Matthew Curry Band at Hog’s Breath Saloon
The Matthew Curry Band, led by virtuoso guitarist and singer Matthew Curry, delivers electrifying performances at Hog's Breath Saloon. Known for their dynamic stage presence,…
Free
28 events found.
Events for June 13, 2026
Ongoing
Karaoke at Bobby’s Monkey Bar
Experience unforgettable evenings at Bobby's Monkey Bar in Key West, where a dynamic entertainer leads karaoke nights, transforming the lively island atmosphere into a vibrant…
Riptide Riot at Irish Kevin’s Bar
Experience the high-energy performance of Riptide Riot, a dynamic power duo captivating audiences at Irish Kevin's Bar in Key West. Jim Simonian and Tim Bradach…
Free
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for a daily party boat fishing experience at A & B Marina in Key West's historic seaport. Enjoy live entertainment amidst the…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Join Yoga on the Beach at Fort Zachary Taylor State Park in Key West for an invigorating experience amidst breathtaking sunset views. Enhance your well-being…
$20
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for an invigorating Prime of Life Yoga session at the beautiful Key West Tropical Forest & Botanical Garden. Monica, a celebrated yoga…
$20
Jeff Harris at Irish Kevin’s Bar
Experience the captivating performance of Jeff Harris at Irish Kevin’s Bar. A multi-talented artist, Jeff seamlessly blends music and comedy, enchanting audiences with his heartfelt…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience the vibrant Key West Legal Rum Distillery with daily free tours and tastings. Although there’s no specific entertainer mentioned, the lively setting itself offers…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at Key West Legal Rum Distillery with a minimum group of four. The entertainer, a spirited mixologist, will guide you through…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise for a unique maritime experience in Key West. While the tour offers breathtaking views of vibrant marine life through…
$69.95
Barrett Thomas at Hog’s Breath Saloon
Barrett Thomas, a dynamic live musician and talented looper, brings innovative performances to Hog's Breath Saloon in Key West. Known for skillfully layering sounds, his…
Free
Skidaddles Duo at Schooner Wharf Bar
Catch the Skidaddles Duo at Schooner Wharf Bar for an unforgettable musical experience. This dynamic ensemble captivates with their eclectic sound, combining rock, blues, and…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the vibrant marine life of Key West aboard the Glass Bottom Boat Cruise, featuring captivating performances by talented local entertainers. This unique excursion combines…
$69.95
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for daily party boat fishing at A & B Marina in Key West's historic seaport. Enjoy the beautiful waterfront and lively atmosphere,…
$85.00
NY Pauly at Irish Kevin’s Bar
NY Pauly is a legendary performer at Irish Kevin's Bar in Key West, Florida. Famed for his captivating shows, he seamlessly combines music and entertainment,…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience the vibrant Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports in Key West's Historic Seaport. Dive into an adventure with…
$79.95
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise in Key West, where the ocean comes alive beneath your feet. Marvel at the vibrant marine life through…
$69.95
Royal South at Hog’s Breath Saloon
Royal South brings their dynamic country sound to Hog's Breath Saloon in Key West, delivering an unforgettable live music experience. Known for their energetic performances…
Free
World Famous 801 Girls- 5pm Show
Experience the dazzling energy of the World Famous 801 Girls at their exclusive 5pm show. These exceptional drag queens bring charisma, uniqueness, and flair to…
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant sounds of Caribe of Key West, performing live at El Meson de Pepe’s on Mallory Square. This family-owned establishment in Key West…
Sunset Celebration at Mallory Square
Experience the captivating Sunset Celebration at Mallory Square, where vibrant street performers steal the show. Marvel at the famous cat man and talented jugglers as…
Free
Kari Wolf at Irish Kevin’s Bar
Experience the enchanting sounds of Kari Wolf at Irish Kevin's Bar in Key West. A dynamic musician renowned for her captivating performances and soulful melodies,…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar. Renowned for his innovative tricks and captivating storytelling, Everhart mesmerizes audiences with his blend…
Free
Gulfstream Band at Schooner Wharf Bar
Experience the dynamic Gulfstream Band at Schooner Wharf Bar, where their eclectic sound and captivating performances bring Key West's vibrant waterfront to life. Known for…
Free
Karaoke at Two Friends Patio
Experience an unforgettable evening at Two Friends Patio with lively karaoke entertainment stealing the spotlight. Hosted by charismatic entertainers, karaoke nights promise joy and laughter…
Free
Matthew Curry Band at Hog’s Breath Saloon
The Matthew Curry Band, led by the outstanding guitarist and vocalist Matthew Curry, electrifies audiences with its dynamic blend of blues, rock, and soul. Known…
Free
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…
Gemini at Irish Kevin’s Bar
Experience the dynamic performance of Gemini at Irish Kevin's Bar, where this captivating entertainer brings energy and enthusiasm to the lively venue. Nestled in Old…
Free