Martini Monday at Virgilios
Martini Monday at Virgilios in Old Town Key West offers an enchanting evening filled with live music that captivates the audience. As you savor premier…
Free
19 events found.
Events for June 16, 2026
Ongoing
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band, led by the talented Mike Stone, brings captivating performances and vibrant soundscapes to Hog's Breath Saloon. Known for blending genres, the…
Free
Karaoke at Bobby’s Monkey Bar
Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, featuring karaoke nightly in a lively island atmosphere. Though the entertainer details…
Kari Wolf at Irish Kevin’s Bar
Kari Wolf is a dynamic musician from Key West performing at Irish Kevin's Bar. Renowned for her captivating performances and soulful melodies, she enchants audiences…
Free
Ambitious Morning Runners
Ambitious Morning Runners at White Street Pier in Key West is a vibrant event that captures the essence of oceanfront beauty. While the scenic locale…
Free
Yoga on the Beach – Ft Zachary Taylor
Experience serenity with Yoga on the Beach at Fort Zachary Taylor State Park in Key West. Immerse yourself in nature's tranquility as an expert instructor…
$20
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga, a rejuvenating experience set amidst the lush surroundings of the Key West Tropical Forest & Botanical Garden.…
$20
Tim Bradach at Irish Kevin’s Bar
Tim Bradach captivates audiences at Irish Kevin's Bar with his engaging performances and musical talent. Known for his interactive style, Tim becomes the heart of…
Free
Harley Ray at Hog’s Breath Saloon
Experience the enchanting performance of Harley Ray at Hog's Breath Saloon. As a passionate and innovative songwriter, Ray captivates audiences with melodies and lyrics that…
Free
Oren Polak at Schooner Wharf Bar
Experience the dynamic performances of Oren Polak at Schooner Wharf Bar, a charismatic entertainer and versatile band leader dedicated to bringing music to everyone. Known…
Free
Gulfstream Duo at Hog’s Breath Saloon
Experience the dynamic sounds of Gulfstream Duo at Hog's Breath Saloon in Key West. This talented pair captivates audiences with their energetic performances, blending a…
Free
World Famous 801 Girls- 5pm Show
Experience the unparalleled talent of the World Famous 801 Girls at their 5pm show. Known for their dynamic performances and captivating presence, these drag queens…
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant melodies of Caribe of Key West at El Meson de Pepes on Mallory Square. This family-owned Cuban restaurant offers not only authentic…
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is an unforgettable experience, showcasing breathtaking sunsets and vibrant street performances. The highlight is the entertainment,…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly, a legendary performer at Irish Kevin's Bar in Key West, captivates audiences with his vibrant and engaging shows. His seamless blend of music…
Free
Jesse James at Schooner Wharf Bar
Jesse James captivates audiences at Schooner Wharf Bar with his engaging performances and authentic sound. As a talented musician, he brings the vibrant, laid-back island…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band, led by the talented Mike Stone, delivers electrifying performances at Hog's Breath Saloon. Known for blending diverse genres, the band captivates…
Free
Karaoke at Bobby’s Monkey Bar
Enjoy a vibrant evening of karaoke at Bobby's Monkey Bar in Key West's Old Town. This lively venue features talented local entertainers who bring excitement…
Riptide Riot at Irish Kevin’s Bar
Riptide Riot, a dynamic power duo from Key West, captivates audiences weekly at Irish Kevin's Bar. Featuring Jim Simonian on drums and Tim Bradach on…
Free