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
80 events found.
Events for April 18, 2026
Ongoing
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
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
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
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
28th Annual Earth Day 5K
Join the 28th Annual Earth Day 5K at Truman Waterfront Park in Key West, where participants support the Conch Republic Marine Army's initiatives. Enjoy the…
Free
Alfonse at Two Friends Patio Restaurant
Experience the captivating music of Alfonse at Two Friends Patio Restaurant, a beloved Key West spot since 1967. Renowned for its open-air setting near Mallory…
Free
Fishmonster Max- Daily Party Boat Fishing
Join the Fishmonster Max daily party boat fishing adventure at A & B Marina in Key West's historic seaport. Enjoy a vibrant atmosphere with live…
$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
Native Plant Sale: Grow Your Own Habitat!
Join the Native Plant Sale at Key West Tropical Forest & Botanical Garden for a vibrant celebration of nature. Enjoy a Prime of Life Yoga…
Free
Compost Village: Monthly Compost Drop-Off & Demonstration
Join us at Compost Village for a monthly compost drop-off and demonstration, where the highlight is the engaging UF/IFAS Master Gardeners. Their captivating hands-on demonstrations…
Free
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
Izzy Zaidman at Sloppy Joe’s Bar
At Sloppy Joe's Bar, Izzy Zaidman transforms the historic Key West venue into an electrifying musical haven. As a guitarist, composer, and singer-songwriter, Izzy captivates…
Free
Nature is Art: Children’s Art Workshop
Join the enchanting Nature is Art: Children’s Art Workshop, where talented facilitators from the Key West Art & Historical Society guide children through creative adventures…
Free
OCEAN & MANGROVE WEEKLY CLEANUP WITH THE CR MARINE ARMY
Join the CR Marine Army for their Ocean & Mangrove Weekly Cleanup, departing from Perry Hotel Marina and Isla Bella Resort. Participate in preserving Florida…
Free
42nd Annual Conch Republic Arts & Craft Duval Street Fair
The 42nd Annual Conch Republic Arts & Craft Duval Street Fair transforms Duval Street into a lively celebration of creativity, featuring live music and entertainment…
Free
Jeff Harris at Irish Kevin’s Bar
At Irish Kevin's Bar, Jeff Harris captivates audiences with his dynamic performances that blend music and comedy. A talented singer-songwriter and comedian, Jeff enchants with…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience the vibrant nightlife atmosphere at Key West First Legal Rum Distillery. Enjoy free daily tours and tastings in this historic seaport location, once a…
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 of four people for an unforgettable experience. Enjoy lively entertainment as expert…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the Glass Bottom Boat Cruise in Key West, where a charming entertainer guides you through the vibrant marine life visible beneath your feet. With…
$69.95
Joel Nelson at Two Friends Patio Restaurant
Experience the captivating performance of Joel Nelson, a talented musician, at Two Friends Patio Restaurant. Known for his engaging presence and versatile musical repertoire, Joel…
Free
Zack Seemiller at Rick’s Bar Downstairs Stage
Zack Seemiller takes the stage at Rick's Bar Downstairs Stage, captivating audiences with his dynamic presence and soulful music. An accomplished musician and songwriter, Zack's…
Free
Cliff Cody at Hog’s Breath Saloon
Experience the powerful voice and heartfelt storytelling of Cliff Cody at Hog's Breath Saloon. This Texas-born, Key West-based indie country singer/songwriter blends classic country themes…
Free
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating performances of singer/songwriter Brian Roberts at Sloppy Joe's Bar in Key West. A talented musician based in the Florida Keys, Brian enchants…
Free
Nick Brownell at Schooner Wharf Bar
Nick Brownell is a talented Key West musician renowned for his captivating live performances. Catch him at Schooner Wharf Bar, where he delivers a diverse…
Free
A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West
Experience the charismatic tribute to the legendary Jimmy Buffett at Comedy Key West, starring the exceptional Caleb Hogan. Vibrant and engaging, Hogan embodies Buffett, delivering…
$28
Joe The Show at Tiki House Key West
Experience an unforgettable night with Joe The Show at Tiki House Key West. Known for his dynamic energy and tireless work ethic, Joe captivates audiences…
Free
CONCH CRAWL PUB STROLL ON DUVAL
Join the Conch Crawl Pub Stroll on Duval, where vibrant entertainers create unforgettable moments at eight historic saloons. Experience the lively bars and soulful tunes…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Embark on the Glass Bottom Boat Cruise in Key West where the stars of the show are the vibrant marine life visible through the crystal-clear…
$69.95
44th Annual CONCH REPUBLIC DRAG RACES ON DUVAL
Join the lively 44th Annual Conch Republic Drag Races on Duval at Bourbon Street Pub. This vibrant event highlights dazzling drag queens showcasing their charisma…
Free
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 the charismatic heart of Irish Kevin's Bar in Key West. Renowned for his engaging performances, he seamlessly combines music and entertainment, captivating…
Free
Beach clean up
Join the Beach Clean Up at Higgs Beach in Key West for a day of fun and purpose. Enjoy the beautiful scenery while assisting conservation…
Free
Beach clean up
Join us at Higgs Beach in Key West for a cleanup event with live performances that will keep you entertained while contributing to a great…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join Sunset Watersports in Key West's Historic Seaport for an unforgettable adventure. Although details about the entertainer are sparse, the experienced staff ensures a thrilling…
$79.95
Elle Haley at Old Sailor Bar
Elle Haley captivates audiences at the Old Sailor Bar with her soulful tunes, bringing vibrant energy to the heart of Key West. As a renowned…
Free
Dead Fest Key West at The Alamo Key West
Dead Fest Key West at The Alamo Key West features an exceptional lineup of talented musicians, creating an unforgettable live music experience. Set in the…
Free
Happy Dog at The Alamo Key West
Experience the captivating sounds of the Happy Dog Band at The Alamo Key West. This improvisational jam band channels the essence of the psychedelic era,…
Free
Conch Republic Rum Launch Party
Experience the Conch Republic Rum Launch Party at the Bali Bar, featuring captivating music by Sir CW Colt, the Minstrel of the Conch Republic. Enjoy…
Free
Jockey Jord at Two Friends Patio Restaurant
Experience the vibrant sounds of Jockey Jord at Two Friends Patio Restaurant. This talented musician captivates audiences with dynamic performances amidst Key West's lively atmosphere.…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Join us for the Glass Bottom Boat Cruise in Key West, a unique journey showcasing the magical underwater world. Delight in live entertainment that enhances…
$69.95
Bradd Shadduck at Rick’s Bar Downstairs Stage
Bradd Shadduck lights up the stage at Rick's Bar Downstairs in Key West with his electrifying performance. As a talented musician, Shadduck captivates the audience…
Free
Jack Wolf at Tiki House Key West
Experience the soulful performances of Jack Wolf at Tiki House Key West. This talented singer-songwriter captivates audiences with his heartfelt melodies, reflecting his life's passions…
Free
Telephone Tag at Hog’s Breath Saloon
Experience the entertaining antics of Telephone Tag at Hog's Breath Saloon in Key West's Mallory Square District. This unique performer invites you into a playful…
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…
Charlie Miller at Rams Head Southernmost
Charlie Miller, a dynamic musician and adventurous sailor, captivates audiences at Rams Head Southernmost with his spirited performances. Embodying the essence of a modern-day pirate…
Free
Jerrod Isaman at Mac’s Place
Jerrod Isaman, a dynamic entrepreneur and technology expert, brings his innovative flair to Mac's Place, a lively waterfront sports bar in Key West. Known for…
Free
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
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…
The Heavy Pets at Green Parrot Bar
Experience the electrifying sounds of The Heavy Pets at the iconic Green Parrot Bar in Key West. Known for their jam-infused rock, this talented band…
Free
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh brings her energetic performances to Sloppy Joe's Bar, a Key West staple. Known for her engaging presence and musical talent, she captivates audiences…
Free
Joe The Show at Durty Harry’s Stage
Joe The Show, affectionately known as JTS, captivates audiences at Durty Harry's Stage with his dynamic energy and exceptional talent. Renowned for his tireless work…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin is a charismatic and humorous entertainer at Irish Kevin's Bar in Key West. Known for his genuine charm and engaging performances, he captivates…
Free
DJ Of Course Dave at The Retro Room
DJ Of Course Dave brings his vibrant energy and eclectic beats to The Retro Room, creating an unforgettable experience for music lovers. Known for his…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
At the Schooner Wharf Bar, legendary magician Frank Everhart enchants audiences with his mesmerizing performances. Known for his innovative tricks and captivating storytelling, Everhart blends…
Free
Skidaddles Band at Schooner Wharf Bar
Skidaddles Band captivates audiences at Schooner Wharf Bar with their eclectic sound, fusing rock, blues, and folk influences. Known for powerful vocals and skillful instrumentals,…
Free
DJ Marty at Red Garter Saloon Stage
DJ Marty is a dynamic and innovative music curator renowned for his electrifying performances at the Red Garter Saloon Stage. His seamless mixing skills and…
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
Ronnie & Gregory at La Te Da
Ronnie and Gregory captivate audiences at La Te Da with their dynamic performances, blending creativity and practicality in an inspiring and engaging showcase. Their vibrant…
Free
Steely Dead at The Alamo Key West
Experience a captivating night with Steely Dead at The Alamo Key West. This talented band blends the iconic sounds of Steely Dan with the electrifying…
Free
Thomas Barrett at Halo Rooftop Lounge Bar at The Saint
Experience an unforgettable evening with Thomas Barrett at the Halo Rooftop Lounge Bar at The Saint. Known for his captivating performances, Barrett elevates the evening…
Free
Michael Corleto at Rick’s Bar Downstairs Stage
Michael Corleto, a gifted singer-songwriter and multi-instrumentalist from Maine, takes the stage at Rick's Bar in Key West. Renowned for his heartfelt lyrics and rich…
Free
DJ Chaka at Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Chaka at Rick's Bar Upstairs Stage. A Key West icon, DJ Chaka infuses his sets with energy and passion,…
Free
Amos Gill at Comedy Key West
Amos Gill is an acclaimed Australian comedian celebrated for his sharp wit and engaging storytelling. With a charismatic stage presence, he captivates audiences globally, delivering…
$35
Elle Haley with Aaron at Hank’s Hair of the Dog Saloon
Elle Haley, an enchanting musician from the Florida Keys, is set to deliver a mesmerizing performance at Hank's Hair of the Dog Saloon. Known for…
Free
The Heavy Pets at Green Parrot Bar
The Heavy Pets bring their energetic and dynamic live performance to the Green Parrot Bar, a historic dive bar in Key West. Known for their…
Free
Randy Roberts at La Te Da
Randy Roberts captivates audiences at La Te Da with his exceptional live performances. A true icon in Key West, Randy mesmerizes with astonishing vocal renditions…
$35
The Tiki Bombs at Tiki House Key West
The Tiki Bombs are a dynamic band renowned for their electrifying performances and tropical-inspired sound. Merging traditional island melodies with modern rock, they deliver a…
Free
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 electrifying performances of The Durtbags at Durty Harry's Stage in Key West's Rick's Entertainment Complex. Known as the ultimate party rock band, they…
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…
Radio Hero at Sloppy Joe’s Bar
Experience the electrifying energy of Radio Hero at Sloppy Joe's Bar in Key West. Known for their bold stage presence and dynamic sound, this edgy…
Free
Jack Wolf at Irish Kevin’s Bar
Jack Wolf, a talented singer-songwriter based in Key West, captivates audiences at Irish Kevin's Bar with his soulful performances. Known for his passionate melodies and…
Free
The Heavy Pets at Green Parrot Bar
Experience an unforgettable night with The Heavy Pets at the iconic Green Parrot Bar in Key West. Known for their electrifying live performances, The Heavy…
Free
Karaoke w/ Jason at Rick’s Bar Downstairs Stage
Experience an unforgettable evening with DJ Jason at Rick's Bar Downstairs Stage in Key West. Known for his electrifying beats and ability to read the…
Free