DJ Marty ~ Red Garter Saloon Stage
DJ Marty, known for his dynamic and innovative mixing skills, will electrify the Red Garter Saloon Stage at Rick's Entertainment Complex. With a keen ear…
Free
46 events found.
Events for June 15, 2026
Ongoing
SDJ Kori ~ Rick’s Bar Upstairs Stage
Experience the electrifying energy of DJ Kori at Rick's Bar Upstairs Stage. With a rich history since 1993 in mobile DJ and karaoke services, DJ…
Free
Matthew Curry Band at Hog’s Breath Saloon
Experience the electrifying energy of the Matthew Curry Band at Hog's Breath Saloon. Fronted by virtuoso guitarist and singer Matthew Curry, the band delivers captivating…
Free
DurtBags ~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West's premier party rock band, at Durty Harry's Stage. Performing live from Thursday to Sunday, their dynamic…
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,…
Mylo O’Maolain at Irish Kevin’s Bar
At Irish Kevin's Bar in Key West, Mylo O'Maolain enchants audiences with his vibrant and soulful performances. Irish-born and ******** with charisma, Mylo effortlessly fuses…
Free
Aaron & Rogue at Sloppy Joe’s Bar
Aaron & Rogue captivate audiences at Sloppy Joe's Bar with their electrifying performances. Known for their dynamic musical talents, they create an unforgettable experience in…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join DJ Jason for an unforgettable night of karaoke at Rick's Bar Downstairs Stage. Known for his electrifying beats and seamless mixes, Jason creates a…
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
Enjoy a serene yoga session at Fort Zachary Taylor State Park's stunning beach location. While an emphasis on the entertainer is absent, the park itself…
$20
Aqua Yoga at Southernmost Beach Resort
Join us at Southernmost Beach Resort for a unique Aqua Yoga experience. This tranquil oasis offers the perfect blend of modern luxury and tradition with…
$20
Justin Angelo at Sloppy Joe’s Bar
Experience the captivating tunes of Justin Angelo at Sloppy Joe's Bar, a Key West icon. Known for his versatile music style akin to John Mayer…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak, a dynamic musician and band leader, captivates audiences at Irish Kevin's Bar in Key West. Known for his unique sound and engaging performances,…
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
Zack Seemiller at Hog’s Breath Saloon
Zack Seemiller, an accomplished musician and songwriter, captivates audiences at Hog's Breath Saloon with his dynamic performances. Known for his engaging presence, Zack inspires with…
Free
Webb Dillard ~ Rick’s Bar Downstairs Stage
Experience the vibrant artistry of Webb Dillard at Rick's Bar Downstairs Stage in Key West. As the creative force behind TikiBar Nation, Webb brings the…
Free
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan captivates the crowd at Sloppy Joe's Bar with his dynamic musical performances. Known for his engaging presence and diverse repertoire, he keeps the…
Free
Jay Klein at Schooner Wharf Bar
Jay Klein, a talented musician and tech-savvy entrepreneur, brings his dynamic performances to the Schooner Wharf Bar in Key West. Known for his innovative approach,…
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
Jeff Harris at Irish Kevin’s Bar
Jeff Harris brings his remarkable talents to Irish Kevin’s Bar in Key West, enchanting audiences with his unique blend of music and comedy. As a…
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
Jay Whipple at Old Sailor Bar
Jay Whipple graces the Old Sailor Bar with his magnetic presence, captivating audiences with soulful performances on the Old Sailor Stage. Known for his dynamic…
Free
Just George ~ Rick’s Bar Downstairs Stage
Experience the soulful sounds of Just George at Rick's Bar Downstairs Stage in Key West. This passionate musician captivates audiences with heartfelt acoustic performances, embodying…
Free
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
Gulfstream Duo at Hog’s Breath Saloon
Experience the captivating sounds of Gulfstream Duo at Hog's Breath Saloon in Key West. This talented duo brings their unique musical flair to the lively…
Free
World Famous 801 Girls- 5pm Show
Experience the captivating performances of the World Famous 801 Girls during their 5pm matinee show at 801 Bourbon Bar in Key West. Known for their…
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant rhythms of Caribe of Key West at El Meson de Pepes on Mallory Square. Caribe captivates audiences with lively performances that perfectly…
Sunset Celebration at Mallory Square
Experience the vibrant Sunset Celebration at Mallory Square, where the highlight is the captivating performances by street entertainers. With acts ranging from jugglers to the…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly is a legendary performer at Irish Kevin's Bar in Key West, captivating audiences with his vibrant, unforgettable shows. Known for seamlessly blending music…
Free
Martini Monday at Virgilios
Martini Monday at Virgilios in Old Town Key West offers an enchanting evening filled with live music that captivates the audience. As you savor premier…
Free
Charity Bingo at The Green Parrot
Join us for Charity Bingo at The Green Parrot in Key West, an iconic dive bar with a vibrant atmosphere. Discover captivating entertainment that elevates…
Free
Joe The Show at Schooner Wharf Bar
Experience Joe The Show at Schooner Wharf Bar, where his dynamic energy and exceptional talent captivate audiences daily. Renowned for his tireless work ethic and…
Free
Charles Miller ~ Rick’s Bar Downstairs Stage
Charlie Miller captivates audiences at Rick's Bar Downstairs Stage with his vibrant musical talent and adventurous spirit. Known for his modern-day pirate and gypsy persona,…
Free
Ken Fairbrother at Old Sailor Bar
Ken Fairbrother brings his captivating musical talent to the Old Sailor Bar, enveloping the lively venue in the rich sounds of his performance. Known for…
Free
Tom Curtis Jr at Old Sailor Bar
Tom Curtis Jr brings his captivating performance to the Old Sailor Bar, infusing the venue with vibrant energy and engaging melodies. Famed for his dynamic…
Free
DJ Marty ~ Red Garter Saloon Stage
At the Red Garter Saloon Stage, DJ Marty delivers electrifying performances with his dynamic and innovative mixing skills. Known for his vibrant energy and passion…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
DJ Duke is a dynamic and innovative music producer renowned for his mesmerizing mixes and electrifying performances. Known for blending genres with a vibrant stage…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band, led by the talented Mike Stone, brings captivating performances and vibrant soundscapes to Hog's Breath Saloon. Known for blending genres, the…
Free
HYPER DRIVE ~ Durty Harry’s Stage
Experience the electrifying energy of Spogga at HYPER DRIVE ~ Durty Harry's Stage. Known for his dynamic performances and fiery guitar skills, Spogga captivates audiences…
Free
Karaoke at Bobby’s Monkey Bar
Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, featuring karaoke nightly in a lively island atmosphere. Though the entertainer details…
Mayday By Midnight at Sloppy Joe’s Bar
Experience the electrifying sounds of Mayday By Midnight at Sloppy Joe's Bar, a historic Key West gem. Known for their dynamic performances, Mayday By Midnight…
Free
Kari Wolf at Irish Kevin’s Bar
Kari Wolf is a dynamic musician from Key West performing at Irish Kevin's Bar. Renowned for her captivating performances and soulful melodies, she enchants audiences…
Free
Mojito at Sloppy Joe’s Bar
At Sloppy Joe's Bar, Mojito captivates the lively crowd with an electrifying performance, blending invigorating live music with the bar's historic charm. This iconic Key…
Free
Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Join Chris for an electrifying night of karaoke at Rick's Bar Downstairs Stage in Key West. Known for his charismatic presence and impressive vocal range,…
Free