Join renowned yoga instructor for a rejuvenating session at Fort Zachary Taylor State Park in Key West. Experience the perfect blend of relaxation and history,…

Experience Aqua Yoga at Southernmost Beach Resort, a luxurious island escape. Although specific entertainer details are sparse, join this serene session in a setting of…

Experience the captivating performance of Tom Curtis Jr. at Sloppy Joe's Bar, where his dynamic musical talent fills the historic venue with energy and charm.…

Zack Seemiller brings his dynamic musical talent to Hog's Breath Saloon in Key West. An accomplished musician and songwriter, Zack captivates audiences with his engaging…

Jay Klein captivates audiences at Schooner Wharf Bar with his dynamic performances. As a musician and innovator, Klein brings a unique blend of talent and…

Tim Hollohan brings dynamic energy to Sloppy Joe's Bar, a historic Key West venue known for its lively atmosphere and vibrant entertainment. As a talented…

Experience the enchanting performance of Webb Dillard at Rick's Bar Downstairs Stage. Known for his vibrant TikiBar Nation movement, Webb captivates audiences with his evocative…

Jay Whipple captivates audiences at the Old Sailor Bar, enchanting guests with his vibrant performances on the Old Sailor Stage. Known for his engaging entertainment…

Experience the soulful acoustic performances of Just George at Rick's Bar Downstairs Stage in Key West. As a passionate musician, Just George delivers heartfelt melodies…

Experience the captivating performance of the Dan Harvey Duo at Hog's Breath Saloon in Key West. Known for their versatility and unique blend of live…

Experience the vibrant energy of Caribe of Key West at El Meson de Pepe's on Mallory Square. Renowned for delivering exhilarating live performances, Caribe brings…

Experience the lively atmosphere at Mallory Square's Sunset Celebration, a must-visit Key West attraction. Be captivated by talented street performers, including the renowned cat man,…

Experience the dazzling talent of the World Famous 801 Girls during their 5pm show at 801 Bourbon Bar in Key West's Old Town. This vibrant…

Join the Full Moon Lighted Bike Ride at the picturesque White Street Pier in Key West. Enjoy an enchanting evening with live performances by talented…

Join Charity Bingo at The Green Parrot in Key West, where an incredible entertainer awaits to elevate your evening. Experience the magic of this iconic…

Experience the magnetic charm of Joe The Show at Schooner Wharf Bar in Key West. Known for his relentless dedication and vibrant performances, Joe captivates…

Charlie Miller is a captivating musician and adventurous sailor exuding the essence of a modern-day pirate and gypsy. With a bohemian spirit, he navigates Key…

Ken Fairbrother brings his musical talents to the Old Sailor Bar, captivating audiences with his dynamic performances. In the heart of Key West, his music…

Tom Curtis Jr fills the Old Sailor Bar with captivating energy, enchanting audiences with his lively performances. His music, echoing the spirit of maritime adventure,…

Experience the electrifying performance of the 3HG Band at Sloppy Joe's Bar, renowned for captivating audiences with their dynamic live music. As a highlight of…

Join the Ambitious Morning Runners at White Street Pier in Key West, where spectacular sunrise views set the stage for an invigorating experience. Although the…

Join Yoga on the Beach at Fort Zachary Taylor State Park in Key West, where the serene surroundings enhance your experience. Practice yoga amidst the…

Join Monica Haskell for Prime of Life Yoga, an invigorating experience set amidst the serene beauty of Key West Tropical Forest & Botanical Garden. Monica,…

Jeff Clark, a rising music artist, captivates audiences at Sloppy Joe's Bar with his dynamic performances. Known for his compelling soundscapes and engaging visuals, Jeff's…

Harley Ray captivates audiences at Hog's Breath Saloon with his emotive songwriting and heartfelt performances. Known for his innovative melodies and authentic lyrics, Ray's music…

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

Brian Roberts, a captivating singer/songwriter from the Florida Keys, enchants audiences at Sloppy Joe's Bar with his infectious live performances. Performing every Tuesday and Wednesday…

Experience the dynamic energy of Shanty Hounds, an inventive acoustic duo delighting audiences with lively performances at Rick's Bar Downstairs Stage in Key West. Featuring…

Josh Kiser, a talented singer-songwriter from Cleveland, Tennessee, brings his distinctive blend of '90s sounds and soulful music to the Old Sailor Bar in Key…

Experience the dynamic sounds of the Dan Harvey Duo at Hog's Breath Saloon in Key West. Renowned for his versatile performances, Dan Harvey offers an…

Experience the vibrant energy of Caribe of Key West at El Meson de Pepes on Mallory Square. This talented entertainer captivates audiences with lively performances,…

At Mallory Square's Sunset Celebration, the main highlight is the captivating entertainment. Guests are treated to mesmerizing performances by talented jugglers and the renowned cat…

The World Famous 801 Girls deliver an electrifying performance at the 5pm show, showcasing their talent through captivating drag acts. Hosted at the vibrant 801…

Gary Hempsey captivates audiences at Schooner Wharf Bar, a lively waterfront venue in Key West. With his engaging musical performances, Gary embodies the laid-back island…

Experience the captivating talent of Joe The Show at Rick's Bar Downstairs Stage. Known for his dynamic energy and exceptional performances, JTS performs daily in…

Ken Fairbrother captivates audiences at the Old Sailor Bar with his mesmerizing musical performances. This talented musician brings a dynamic energy to the stage, seamlessly…

The 3HG Band delivers an electrifying performance at Sloppy Joe's Bar, captivating audiences with their dynamic energy and exceptional musical prowess. Known for their engaging…

Experience tranquility and rejuvenation at Yoga on the Beach at Fort Zachary Taylor State Park. Enhance your wellness journey amid stunning sunset views and a…

Experience the serene art of Aqua Yoga at Southernmost Beach Resort, a luxurious escape nestled on Duval Street's quiet end. Enjoy the calming ocean views…

Experience the musical talent of Carson Lowe at Rick's Downstairs Stage in Key West's largest entertainment venue. Known for his captivating performances, Carson infuses energy…

Experience the soulful performance of Harley Ray at Rick's Bar Downstairs Stage. As a passionate and innovative songwriter, Harley Ray captivates audiences with authentic melodies…

Just George, a passionate musician from Key West, enchants audiences with his soulful acoustic performances at the Old Sailor Bar. Known for his heartfelt tunes,…

Experience the rhythmic allure of Caribe of Key West at El Meson de Pepes on Mallory Square. This family-owned treasure enchants with its Cuban-Conch heritage,…

Experience the vibrant Sunset Celebration at Mallory Square in Key West, where entertainers steal the show. Every evening, enjoy captivating performances from skilled jugglers and…

Join the vibrant scene at Kaya Island Eats for an unforgettable line dancing experience. While details on the entertainer are sparse, expect lively tunes and…

Andrew Burleson will charm audiences at Rick's Bar Downstairs Stage with his engaging melodies and a touch of humor. Known for his personal connection with…

At Sloppy Joe's Bar, the 3HG Band captivates audiences with dynamic performances that bring energy and excitement to this historic Key West venue. Known for…

Join the Ambitious Morning Runners at White Street Pier in Key West, a vibrant gathering where stunning oceanfront views take center stage. As dawn breaks,…

Join us for Yoga on the Beach at Fort Zachary Taylor in Key West, where serene natural beauty meets history. Breathe in the salt-kissed air…

Join Monica Haskell for Prime of Life Yoga at the stunning Key West Tropical Forest & Botanical Garden. As an experienced yoga instructor, Monica guides…

Trenton Chandler, a talented country musician from Shallowater, Texas, brings his heartfelt compositions to life on Rick's DownStairs Stage. Influenced by music legends like Buddy…

Enjoy vibrant performances at the Truman Waterfront Farmers Market held at Truman Waterfront Park in Key West. The amphitheater hosts a variety of entertainers who…

Experience an unforgettable evening with Harley Ray at the Old Sailor Bar. Known for his innovative songwriting and emotional depth, Harley Ray captivates audiences with…

Experience the vibrant sounds of Caribe of Key West at El Meson de Pepe's on Mallory Square. This family-owned Cuban restaurant is not only known…

Experience the Sunset Celebration at Mallory Square, where the vibrant atmosphere comes alive with captivating street performers. Among the highlights is the renowned cat man,…

Experience the dazzling charisma of the World Famous 801 Girls in their 5pm show. These talented drag performers captivate audiences with their vibrant energy and…

Experience the enchanting performance of Bria Ansara at Berlin's Cocktail Bar, where her captivating jazz vocals resonate through the historic venue. As you relax in…

Join the captivating entertainer Mr. Kit Carson at Angelina's Pizzeria in Key West for the Filming Sit with Kit podcast episodes. Engage in vibrant discussions…

Experience the electrifying talent of local performers at Andy's Cabana Open Mic No Mic Night in Key West's vibrant Bahama Village. With a lively atmosphere…

Join the electrifying Catch The Mania Trivia at Brady's Pub, where the spotlight shines on a captivating entertainer who keeps the night lively and engaging.…

Andy Westcott, a talented musician from Key West, enchants audiences with his captivating performances at Old Sailor Bar. Known for his unique sound and immersive…

Joe The Show, also known as JTS, is a dedicated musician captivating audiences daily in Key West with his dynamic energy and exceptional talent. Renowned…

Flo-Raw delivers an electrifying performance at Sloppy Joe's Bar, captivating audiences with their dynamic sound and vibrant energy. Known for their unique blend of music,…

Join the invigorating Yoga on the Beach at Smather's Beach, where the serene ocean backdrop enhances your experience. Led by a dynamic and inspiring instructor,…

Experience the serene practice of Yoga on the Beach at Fort Zachary Taylor State Park. This event combines the tranquil surroundings of a historic Civil…

Join Story Time at the Key West Library where a captivating storyteller brings tales to life, enchanting children and adults alike. Nestled in the historic…

Wynn Taylor, a talented singer-songwriter from Lexington, Kentucky, now calls Key West home. As a U.S. Army veteran, his performances exude soulful, roots-based music that…

Andy Westcott, a dynamic musician from Key West, takes the stage at Old Sailor Bar. Renowned for his unique sound and captivating performances, he has…

Joe The Show, also known as JTS, is a vibrant and dedicated performer enlivening Rick's Bar Downstairs Stage in Key West. Renowned for his dynamic…

Experience an unforgettable evening with Caribe of Key West at El Meson de Pepe on Mallory Square. This family-owned Cuban restaurant offers more than just…

Experience the vibrant Sunset Celebration at Mallory Square in Key West, where talented street performers captivate audiences daily. Amid stunning ocean sunsets, watch jugglers and…

The World Famous 801 Girls light up the stage at 801 Bourbon Bar in Key West's vibrant nightlife scene. Known for their dazzling and energetic…

Experience the soulful sounds of Jesse Lee Jr at the Old Sailor Bar in Key West. Originally from New Jersey, this emerging musician has relocated…

Experience a lively night of karaoke at Two Friends Patio Restaurant, a Key West favorite since 1967. The highlight is the charismatic entertainer who keeps…

Elle Haley, a vibrant musician from the Florida Keys, enchants audiences with her soulful tunes on the downstairs stage at Rick's Bar. Known for her…

Experience the dynamic sounds of Flo-Raw at Sloppy Joe's Bar, where this captivating band will energize the historic Key West venue with their live performance.…

Join us at Sonny McCoy Indigenous Park in Key West for the Household Hazardous Waste, Chemical & Electric Drop Off event, set in a vibrant…

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…

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…

Experience the captivating performances of Zack Seemiller at Rick's Bar Downstairs Stage. A versatile musician and songwriter, Zack is renowned for his engaging shows and…

Experience the electrifying presence of Elle Haley at the Old Sailor Bar, where her soulful melodies captivate audiences. Based in the picturesque Florida Keys, Elle…

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…

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…

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…

Experience the dynamic energy of Joe The Show at Durty Harry's Stage. Known as JTS, this tireless musician captivates audiences with his exceptional talent and…

Harley Ray, a passionate and innovative musician, graces the Old Sailor Stage with his authentic and emotionally resonant songs. Known for his unique songwriting, Ray…

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…

Michael Corleto, a gifted singer-songwriter and multi-instrumentalist from Maine, graces the downstairs stage at Rick's Bar. Known for his heartfelt lyrics and rich melodies, Michael…

Experience the electrifying performance of Flo-Raw at Sloppy Joe's Bar, where their dynamic sound keeps the energy high in this iconic Key West venue. Known…

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,…

Local's Day at The Key West Tropical Forest & Botanical Garden invites visitors to explore a vibrant 15-acre tropical oasis, highlighting native flora and fauna…

The Key West Artisan Market at Higgs Beach offers a vibrant outdoor experience, set against the picturesque backdrop of this charming public beach. Highlighting the…

Harley Ray, a talented and passionate songwriter, captivates audiences with his authentic and emotionally rich music. Known for crafting deeply personal melodies and lyrics, his…

Marcy Kaelyn brings her captivating presence and enchanting vocals to the Old Sailor Bar, creating an unforgettable evening of entertainment. Her performance embodies the spirit…

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…

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…

Experience the soulful country sounds of Trenton Chandler at Rick's Bar Downstairs Stage. A talented musician hailing from Shallowater, Texas, Chandler channels the spirit of…

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…

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…

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…

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,…

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…

Join us at The Retro Room for 80s & 90s Trivia Night, where our charismatic entertainer will guide you through a nostalgic journey of fun…

Jesse Lee Jr., an emerging musician from New Jersey now flourishing in Key West, captivates audiences at the Old Sailor Bar with his unique sound.…

Aaron Hudgins captivates audiences with his dynamic musical talent at Rick's Bar Downstairs Stage in Key West. His engaging performances transform the vibrant atmosphere, making…

Join the electrifying ambiance at Sloppy Joe's Bar as Flo-Raw takes the stage. This dynamic band delivers an unforgettable performance, blending energetic rhythms with captivating…