DJ Marty at Red Garter Saloon Stage
Experience the electrifying energy of DJ Marty at the Red Garter Saloon Stage. Known for his dynamic mixing skills and innovative music curation, DJ Marty…
Free
78 events found.
Events for April 17, 2026
Ongoing
DJ Chaka at Rick’s Bar Upstairs Stage
Experience the dynamic beats of DJ Chaka at Rick's Bar Upstairs Stage in Key West. A lively entrepreneur and cancer survivor, DJ Chaka channels his…
Free
Durtbags at Durty Harry’s Stage
Experience the ultimate party with The Durtbags, Key West's premier rock band, at Durty Harry's Stage. Performing live every Thursday through Sunday, their energetic shows…
Free
Elle Haley & the Why Nots at General Horseplay
Elle Haley, a vibrant musician from the Florida Keys, brings her captivating performances to General Horseplay. Known for soulful tunes, Elle offers audiences a musical…
Free
Homegrown at Hog’s Breath Saloon
Homegrown is a dynamic country band originating from Key West, Florida, captivating audiences with heartfelt lyrics and engaging melodies. Performing live at Hog's Breath Saloon,…
Free
Karaoke with Foss at RockHouse Live
Join Foss for an electrifying night of karaoke at RockHouse Live in Key West. Known for his dynamic stage presence, Foss elevates the karaoke experience,…
Free
Karaoke at Bobby’s Monkey Bar
Enjoy electrifying evenings with top-notch entertainers at Bobby's Monkey Bar's karaoke nights. Nestled in Key West's Old Town, the bar boasts a lively island atmosphere…
Turning The Tide at Sloppy Joe’s Bar
At Sloppy Joe's Bar, Turning The Tide captivates audiences with a powerful narrative of resilience and determination. This transformative performance explores personal and social challenges,…
Free
Tim Bradach at Irish Kevin’s Bar
Experience the vibrant energy of Tim Bradach at Irish Kevin's Bar, where his captivating performances bring the venue to life. As a talented musician, Tim…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage for an unforgettable karaoke night. Renowned for his electrifying beats and seamless mixing, Jason captivates audiences with…
Free
Yoga on the Beach – Smather’s Beach
Join an invigorating Yoga on the Beach session at Smathers Beach in Key West. Led by an experienced instructor, you'll find peace and tranquility amidst…
$20
11th Annual Conchy Beach Cleanup
Join the 11th Annual Conchy Beach Cleanup at Higgs Beach and enjoy an exciting day of community service complemented by a captivating entertainer. This family-friendly…
Free
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max for a daily party boat fishing adventure at A & B Marina in Key West. While the marina offers excellent boating…
$85.00
Yoga on the Beach – Ft Zachary Taylor
Join us for a serene yoga session guided by an inspiring instructor at the picturesque Fort Zachary Taylor State Park in Key West. Amidst historic…
$20
Ericson Holt at Two Friends Patio Restaurant
Experience the dynamic performances of Ericson Holt at Two Friends Patio Restaurant in Key West. A talented musician, Holt captivates audiences with his soulful tunes…
Free
Tom Curtis Jr at Sloppy Joe’s Bar
Tom Curtis Jr captivates audiences at Sloppy Joe's Bar in Key West with his engaging performances. Bringing energy and charisma to the stage, he enhances…
Free
Legends of Key West – The Conch Republic Old Town Walking Tour
Experience the Legends of Key West and the Conch Republic Old Town Walking Tour with Island Audio Tours led by Magic Frank and Josh. These…
Free
Story Time at the Key West Library
Experience a captivating Story Time at the Key West Library, led by a talented and engaging entertainer who brings tales to life with dynamic storytelling…
Free
Andy Westcott at Rams Head Southernmost
Andy Westcott, a talented musician from Key West, is set to captivate audiences at Rams Head Southernmost with his unique sound. With a highly anticipated…
Free
Jeff Harris at Irish Kevin’s Bar
Jeff Harris brings his captivating blend of music and comedy to Irish Kevin's Bar in Key West. As a talented singer, songwriter, and comedian, Jeff…
Free
Distillery Tour – Key West Legal Rum Distillery
Explore the captivating Key West Legal Rum Distillery located in the Historic Seaport, offering an engaging atmosphere with daily free tours and tastings. Delight in…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
Join the Mojito Class at the Key West Legal Rum Distillery, where a talented entertainer guides you through the art of crafting the perfect mojito.…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West for a captivating evening of ocean exploration. Highlighting a talented entertainer, the cruise combines marine beauty…
$69.95
New Moon Magic w/Mermaid Dorian
Experience the enchanting world of Mermaid Dorian at New Moon Magic. Join this captivating entertainer on South Beach for an afternoon of swimming, storytelling, and…
Free
Elle Haley at Hog’s Breath Saloon
Elle Haley enchants audiences with her soulful performances at Hog's Breath Saloon in Key West. As a vibrant musician from the Florida Keys, she captivates…
Free
Wynn Taylor at Rick’s Bar Downstairs Stage
Wynn Taylor, a charismatic singer-songwriter from Lexington, captivates audiences with his soulful roots music at Rick's Bar Downstairs Stage in Key West. An Army veteran…
Free
Brian Roberts at Sloppy Joe’s Bar
Brian Roberts, a talented singer/songwriter from the Florida Keys, enchants audiences with his captivating live performances at Sloppy Joe's Bar. His engaging presence and soulful…
Free
Tony Baltimore at Schooner Wharf Bar
Experience the musical artistry of Tony Baltimore at Schooner Wharf Bar in Key West. This talented singer/songwriter blends alternative roots-rock with captivating originality. Raised by…
Free
DEAD FEST KEY WEST – April 17, 18, 19 – 2026
Join us for DEAD FEST KEY WEST 2026, a thrilling free festival celebrating the Grateful Dead's legacy. Headlined by the electrifying STEELY DEAD, the event…
Free
A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West
A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West showcases Caleb Hogan, a distinguished musician and actor who channels the spirit of…
$28
Mike Stack & DLew at Tiki House Key West
Experience the innovative synergy of Mike Stack and DLew at Tiki House Key West. This dynamic duo captivates audiences with their blend of strategic insight…
Free
Rick Fusco at Two Friends Patio Restaurant
Rick Fusco captivates audiences at Two Friends Patio Restaurant with his musical talent, providing an unforgettable live music experience. Set in the vibrant atmosphere of…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West for an unforgettable journey with spectacular views of marine life. The highlight of the cruise is…
$69.95
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for a thrilling daily party boat fishing adventure at A & B Marina in Key West's historic seaport. While enjoying the vibrant…
$85.00
Mylo O’Maolain at Irish Kevin’s Bar
Experience the charismatic Mylo O’Maolain at Irish Kevin’s Bar in Key West. Known for his captivating performances, Mylo energizes the crowd with lively tunes and…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Experience an unforgettable aquatic adventure with Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports in Key West. Dive into vibrant coral…
$79.95
Dead Fest Key West at The Alamo Key West
Dead Fest Key West at The Alamo Key West is a vibrant celebration of live music, featuring talented entertainers who light up the outdoor venue.…
Free
Happy Dog at The Alamo Key West
Join the Happy Dog Band at The Alamo Key West for an unforgettable musical journey. Known for their improvisational jam sessions, they capture the essence…
Free
Josh Kiser at Mac’s Place
Josh Kiser, a talented Cleveland, Tennessee-born singer-songwriter, will captivate audiences at Mac's Place in Key West. With his unique blend of traditional '90s sounds and…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join the Glass Bottom Boat Cruise in Key West and enjoy the mesmerizing views of the ocean beneath you, all while being entertained by talented…
$69.95
Joe the Show at Rick’s Bar Downstairs Stage
Experience the dynamic energy of Joe the Show at Rick's Bar Downstairs Stage in Key West. Known for his exceptional talent and tireless work ethic,…
Free
Conch Republic Days Opening Ceremony & Raising of the Colors
Celebrate the vibrant Opening Ceremony & Raising of the Colors at Mallory Square, marking the 44th Independence Celebration. The lively event features the Conch Republic…
Free
Joel Nelson at Two Friends Patio Restaurant
Experience the vibrant sounds of musician Joel Nelson at Two Friends Patio Restaurant. Nestled in the heart of Key West, this beloved venue offers a…
Free
Telephone Tag at Hog’s Breath Saloon
Experience the quirky and entertaining Telephone Tag at Hog's Breath Saloon, where the art of playful communication takes center stage. This unique entertainer turns missed…
Free
World Famous 801 Girls- 5pm Show
Experience the dazzling performances of the World Famous 801 Girls at their 5pm Show. These talented drag queens captivate audiences at the vibrant 801 Bourbon…
Wynn Taylor at Rams Head Southernmost
Experience the captivating sounds of Wynn Taylor, a talented singer-songwriter and proud U.S. Army veteran, at Rams Head Southernmost. Based in Key West, Florida, Wynn…
Free
Sunset Celebration at Mallory Square
Experience the vibrant Sunset Celebration at Mallory Square, where entertainers captivate audiences with their unique artistry. Watch the famous cat man and jugglers perform amidst…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant energy of Caribe of Key West at El Meson de Pepe's on Mallory Square. This talented entertainer brings the authentic sounds of…
The Heavy Pets at Green Parrot Bar
The Heavy Pets bring their vibrant and dynamic sound to the iconic Green Parrot Bar in Key West. Known for their fusion of rock, funk,…
Free
Burning Bridges at Sloppy Joe’s Bar
Burning Bridges, a dynamic variety band from Upstate SC, brings their high-energy performances to Sloppy Joe's Bar in Key West. Known for an eclectic mix…
Free
Cash Bingo at William Weech American Legion Post 168
Join the excitement at William Weech American Legion Post 168 for Cash Bingo, where the vibrant online bingo game takes center stage. Experience thrilling gameplay…
Free
Gerd Rube at Tiki House Key West
Experience the enchanting sounds of Gerd Rube, a renowned singer-songwriter from Key West, at Tiki House. With a repertoire spanning over 800 songs, Rube seamlessly…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly, a legendary performer at Irish Kevin's Bar in Key West, captivates audiences with his dynamic blend of music and entertainment. His vibrant shows…
Free
The Fabulous Spectrelles Revue
The Fabulous Spectrelles Revue promises an unforgettable evening as they take the stage at 7:00 PM at Kaya Island Eats in Key West. Known for…
Free
New Moon Drum Circle
Experience the mesmerizing rhythms of the New Moon Drum Circle led by a captivating entertainer at The Green House Mothership. This free, 21+ event on…
Free
Guitar Hero Tournament at The Retro Room
Join the excitement at The Retro Room's Guitar Hero Tournament, where talented entertainers bring nostalgia to life. This unique café in Old Town Key West…
Free
Gulfstream Band at Schooner Wharf Bar
Gulfstream Band brings an electrifying performance to the Schooner Wharf Bar, mesmerizing audiences with their unique blend of genres and innovative sound. Known for pushing…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
At the Schooner Wharf Bar, legendary magician Frank Everhart delivers a mesmerizing performance that captivates audiences with his innovative tricks and compelling storytelling. Renowned for…
Free
42nd Annual Schooner Wharf Kick-Off Party & Conch Shell Blowing Contest
Experience the 42nd Annual Schooner Wharf Kick-Off Party & Conch Shell Blowing Contest at the Schooner Wharf Bar, set in Key West's vibrant waterfront. Dance…
Free
DJ Marty at Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage at Rick's Entertainment Complex with his dynamic music curation and seamless mixing skills. Renowned for his vibrant…
Free
Kristen McNamara at La Te Da
Kristen McNamara captivates audiences at La Te Da in Key West with her soulful singing and evocative songwriting. A multifaceted artist with a gypsy spirit,…
Free
Karaoke at Two Friends Patio
Join the lively Karaoke at Two Friends Patio, where talented entertainers light up the open-air venue with energetic performances. Located near Mallory Square, this Key…
Free
Kari Wolf at Halo Rooftop Lounge Bar at The Saint
Kari Wolf, a dynamic musician from Key West, captivates audiences with her soulful melodies and enchanting performances at the Halo Rooftop Lounge Bar at The…
Free
Steely Dead at The Alamo Key West
Steely Dead captivates audiences at The Alamo Key West with their unique fusion of Steely Dan and Grateful Dead tunes. Their energetic performances and impressive…
Free
Elle Haley at Rick’s Bar Downstairs Stage
Elle Haley, a vibrant musician from the Florida Keys, graces the stage at Rick's Bar Downstairs Stage. Known for her captivating performances and soulful tunes,…
Free
DJ Duke at Rick’s Bar Upstairs Stage
DJ Duke is a dynamic music producer renowned for his electrifying performances and mesmerizing mixes. Known for his vibrant stage presence, he expertly blends genres,…
Free
Amos Gill at Comedy Key West
Amos Gill, a talented Australian comedian renowned for his sharp wit and engaging storytelling, is set to entertain audiences at Comedy Key West. With a…
$35
Motown Soul City DisFunkshunals at William Weech American Legion Post 168
Experience the electrifying performance of Motown Soul City DisFunkshunals at William Weech American Legion Post 168 in Key West. Known for their infectious energy and…
Free
The Heavy Pets at Green Parrot Bar
The Heavy Pets bring their vibrant and dynamic sound to the iconic Green Parrot Bar in Key West. Known for their improvisational rock and jazzy…
Free
Randy Roberts at La Te Da
Randy Roberts dazzles audiences at La Te Da with his remarkable live performances in Key West. Renowned for his electrifying vocals and captivating impersonations of…
$35
Homegrown at Hog’s Breath Saloon
Experience the vibrant sounds of Homegrown at Hog's Breath Saloon, a dynamic country band from Key West, Florida. With heartfelt lyrics and captivating melodies, they…
Free
Durtbags at Durty Harry’s Stage
Experience the ultimate party atmosphere with The Durtbags, Key West's premier party rock band, at Durty Harry's stage in Rick's Entertainment Complex. Known for their…
Free
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…
DJ Sanaris at Tiki House Key West
DJ Sanaris, the owner of Pulse Groovz LLC, brings electrifying energy to Tiki House Key West. With a reputation for creating a fun, lively atmosphere,…
Free
Turning The Tide at Sloppy Joe’s Bar
Turning The Tide at Sloppy Joe's Bar showcases an inspiring performance centered on resilience and determination. Set against thrilling live music, the entertainer captivates audiences…
Free
Riptide Riot at Irish Kevin’s Bar
Experience the electrifying performance of Riptide Riot, a dynamic power duo from Key West, at Irish Kevin's Bar. Featuring Jim Simonian and Tim Bradach, they…
Free
The Heavy Pets at Green Parrot Bar
Renowned for their fusion of rock, jazz, and funk, The Heavy Pets are set to electrify the crowd at the Green Parrot Bar in Key…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Join DJ Jason at Rick's Bar Downstairs Stage as he transforms karaoke into an electrifying experience. Known for his dynamic beats and seamless mixes, Jason…
Free