Martini Monday at Virgilios
Join us at Martini Monday at Virgilios in Old Town Key West for an unforgettable evening. As you savor exquisite martinis and Italian cuisine, enjoy…
Free
65 events found.
Events for April 7, 2026
Ongoing
Martini Monday at Virgilios
Join us at Martini Monday at Virgilios in Old Town Key West for an unforgettable evening. As you savor exquisite martinis and Italian cuisine, enjoy…
Free
DJ Marty at Red Garter Saloon Stage
DJ Marty is a dynamic and innovative music curator lighting up the Red Garter Saloon Stage with electrifying performances. Renowned for his seamless mixing skills,…
Free
DJ Marty at Red Garter Saloon Stage
DJ Marty is a dynamic and innovative music curator lighting up the Red Garter Saloon Stage with electrifying performances. Renowned for his seamless mixing skills,…
Free
DJ Duke at Rick’s Bar Upstairs Stage
DJ Duke, a dynamic and innovative music producer, takes the stage at Rick's Bar Upstairs Stage. Renowned for his mesmerizing mixes and electrifying performances, he…
Free
DJ Duke at Rick’s Bar Upstairs Stage
DJ Duke, a dynamic and innovative music producer, takes the stage at Rick's Bar Upstairs Stage. Renowned for his mesmerizing mixes and electrifying performances, he…
Free
HYPER DRIVE at Durty Harry’s Stage
Experience the electrifying energy of Hyper Drive at Durty Harry's Stage, nestled within Rick's Entertainment Complex in Key West. A masterful vocalist, guitarist, songwriter, and…
Free
HYPER DRIVE at Durty Harry’s Stage
Experience the electrifying energy of Hyper Drive at Durty Harry's Stage, nestled within Rick's Entertainment Complex in Key West. A masterful vocalist, guitarist, songwriter, and…
Free
Matthew Curry Band at Hog’s Breath Saloon
Experience the electrifying Matthew Curry Band at Hog's Breath Saloon. Fronted by the virtuoso guitarist and singer Matthew Curry, the band delivers a dynamic blend…
Free
Karaoke at Bobby’s Monkey Bar
Karaoke at Bobby's Monkey Bar features an energetic and charismatic host who brings the crowd to life every night. Nestled in Key West's Old Town,…
Crownz at Sloppy Joe’s Bar
Experience the electrifying performance of Crownz at Sloppy Joe's Bar, where the dynamic pop rock band from Tampa delivers an unforgettable night of catchy tunes…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly is a legendary performer captivating audiences at Irish Kevin's Bar, Key West. Renowned for his vibrant shows, he skillfully fuses music and entertainment.…
Free
Ambitious Morning Runners
Join the Ambitious Morning Runners at White Street Pier in Key West, where spectacular sunrise views set the stage for an invigorating experience. Although the…
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 Yoga on the Beach at Fort Zachary Taylor State Park in Key West, where the serene surroundings enhance your experience. Practice yoga amidst the…
$20
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga, an invigorating experience set amidst the serene beauty of Key West Tropical Forest & Botanical Garden. Monica,…
$20
Joe The Show at Sloppy Joe’s Bar
Experience the remarkable talent of Joe The Show at Sloppy Joe's Bar. Known for his dynamic energy and tireless work ethic, Joe captivates audiences with…
Free
Ross Brown at Rams Head Southernmost
Ross Brown captivates audiences at Rams Head Southernmost with his versatile musical talent and adventurous spirit. A Key West-based artist, Ross blends his passion for…
Free
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck brings his vibrant musical talent to Irish Kevin's Bar, captivating audiences with his engaging performances. Known for his dynamic stage presence, Bradd infuses…
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
Caleb Tyler at Tiki House Key West
Caleb Tyler brings his unique talent to Tiki House Key West, captivating audiences with his dynamic performances. In this vibrant nightlife spot, Caleb's music enhances…
Free
Shanty Hounds at Rick’s Bar Downstairs Stage
Experience the infectious energy of Shanty Hounds, an inventive acoustic duo featuring Dani Hoy and Key West Chris Rehm, as they perform at Rick's Bar…
Free
Eric Aardema at Hog’s Breath Saloon
Eric Aardema brings his energetic performance to Hog's Breath Saloon, captivating the audience with his musical talent amidst the vibrant atmosphere of Key West. Known…
Free
Sid The Bayou Kid at Sloppy Joe’s Bar
Sid The Bayou Kid, a dynamic blues musician from Louisiana, captivates audiences at Sloppy Joe's Bar. Known for his storytelling prowess and love for Southern…
Free
Oren Polak at Schooner Wharf Bar
Oren Polak, a versatile musician and band leader, enchants audiences at Schooner Wharf Bar with his distinctive sound and engaging performances. Known for his mission…
Free
Tony Baltimore at Hank’s Hair of the Dog Saloon
Experience the captivating performance of Tony Baltimore at Hank's Hair of the Dog Saloon in Key West's vibrant Old Town. A gifted singer-songwriter, Tony Baltimore…
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
Industry Night at The Retro Room
Experience Industry Night at The Retro Room in the heart of Old Town Key West. Delight in engaging performances by top entertainers while enjoying craft…
Free
Joe The Show at Tiki House Key West
Experience the captivating performance of Joe The Show at Tiki House Key West. Renowned for his tireless work ethic and dynamic energy, JTS is a…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin is a charismatic entertainer known for his charm and humor, captivating audiences at Irish Kevin's Bar in Key West. With his laid-back 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
Jesse Lee at Rick’s Bar Downstairs Stage
Jesse Lee Jr., a rising musician from New Jersey now based in Key West, brings his passionate sound to Rick's Bar Downstairs Stage. Relocating in…
Free
Cliff Cody at Mac’s Place
Experience an unforgettable evening with Cliff Cody at Mac's Place in Key West. This Texas-born, Key West-based indie country singer-songwriter captivates audiences with his powerful…
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
Adam Lufkin Duo at Hog’s Breath Saloon
Experience the dynamic sounds of the Adam Lufkin Duo at Hog's Breath Saloon. LuFFKiD, led by Adam Lufkin, combines reggae, hip-hop, and rock to create…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls deliver an electrifying performance at the 5pm show, showcasing their talent through captivating drag acts. Hosted at the vibrant 801…
Glow Hours on Hugh’s View
Experience the captivating Glow Hours on Hugh's View at The Studios of Key West, where talented local entertainers take the spotlight. Set against a backdrop…
Jay Klein at Hank’s Hair of the Dog Saloon
Jay Klein takes the stage at Hank's Hair of the Dog Saloon, bringing a unique blend of entrepreneurial spirit and musical talent to Key West's…
Free
Zack Seemiller at Rams Head Southernmost
Zack Seemiller, an accomplished motivational speaker and author, captivates audiences at Rams Head Southernmost with his inspiring musical performances. Known for his ability to connect…
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 Pepes on Mallory Square. This talented entertainer captivates audiences with lively performances,…
Sunset Celebration at Mallory Square
At Mallory Square's Sunset Celebration, the main highlight is the captivating entertainment. Guests are treated to mesmerizing performances by talented jugglers and the renowned cat…
Free
The ***** at Green Parrot Bar
The ***** delivers electrifying performances at the iconic Green Parrot Bar in Key West, captivating audiences with their dynamic energy and infectious beats. Known for…
Free
Chris Thomas Duo at Sloppy Joe’s Bar
Chris Thomas, a dynamic musician and singer known for infusing vibrant energy into his performances, captivates audiences at Sloppy Joe's Bar in Key West. Specializing…
Free
Bo Fodor at RockHouse Live Key West
Bo Fodor, a visionary artist and storyteller, captivates audiences at RockHouse Live Key West with his innovative approach to the arts. Known for blending traditional…
Free
Happy Dog at The Alamo Key West
Experience the mesmerizing vibes of the Happy Dog Band at The Alamo Key West. This improvisational jam band captivates audiences with their psychedelic rock spirit,…
Free
NY Pauly at Irish Kevin’s Bar
NY Pauly, a legendary entertainer at Irish Kevin's Bar in Key West, Florida, captivates audiences with his dynamic performances. Blending music and entertainment, he is…
Free
Gary Hempsey at Schooner Wharf Bar
Experience the captivating tunes of Gary Hempsey at the Schooner Wharf Bar. A renowned musician, Gary brings his unique energy to this iconic waterfront venue…
Free
Joe the Show at Rick’s Bar Downstairs Stage
Experience the vibrant energy of Joe The Show on the Downstairs Stage at Rick's Bar in Key West. Known as JTS, he captivates audiences with…
Free
DJ Todd at Red Garter Saloon Stage
Experience the electrifying energy of DJ Todd at the Red Garter Saloon Stage. Known for his innovative mixes and dynamic performances, DJ Todd captivates audiences…
Free
Comedy Key West Open Mic at Comedy Key West
Join Comedy Key West's Open Mic Night for an entertaining evening filled with laughter and creativity. This vibrant event is a perfect platform for both…
Free
Jay Klein at Halo Rooftop Lounge Bar at The Saint
Jay Klein, a dynamic musician and visionary entrepreneur, takes the stage at Halo Rooftop Lounge Bar, captivating audiences with his innovative style. Known for his…
Free
Ronnie & Gregory at La Te Da
Experience the captivating performance of Ronnie and Gregory at La Te Da in Key West. This dynamic duo enchants audiences with their vibrant chemistry and…
Free
Aaron Hudgins at Tiki House Key West
Aaron Hudgins brings his musical talent to the lively Tiki House Key West, captivating audiences with his dynamic performances. Known for his engaging presence and…
Free
DJ Duke at Rick’s Bar Upstairs Stage
Experience the electrifying energy of DJ Duke at Rick's Bar Upstairs Stage. Renowned for his mesmerizing mixes and innovative soundscapes, DJ Duke captivates audiences with…
Free
LUVBOM at Durty Harry’s Stage
Experience the electrifying talent of LUVBOM as he takes the stage at Durty Harry's in Key West. Known for his dynamic performances, this captivating vocalist,…
Free
The ***** at Green Parrot Bar
Experience the electrifying performance of The ***** at the iconic Green Parrot Bar in Key West. Known for its funky charm, this popular dive bar…
Free
Randy Roberts at La Te Da
Randy Roberts shines at La Te Da, captivating audiences with his electrifying vocal performances and impeccable impersonations of icons like Cher and Bette Midler. With…
$35
Victoria Leigh at Hank’s Hair of the Dog Saloon
Victoria Leigh is a dynamic musician delighting audiences at Hank's Hair of the Dog Saloon in Key West. Known for her feel-good covers, creative mashups,…
Free
Matthew Curry Band at Hog’s Breath Saloon
Experience the sensational Matthew Curry Band at Hog's Breath Saloon, where virtuoso guitarist and singer Matthew Curry leads an electrifying performance. Blending blues, rock, and…
Free
Karaoke at Bobby’s Monkey Bar
Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, where the island atmosphere comes alive with dynamic karaoke hosted by charismatic…
Crownz at Sloppy Joe’s Bar
Crownz, a lively pop rock band from Tampa, is set to electrify the stage at Sloppy Joe's Bar in Key West. Renowned for their energetic…
Free
Riptide Riot at Irish Kevin’s Bar
Riptide Riot, a dynamic power duo from Key West, electrifies audiences at Irish Kevin's Bar. With Jim Simonian on drums and vocals and Tim Bradach…
Free
Karaoke w/ Jorge at Rick’s Bar Downstairs Stage
Join DJ Jorge at Rick's Bar Downstairs Stage for an electrifying karaoke night in Key West. Known for his dynamic beats and vibrant performances, Jorge…
Free