Karaoke at Bobby’s Monkey Bar
Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, where the island atmosphere comes alive with dynamic karaoke hosted by charismatic…
21 events found.
Events for May 6, 2026
Ongoing
Simonian Wolf at Irish Kevin’s Bar
Simonian Wolf captivates audiences at Irish Kevin's Bar with their dynamic performance and charismatic presence. Known for their innovative approach and creative flair, they seamlessly…
Free
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max for a memorable daily party boat fishing adventure departing from A & B Marina in Key West's historic seaport. Experience lively…
$85.00
Yoga on the Beach – Ft Zachary Taylor
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…
$20
Aqua Yoga at Southernmost Beach Resort
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…
$20
Oren Polak at Irish Kevin’s Bar
Experience the captivating talent of Oren Polak at Irish Kevin's Bar. A versatile musician and charismatic band leader, Oren brings his unique sound to life,…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience the vibrant nightlife atmosphere at Key West First Legal Rum Distillery in the Historic Seaport. Enjoy daily free tours, rum samples, and mojito-making classes.…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at Key West Legal Rum Distillery, where a charismatic entertainer guides you through the art of crafting the perfect mojito. Set…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Explore the vibrant marine life of the Florida Keys on the Glass Bottom Boat Cruise, departing from Fury Key West. This captivating experience promises unforgettable…
$69.95
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
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the mesmerizing Glass Bottom Boat Cruise in Key West, featuring a captivating entertainer who brings the marine wonders to life. Depart from Fury Key…
$69.95
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck lights up Irish Kevin's Bar with his electrifying musical performances. As a talented musician, he captivates audiences in the vibrant setting of Old…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience the ultimate aquatic adventure with Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports, Key West. Guided by skilled entertainers, explore…
$79.95
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise from Key West with a stellar entertainer elevating the journey. Enjoy captivating commentary and lively performances as you…
$69.95
Sunset Celebration at Mallory Square
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…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
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,…
Irish Kevin at Irish Kevin’s Bar
Irish Kevin, a cherished entertainer at Irish Kevin's Bar, captivates with his charm, humor, and genuine spirit. Known for his fun-loving nature, he combines singing…
Free
Line Dancing at Kaya Island Eats
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…
Free
Eddie Gossling at Comedy Key West
Eddie Gossling brings his seasoned comedic flair to Comedy Key West, captivating audiences with his sharp wit and engaging storytelling. With over 20 years in…
$35
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