Karaoke at Bobby’s Monkey Bar
Experience Karaoke at Bobby's Monkey Bar, where the spotlight shines on the captivating entertainer. With their dynamic presence and ability to engage the crowd, they…
21 events found.
Events for May 10, 2026
Ongoing
Jack and Jim Show at Irish Kevin’s Bar
Experience the dynamic Jack and Jim Show at Irish Kevin's Bar in Key West. These talented entertainers bring the house down with their captivating performances…
Free
Yoga on the Beach – Ft Zachary Taylor
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,…
$20
Key West Artisan Market at Higgs Beach
The Key West Artisan Market at Higgs Beach is a vibrant event that features a talented local entertainer, setting the perfect atmosphere for a day…
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck captivates audiences at Irish Kevin's Bar with his dynamic performances and engaging presence. As a talented musician, he brings the lively atmosphere to…
Free
Farm Open House
Visit the Monroe County Sheriff's Office Animal Farm in Key West for a memorable Farm Open House, featuring captivating performances from local entertainer John Smith.…
Jeff Harris at Irish Kevin’s Bar
Experience the dynamic talents of Jeff Harris at Irish Kevin's Bar in Key West. A versatile American artist, Jeff captivates audiences with his blend of…
Free
Tea Dance at La Te Da
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…
Free
801 Karaoke – Hosted by Jeff
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…
Free
World Famous 801 Girls- 5pm Show
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…
QMitch Drag Queen Bingo at 22&Co
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…
Free
Sunday Jazz at the Gardens
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…
Free
Sunset Celebration at Mallory Square
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,…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
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…
Jason Ricci & The Bad Kind at Green Parrot Bar
Blues harmonica master Jason Ricci electrifies audiences at the Green Parrot Bar with his band, The Bad Kind. Known for his innovative style and passionate…
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
80s & 90s Trivia Night
Join us at The Retro Room for 80s & 90s Trivia Night, where our charismatic entertainer will guide you through a nostalgic journey of fun…
Free
Jason Ricci & The Bad Kind at Green Parrot Bar
Experience the electrifying performance of Jason Ricci & The Bad Kind at the iconic Green Parrot Bar. Renowned for his exceptional harmonica skills and soulful…
Free
Karaoke at Bobby’s Monkey Bar
Experience a lively island atmosphere at Bobby's Monkey Bar in Key West's Old Town, where karaoke nights shine with vibrant entertainment. The charismatic performers create…
Mylo O’Maolain at Irish Kevin’s Bar
At Irish Kevin's Bar, Mylo O'Maolain captivates audiences with his dynamic performances and charismatic presence. Known for his engaging style and vibrant energy, Mylo ensures…
Free
Jason Ricci & The Bad Kind at Green Parrot Bar
Experience the electrifying performance of Jason Ricci & The Bad Kind at the Green Parrot Bar. Known for his exceptional harmonica skills and dynamic stage…
Free