Wednesday Filet Day at Mary Ellen’s
Enjoy a vibrant evening at Mary Ellen's in Old Town Key West with Wednesday Filet Day. While savoring gourmet grilled cheese and craft beers, let…
Free
22 events found.
Events for May 7, 2026
Ongoing
Karaoke at Bobby’s Monkey Bar
Join the lively atmosphere at Bobby's Monkey Bar in Key West's Old Town, where the spotlight shines on vibrant karaoke entertainers. Every night, talented performers…
Kari Wolf at Irish Kevin’s Bar
Experience the enchanting performances of Kari Wolf at Irish Kevin's Bar, nestled in Key West's vibrant heart. Known for her captivating presence and soulful melodies,…
Free
Ambitious Morning Runners
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,…
Free
Yoga on the Beach – Ft Zachary Taylor
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…
$20
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga at the stunning Key West Tropical Forest & Botanical Garden. As an experienced yoga instructor, Monica guides…
$20
Mylo O’Maolain at Irish Kevin’s Bar
Mylo O'Maolain energizes Irish Kevin's Bar with his captivating performances and vibrant music, creating an unforgettable experience for all in attendance. His engaging stage presence…
Free
A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West
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…
$28
Truman Waterfront Farmers Market
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…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin is a charming and humorous entertainer renowned for his laid-back charisma. As a staple at Irish Kevin's Bar in Key West, he captivates…
Free
World Famous 801 Girls- 5pm Show
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…
Caribe of Key West at El Meson de Pepes on Mallory Square
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…
Sunset Celebration at Mallory Square
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,…
Free
Bria Ansara at Berlin’s Cocktail Bar
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…
Free
Filming Sit with Kit Podcast Episodes
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…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak, a versatile musician and charismatic band leader, captivates audiences at Irish Kevin's Bar with his unique sound and engaging performances. His mission, Music…
Free
Catch The Mania Trivia at Brady’s Pub
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.…
Free
Andy’s Cabana Open Mic No Mic Night
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…
Free
Eddie Gossling at Comedy Key West
Prepare for an unforgettable night at Comedy Key West with the exceptional Eddie Gossling. Known for his sharp wit and engaging storytelling, Eddie turns everyday…
$35
Karaoke with Foss at RockHouse Live
Join Foss for an unforgettable karaoke night at RockHouse Live Key West. Known for his vibrant energy and engaging performances, Foss transforms the venue into…
Free
Karaoke at Bobby’s Monkey Bar
Experience a vibrant night of entertainment at Bobby's Monkey Bar in Key West's Old Town. The highlight is the dynamic karaoke sessions led by a…
Riptide Riot at Irish Kevin’s Bar
Experience the electrifying performance of Riptide Riot, a dynamic power duo at Irish Kevin's Bar in Key West. With Jim Simonian on drums and vocals…
Free