Saloon, where Mike Stone's exceptional talent as a guitarist and singer captivates audiences.…

Jess Meuse captivates audiences at the Key West Songwriters Festival with her soulful voice and magnetic stage presence. Known for her heartfelt lyrics and powerful…

At the Sunset Celebration at Mallory Square, entertainment steals the show with a dynamic lineup of street performers and the legendary cat man captivating audiences.…

Experience the enchanting entertainment at El Meson de Pepe's on Mallory Square, featuring the dynamic Caribe of Key West. This vibrant performance, set against the…

Experience the dazzling World Famous 801 Girls at the 5pm show, where these talented drag queens mesmerize audiences with their sensational performances. Located at 801…

Experience the vibrant energy of Jay Bangles at Tiki House Key West. As co-owner and talented musician, Jay captivates audiences with his lively performances, bringing…

Experience the captivating performance of John Sausser at Rams Head Southernmost. Known for his dynamic stage presence and musical prowess, John entertains audiences with a…

Doug South Band brings an electrifying energy to the Green Parrot Bar, captivating audiences with their dynamic performances. Known for their unique sound and engaging…

Experience the electrifying energy of Mojito, a standout band performing at Sloppy Joe's Bar in Key West. Known for their engaging live performances, Mojito complements…

Experience the captivating sounds of Happy Dog Band at The Alamo Key West. This improvisational jam band revives the spirit of the psychedelic era, inviting…

Irish Kevin, the charismatic entertainer at Irish Kevin's Bar, captivates audiences with his humor and charm. Known for his laid-back and genuine spirit, Kevin effortlessly…

Jeffrey Steele & The Brummies bring dynamic live performances to Sunset Pier, creating an unforgettable experience with their engaging music and captivating stage presence. Renowned…

Join the fun at Kaya Island Eats in Key West for an unforgettable line dancing experience. With a vibrant Caribbean atmosphere, this local gem offers…

Experience the captivating performance of Ericson Holt at Two Friends Patio Restaurant in Key West. Known for his soulful and dynamic style, Ericson delivers an…

Experience a nostalgic evening at The Retro Room's Arts & Drafts event in Old Town Key West. Delight in captivating performances by talented local entertainers…

Jefff Clark, a budding music artist, brings his evolving talent to Schooner Wharf Bar, an iconic waterfront venue in Key West. Known for his creativity…

Experience the mesmerizing magic of Frank Everhart at Schooner Wharf Bar, where his legendary and innovative tricks captivate audiences. Renowned for his storytelling and spellbinding…

Experience the captivating talent of Zach Lovering at the Halo Rooftop Lounge Bar at The Saint. Known for his vibrant performances and soulful melodies, Zach…

Jay Bangles enchants audiences at Tiki House Key West with his energetic performances, blending vibrant music with the bar's lively atmosphere. As co-owner and talented…

Ronnie and Gregory bring a captivating energy to La Te Da with their dynamic performances. Known for their vibrant personalities and seamless synergy, this duo…

Experience the Doug South Band at the Green Parrot Bar, where Doug South's captivating performance takes center stage in Key West's iconic dive bar. Known…

Experience the Songwriters Festival at The Alamo Key West, where talented entertainers take center stage in a lively outdoor venue. Enjoy live performances while savoring…

Experience the electrifying performance of the Doug South Band at the iconic Green Parrot Bar. Known for their dynamic sound and engaging stage presence, the…

Join the Ambitious Morning Runners at White Street Pier in Key West, where you can start your day with invigorating runs and breathtaking oceanfront views.…

Enjoy a rejuvenating Yoga on the Beach session at Fort Zachary Taylor in Key West. This historic location offers a unique blend of Civil War…

Experience the vibrant sounds of musician Alfonse at Two Friends Patio Restaurant in Key West. Enjoy his captivating performances amidst a lively atmosphere, where fresh…

Join Monica Haskell for Prime of Life Yoga at the breathtaking Key West Tropical Forest & Botanical Garden. Monica, renowned for her transformative yoga sessions,…

Joe The Show, affectionately known as JTS, electrifies audiences at Sloppy Joe's Bar with his dynamic energy and exceptional talent. As a dedicated musician and…

Mylo O'Maolain captivates audiences at Irish Kevin's Bar with his dynamic performances. Known for his engaging stage presence and musical talent, Mylo transforms the lively…

Robert Douglas captivates audiences at Rams Head Southernmost with his dynamic performances. Known for his versatility and engaging stage presence, Douglas delivers an unforgettable musical…

Experience the engaging performance of Country Connected at Tiki House Key West, where dynamic global collaboration meets live music. Immerse yourself in an evening of…

Dan Harvey captivates audiences at Hog's Breath Saloon with his versatile musical talent. Whether performing solo, as a duo, or with a full band, his…

Ross Brown, a versatile musician from Key West, enchants audiences at Schooner Wharf Bar with his dynamic performances. Infusing his passion for kiteboarding, sailing, and…

Tim Hollohan fills Sloppy Joe's Bar with infectious energy and dynamic performances, captivating the audience in Key West's iconic venue. Known for his engaging stage…

Experience the vibrant Southernmost Beach Resort Beach Bash, featuring dynamic performances by talented artists like Caleb Lathrop, Pistol Pearl, and Sam Blasko. Set against the…

Experience the captivating talents of Caleb Hogan as he embodies Jimmy Buffett in A Pirate Looks Back at Comedy Key West. This lunch theater tribute…

Every week, the Truman Waterfront Farmers Market in Key West buzzes with excitement as visitors enjoy lively performances from talented entertainers. Set against the stunning…

Join the Shanty Hounds at Two Friends Patio Restaurant for an unforgettable musical experience. This inventive acoustic duo, featuring Dani Hoy and Key West Chris…

Experience the soulful melodies of Just George at The Alamo Key West. A passionate musician based in Florida's paradise, he captivates audiences with heartfelt acoustic…

Irish Kevin, a beloved entertainer at Irish Kevin's Bar in Key West, captivates audiences with his charm and humor. Known for his genuine spirit, he…

Experience Smash Farm at Tiki House Key West, where entertainment meets sustainability. Smash Farm offers dynamic agricultural experiences with interactive exhibits and hands-on activities. Engage…

Experience the enchanting sounds of Elle Haley as she graces the stage at Hank's Hair of the Dog Saloon in Key West. Known for her…

Experience the electrifying energy of the Mike Stone Duo at Hog's Breath Saloon. Led by talented musician Mike Stone, this dynamic duo captivates audiences with…