Karaoke at Bobby’s Monkey Bar
Experience a night of vibrant entertainment at Bobby's Monkey Bar in Key West's Old Town, where the star of the show is the charismatic karaoke…
19 events found.
Events for June 14, 2026
Ongoing
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max daily party boat fishing excursion at A & B Marina in Key West's historic seaport. While the details of the entertainer…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Yoga on the Beach at Fort Zachary Taylor in Key West provides a serene setting with historic charm and stunning ocean views. The real highlight…
$20
Distillery Tour – Key West Legal Rum Distillery
Explore the Key West First Legal Rum Distillery, nestled in the Historic Seaport. Delight in daily tours and rum samples while embracing vibrant nightlife vibes.…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at Key West First Legal Rum Distillery, where a charismatic entertainer will guide you through a lively mojito-making experience. Delight in…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West for an unforgettable journey beneath the sea. While soaking in vibrant marine life through crystal-clear waters,…
$69.95
Farm Open House
Visit the Monroe County Sheriff's Office Animal Farm in Key West for a delightful Farm Open House. Enjoy an engaging day with diverse rescued animals,…
Glass Bottom Boat Cruise – Key West’s Window to the Sea
The Glass Bottom Boat Cruise in Key West offers a unique marine adventure, enhanced by a captivating entertainer who brings the vibrant sea life into…
$69.95
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience an unforgettable adventure with Sunset Watersports' Reef Snorkeling, Dolphin Watch Eco Tour, and Sunset Cruise in Key West. Guided by knowledgeable and engaging staff,…
$79.95
Tea Dance at La Te Da
Experience an unforgettable evening at the Tea Dance at La Te Da in Key West. Enjoy the captivating performances of talented drag queen Randy Roberts,…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise in Key West for an unforgettable maritime adventure. While the vibrant marine life and crystal-clear waters captivate, it's…
$69.95
801 Karaoke – Hosted by Jeff
Join the lively atmosphere at 801 Bourbon Bar's Karaoke night hosted by the charismatic Jeff. Nestled in Old Town Key West, Jeff's dynamic energy makes…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls deliver an electrifying 5pm drag show at the iconic 801 Bourbon Bar in Key West. Known for their charismatic performances…
QMitch Drag Queen Bingo at 22&Co
Experience the vibrant world of QMitch Drag Queen Bingo at 22&Co in Old Town Key West. Known for unforgettable performances, QMitch dazzles with charisma and…
Free
Sunday Jazz at the Gardens
Experience the enchanting Sunday Jazz at the Gardens, where the spotlight shines on renowned jazz performers amidst the lush, tropical backdrop of The Gardens Hotel.…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West enchants audiences at El Meson de Pepe's on Mallory Square. Known for their captivating live performances, Caribe infuses the vibrant Cuban…
Sunset Celebration at Mallory Square
Experience the vibrant Sunset Celebration at Mallory Square in Key West, where the famous cat man and other street performers captivate audiences against a stunning…
Free
80s & 90s Trivia Night
Join us for an unforgettable 80s & 90s Trivia Night at The Retro Room, featuring an engaging entertainer who will take you on a nostalgic…
Free
Karaoke at Bobby’s Monkey Bar
Experience an unforgettable evening at Bobby's Monkey Bar with dynamic karaoke sessions led by an engaging and talented entertainer. Nestled in Key West's Old Town,…