DJ Marty at Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage with his dynamic and versatile DJing skills. Known for masterfully blending an eclectic mix of genres, he…
Free
88 events found.
Events for March 29, 2026
Ongoing
DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Chaka at Rick's Bar Upstairs Stage. Known for his dynamic beats and vibrant performances, DJ Chaka keeps the crowd…
Free
Kc Johns Band at Hog’s Breath Saloon
The KC Johns Band delivers an electrifying fusion of country and rock at Hog's Breath Saloon. Fronted by the dynamic KC Johns, with her Nashville…
Free
The Durtbags ~ Durty Harry’s Stage
Experience the ultimate Key West party with The Durtbags at Durty Harry's stage, part of Rick's Entertainment Complex. This dynamic rock band electrifies the crowd…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Jack and Jim Show at Irish Kevin’s Bar
Experience the vibrant Jack and Jim Show at Irish Kevin’s Bar in Key West. This dynamic duo captivates audiences with their energetic performances and engaging…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join the excitement at Rick's Bar Downstairs Stage for Karaoke with Jason, an exceptional DJ and digital creator. Renowned for his electrifying mixes and innovative…
Free
Fishmonster Max- Daily Party Boat Fishing
Fishmonster Max offers a thrilling daily party boat fishing experience in Key West, perfect for families and groups. With its stable twin hulls, the boat…
$85.00
Fishmonster Max- Daily Party Boat Fishing
Fishmonster Max offers a thrilling daily party boat fishing experience in Key West, perfect for families and groups. With its stable twin hulls, the boat…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Join a unique yoga experience with renowned instructors at Yoga on the Beach at Fort Zachary Taylor. Set against the backdrop of Key West’s historic…
$20
Curtis Jr at Sloppy Joe’s Bar
Enjoy an unforgettable evening with Curtis Jr. at Sloppy Joe's Bar. Tom Curtis Jr., a talented self-taught musician and songwriter, captivates audiences with his soulful…
Free
Curtis Jr at Sloppy Joe’s Bar
Curtis Jr., a self-taught guitarist and singer, brings his soulful melodies to Sloppy Joe's Bar, captivating audiences with over 600 original songs. Following his father's…
Free
Curtis Jr at Sloppy Joe’s Bar
Tom Curtis Jr. electrifies the stage at Sloppy Joe's Bar, captivating audiences with his dynamic performances and magnetic presence. A true showman, Curtis Jr. infuses…
Free
Key West Artisan Market at Higgs Beach
The Key West Artisan Market at Higgs Beach offers more than just crafts; it's a lively event featuring talented local entertainers who captivate visitors with…
Bradd Shadduck at Irish Kevin’s Bar
Experience the captivating performance of Bradd Shadduck at Irish Kevin's Bar in the vibrant Old Town Key West. Known for his engaging stage presence, Bradd…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience an engaging distillery tour at Key West Legal Rum Distillery, featuring a skillful entertainer who brings the history and craft of rum making to…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
There is a minimum of 4 people. Please contact mojitoclass@gmail.com to schedule. Please put how many people and date in the subject line. Join Key…
$75.00
Mojito Class by Key West Legal Rum Distillery – Min 4 people
There is a minimum of 4 people. Please contact mojitoclass@gmail.com to schedule. Please put how many people and date in the subject line. Join Key…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the captivating Glass Bottom Boat tour in Key West, where our knowledgeable captain and crew offer an engaging eco-tour. Enjoy unparalleled views of North…
$69.95
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the captivating Glass Bottom Boat tour in Key West, where our knowledgeable captain and crew offer an engaging eco-tour. Enjoy unparalleled views of North…
$69.95
Aaron Blumer at Hog’s Breath Saloon
Experience the electrifying performance of Aaron Blumer at Hog's Breath Saloon, where his dynamic musical talents elevate the vibrant Key West atmosphere. Known for his…
Free
Harley Ray ~ Rick’s Downstairs Stage
Harley Ray brings his musical talents to Rick's Downstairs Stage, creating an unforgettable live music experience in the vibrant atmosphere of Key West's premier nightlife…
Free
Harley Ray ~ Rick’s Downstairs Stage
Harley Ray brings his musical talents to Rick's Downstairs Stage, creating an unforgettable live music experience in the vibrant atmosphere of Key West's premier nightlife…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere, a staple at Sloppy Joe's Bar since 2011, captivates audiences with his versatile performances and extensive repertoire. His engaging style draws in the…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere is a dynamic musician captivating audiences at Sloppy Joe's Bar since 2011. Known for his impressive repertoire and engaging performances, John's passion for…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere captivates audiences at Sloppy Joe's Bar with his musical talents, blending heartfelt guitar playing and singing. A passionate digital creator and devoted father,…
Free
Mylo O’Maolain at Schooner Wharf Bar
Mylo O'Maolain captivates audiences at Schooner Wharf Bar with his mesmerizing musical talent. As the sun sets over Key West's Historic Seaport, his performances blend…
Free
Mylo O’Maolain at Schooner Wharf Bar
Mylo O'Maolain captivates audiences at Schooner Wharf Bar with his mesmerizing musical talent. As the sun sets over Key West's Historic Seaport, his performances blend…
Free
Mylo O’maolain at Schooner Wharf Bar
Mylo O'Maolain, an Irish-born musician, brings his captivating performances to Key West's Schooner Wharf Bar. With a seamless blend of traditional Irish melodies and modern…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the magic of Key West's marine life aboard the Glass Bottom Boat. While our knowledgeable captain and crew guide you on an informative eco-tour,…
$69.95
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the magic of Key West's marine life aboard the Glass Bottom Boat. While our knowledgeable captain and crew guide you on an informative eco-tour,…
$69.95
Jeff Harris at Irish Kevin’s Bar
Jeff Harris captivates audiences at Irish Kevin's Bar with his dynamic musical performances. A talented musician, Jeff brings energy and excitement to the lively atmosphere…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join us for a vibrant aquatic adventure in Key West with our Reef Snorkeling, Dolphin Watch Eco Tour, and Sunset Cruise. Our passionate and friendly…
$79.95
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join us for a vibrant aquatic adventure in Key West with our Reef Snorkeling, Dolphin Watch Eco Tour, and Sunset Cruise. Our passionate and friendly…
$79.95
Tea Dance at La Te Da
Experience a vibrant evening at Tea Dance at La Te Da, featuring the incredible Randy Roberts. Delight in raunchy drag performances and masterful impersonations of…
Free
Jerome & Wynn at The Alamo Key West
Experience the enchanting musical duo Jerome & Wynn at The Alamo Key West. Known for their captivating performances, they bring an unforgettable ambiance to this…
Free
Jerome & Wynn at The Alamo Key West
Experience the enchanting musical duo Jerome & Wynn at The Alamo Key West. Known for their captivating performances, they bring an unforgettable ambiance to this…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience an unforgettable journey with Glass Bottom Boat - Key West's Window to the Sea. With an engaging and knowledgeable captain and crew, embark on…
$69.95
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience an unforgettable journey with Glass Bottom Boat - Key West's Window to the Sea. With an engaging and knowledgeable captain and crew, embark on…
$69.95
Trenton Chandler ~ Rick’s Bar Downstairs Stage
Experience the soulful sounds of Trenton Chandler at Rick's Bar Downstairs Stage. Hailing from Shallowater, Texas, this talented country musician and songwriter draws inspiration from…
Free
Trenton Chandler ~ Rick’s Bar Downstairs Stage
Experience the soulful sounds of Trenton Chandler at Rick's Bar Downstairs Stage. Hailing from Shallowater, Texas, this talented country musician and songwriter draws inspiration from…
Free
801 Karaoke – Hosted by Jeff
Join the unforgettable Sunday karaoke at 801 Bourbon Bar, hosted by the charismatic Jeff. Known for his engaging personality, Jeff takes center stage, making each…
Free
Alex Anthony Duo at Hog’s Breath Saloon
Experience the electrifying Alex Anthony Duo at Hog's Breath Saloon in Key West. Renowned for their dynamic performances, they transform the modern cover band scene,…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
QMitch Drag Queen Bingo at 22&Co
Experience an unforgettable night with QMitch Drag Queen Bingo at 22&Co in Old Town Key West. Renowned for dazzling performances and unmatched charisma, QMitch transforms…
Free
Sunday Jazz at the Gardens
Experience the soulful melodies of Sunday Jazz at the Gardens, where talented musicians serenade guests in the enchanting ambiance of The Gardens Hotel. Amidst lush…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Mojito at Sloppy Joe’s Bar
Mojito energizes Sloppy Joe's Bar with infectious rhythms and a lively Latin flair, ensuring an unforgettable evening. Their upbeat music entices guests to leave their…
Free
Mojito at Sloppy Joe’s Bar
Mojito's lively and dynamic performances at Sloppy Joe's Bar ensure an unforgettable experience, blending Latin rhythms that inspire everyone to dance. With its historic charm…
Free
Mojito at Sloppy Joe’s Bar
Experience the lively tunes of the Mojito band at Sloppy Joe's Bar, where history and entertainment collide. Known for their refreshing sound, Mojito captivates audiences…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak electrifies the stage at Irish Kevin's Bar, captivating audiences with his dynamic musical talent. His performances spark energy and audience engagement, making each…
Free
Jesse & Jillian at Schooner Wharf Bar
Experience the captivating performance of Jesse & Jillian at Schooner Wharf Bar, an iconic waterfront venue in Key West. Known for delivering soulful tunes amidst…
Free
Jesse & Jillian at Schooner Wharf Bar
Experience the captivating performance of Jesse & Jillian at Schooner Wharf Bar, an iconic waterfront venue in Key West. Known for delivering soulful tunes amidst…
Free
Jesse & Jillian at Schooner Wharf Bar
Experience the electrifying performance of Jesse & Jillian, an award-winning musical duo captivating audiences at Schooner Wharf Bar. Known as The Happy Dog, their vibrant…
Free
80s & 90s Trivia Night
Join us at The Retro Room in Old Town Key West for an unforgettable 80s & 90s Trivia Night. The highlight of the evening is…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage. Known for his dynamic and versatile style, DJ Marty effortlessly mixes diverse…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage. Known for his dynamic and versatile style, DJ Marty effortlessly mixes diverse…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage. Known for his dynamic and versatile style, DJ Marty effortlessly mixes diverse…
Free
iWitness Crime Tour – Meeting Place
Join the iWITNESS True Crime Walking Tour and embark on a thrilling journey through Key West's most notorious crime scenes. Led by an engaging expert…
$45.00
iWITNESS True Crime Walking Tour
Join the iWITNESS True Crime Walking Tour and embark on a thrilling journey through Key West's most notorious crime scenes. Led by an engaging expert…
$45.00
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the spellbinding Magic of Frank Everhart at Schooner Wharf Bar. This renowned illusionist enchants audiences with his masterful sleight of hand and captivating storytelling.…
Free
Dead Jams at The Alamo Key West
Experience the electrifying performances of Dead Jams at The Alamo Key West. This talented group delivers mesmerizing live music that captivates audiences at the vibrant…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the spellbinding Magic of Frank Everhart at Schooner Wharf Bar. This renowned illusionist enchants audiences with his masterful sleight of hand and captivating storytelling.…
Free
Dead Jams at The Alamo Key West
Experience the electrifying performances of Dead Jams at The Alamo Key West. This talented group delivers mesmerizing live music that captivates audiences at the vibrant…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, where illusion meets storytelling in an unforgettable performance. Frank Everhart captivates audiences with his…
Free
Aaron Hudgins ~ Rick’s Bar Downstairs Stage
Experience the captivating tunes of Aaron Hudgins at Rick's Bar Downstairs Stage. Known for his dynamic performances, Aaron brings a unique flair to the Key…
Free
Aaron Hudgins ~ Rick’s Bar Downstairs Stage
Experience the captivating tunes of Aaron Hudgins at Rick's Bar Downstairs Stage. Known for his dynamic performances, Aaron brings a unique flair to the Key…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Kori at Rick's Bar Upstairs Stage. Known for captivating beats and dynamic mixes, DJ Kori transforms Key West's largest…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Kori at Rick's Bar Upstairs Stage. Known for captivating beats and dynamic mixes, DJ Kori transforms Key West's largest…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Kori at Rick's Bar Upstairs Stage. Known for captivating beats and dynamic mixes, DJ Kori transforms Key West's largest…
Free
The Durtbags ~ Durty Harry’s Stage
Experience the electrifying performance of The Durtbags at Durty Harry's Stage in Rick's Entertainment Complex. This dynamic rock band lights up Key West with high-energy…
Free
The Durtbags ~ Durty Harry’s Stage
Experience the electrifying performance of The Durtbags at Durty Harry's Stage in Rick's Entertainment Complex. This dynamic rock band lights up Key West with high-energy…
Free
The Durtbags ~ Durty Harry’s Stage
Experience the electrifying performance of The Durtbags at Durty Harry's Stage in Rick's Entertainment Complex. This dynamic rock band lights up Key West with high-energy…
Free
Kc Johns Band at Hog’s Breath Saloon
Experience the electrifying performance of KC Johns Band at Hog's Breath Saloon. Led by the dynamic powerhouse KC Johns, the band offers an infectious blend…
Free
Kc Johns Band at Hog’s Breath Saloon
Experience the electrifying performance of KC Johns Band at Hog's Breath Saloon. Led by the dynamic powerhouse KC Johns, the band offers an infectious blend…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
The Audio Files at Sloppy Joe’s Bar
The Audio Files, renowned for their dynamic performances, ignite audiences at Sloppy Joe's Bar with an electrifying blend of today's Top 40 pop and rock…
Free
The Audio Files at Sloppy Joe’s Bar
Catch The Audio Files live at Sloppy Joe's Bar, a historic Key West venue, from 10:00pm to 2:00am. This ultimate party rock band electrifies the…
Free
Mylo O’Maolain at Irish Kevin’s Bar
Mylo O'Maolain captivates audiences at Irish Kevin's Bar in Old Town Key West with his electrifying performances. Known for engaging live music, he brings energy…
Free
The Audio Files at Sloppy Joe’s Bar
The Audio Files, performing at Sloppy Joe's Bar in Key West, deliver a captivating auditory experience that transcends typical live music. Their unique blend of…
Free
Mylo O’Maolain at Irish Kevin’s Bar
Mylo O'Maolain captivates audiences at Irish Kevin's Bar in Old Town Key West with his electrifying performances. Known for engaging live music, he brings energy…
Free
The Audio Files at Sloppy Joe’s Bar
The Audio Files, performing at Sloppy Joe's Bar in Key West, deliver a captivating auditory experience that transcends typical live music. Their unique blend of…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join DJ Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage. Known for his electrifying mixes and innovative soundscapes, Jason brings a dynamic…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join DJ Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage. Known for his electrifying mixes and innovative soundscapes, Jason brings a dynamic…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join DJ Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage. Known for his electrifying mixes and innovative soundscapes, Jason brings a dynamic…
Free