Michael Corelto ~ Rick's Bar Downstairs Stage
2026-02-21 20:00 - 23:59 (America/New_York)
Experience the electrifying performance of Michael Corelto at Rick’s Bar Downstairs Stage. Known for his dynamic presence and captivating music, Michael brings the vibrant nightlife of Key West alive. Immerse yourself in the largest club south of Miami, where live rock and karaoke complement a night of endless fun and entertainment.

DJ Chaka ~ Rick's Bar Upstairs Stage
2026-02-21 20:00 - 2026-02-22 04:00
Experience an electrifying night with DJ Chaka at Rick’s Bar Upstairs Stage. Renowned for energizing mixes and captivating beats, DJ Chaka transforms the dance floor into a vibrant spectacle. Join the pulsating crowd in Key West’s largest club for an unforgettable evening of music and rhythm that keeps the party alive.

Elle Haley, Aaron Hudgins and Peyton Porter at Hank's Hair of the Dog Saloon
2026-02-21 21:00 - 23:45
Elle Haley captivates audiences with her soulful voice and engaging stage presence at Hank’s Hair of the Dog Saloon in Key West. Joined by musicians Aaron Hudgins and Peyton Porter, the trio delivers a memorable night of live music. Enjoy mojitos, fish tacos, and the lively, dog-friendly atmosphere on Duval Street.

DJ at Hinote at General Horseplay
2026-02-21 21:00 - 2026-02-22 00:00
At the heart of Duval Street, DJ Hinote electrifies General Horseplay with captivating beats and infectious energy. Renowned for creating unforgettable nights, Hinote masterfully mixes tracks that get everyone on the dance floor. Experience the essence of Key West nightlife with dynamic sounds, craft cocktails, and an inviting atmosphere that guarantees a memorable night.

Alex Anthony Band at Hog's Breath Saloon
2026-02-21 21:00 - 2026-02-22 01:00
Experience the electrifying performance of the Alex Anthony Band at Hog’s Breath Saloon. Known for their dynamic sound and engaging stage presence, the band brings live music to life in Key West’s Mallory Square District. Enjoy a night of unforgettable tunes while savoring the vibrant atmosphere and delicious pub fare.

David Warren Band at The Bull & Whistle Bar
2026-02-21 21:00 - 2026-02-22 01:00
Experience an unforgettable evening with the David Warren Band at The Bull & Whistle Bar. Led by the talented David Bryce Warren, this lively band delivers engaging live music that energizes the vibrant crowd. Enjoy potent cocktails and dynamic entertainment in the open-air venue, making it a must-visit in Key West’s nightlife scene.

DURTBAGS ~ Durty Harry's Stage
2026-02-21 21:00 - 2026-02-22 03:00
Experience the ultimate Key West nightlife with The Durtbags at Durty Harry’s Stage. Known as Key West’s biggest party rock band, they deliver electrifying performances every Thursday through Sunday. Unleash your night with their infectious energy and unforgettable music in the heart of Rick’s Entertainment Complex. Don’t miss the ultimate soundtrack to your Key West adventure!

The Tiki Bombs at Tiki House Key West
2026-02-21 21:30 - 2026-02-22 00:30
Experience the vibrant sounds of The Tiki Bombs at Tiki House Key West. Known for their energetic performances and infectious tropical tunes, this dynamic band transforms any night into an unforgettable island party. Join them for an evening of lively music, perfect for dancing and enjoying the laid-back Key West atmosphere.

Karaoke at Bobby's Monkey Bar
2026-02-21 21:30 - 2026-02-22 03:00
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, ensuring everyone has a blast. Dive into the lively atmosphere as you sing your heart out amidst a fun-loving crowd. Don’t miss the daily happy hour!

Naked Karate Girls at Sloppy Joe's Bar
2026-02-21 22:00
Experience the electrifying Naked Karate Girls at Sloppy Joe’s Bar, a must-see performance by Cincinnati’s top band. Known as the best band in the galaxy, these 12+ professional musicians promise an unforgettable night with their dynamic show, blending vibrant energy and diverse musical prowess from 10:00pm to 2:00am.

Mike Stack & D-Lew at General Horseplay
2026-02-21 22:00 - 2026-02-22 01:00
Mike Stack & D-Lew bring their dynamic performances to the vibrant General Horseplay in Old Town Key West. Known for their engaging stage presence and captivating music, they infuse the lively cocktail bar with energy and charm. Enjoy their eclectic sound amid craft cocktails and a laid-back atmosphere on Duval Street.

Karaoke w/ Jason ~ Rick's Bar Downstairs Stage
2026-02-21 23:59 - 2026-02-22 04:00
Join Jason for an unforgettable karaoke night at Rick’s Bar Downstairs Stage in Key West. As the charismatic host, Jason brings unparalleled energy and entertainment, encouraging everyone to showcase their vocal talents. With his engaging presence and enthusiasm, Jason transforms an ordinary night into a lively and memorable experience.

Daytime event to test 114, Stage A
2026-02-22 07:00 - 23:00 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States
Do not fear mistakes. There are none.

Daytime event to test 115, Stage B
2026-02-22 07:00 - 23:00 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Fishmonster Max- Daily Party Boat Fishing
2026-02-22 08:00 - 13:00
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 ensures a smooth, comfortable ride. Dive into the fun-filled fishing adventure where every trip feels like a celebration at sea, creating unforgettable memories.

Yoga on the Beach - Ft Zachary Taylor
2026-02-22 08:15 - 09:45
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 Civil War fort, participants can immerse themselves in a session that balances mind and body while enjoying stunning ocean views and the serenity of nature.

Rolando Rojas at Sloppy Joe's Bar
2026-02-22 10:00 - 11:45
Rolando Rojas, a captivating and highly sought-after musician, electrifies Sloppy Joe’s Bar with his exceptional guitar skills and charismatic stage presence. Known as a top Key West wedding entertainer, Rolando transforms the historic venue on Duval Street with his dynamic performances, making each visit an unforgettable experience filled with music, energy, and charm.

Key West Artisan Market at Higgs Beach
2026-02-22 10:00 - 14:00
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 their vibrant performances. Set against the backdrop of a charming beach with clear waters and historical monuments, it’s an ideal spot for both relaxation and cultural exploration.

Mojito Class by Key West Legal Rum Distillery - Min 4 people
2026-02-22 11:00 - 17:00
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 West Legal Rum Distillery’s Mojito Class led by Crystal Menta. Having sailed to Cuba and back, Crystal shares the secrets of crafting the perfect mojito. Enjoy mixing and muddling in this interactive session, complete with a mojito tumbler, muddler, and bar spoon. A must-do Key West experience!

Distillery Tour - Key West Legal Rum Distillery
2026-02-22 11:00 - 17:00
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 life. Enjoy free tastings of unique, vegan-friendly spirits made on this historic site, as well as lessons in mojito making, all amidst the charming Key West seaport. Free tours every 30 minutes and tours last about 15 minutes.

Glass Bottom Boat Cruise - Key West's Window to the Sea
2026-02-22 11:30 - 14:00
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 America’s only living coral reef and vibrant marine life through special glass windows to the reef. An unforgettable journey exploring Key West’s underwater wonders awaits.

Harley Ray ~ Rick's Downstairs Stage
2026-02-22 12:00 - 16:00
Experience an electrifying night with musician Harley Ray at Rick’s Downstairs Stage in Key West. Renowned for his captivating performances, Harley Ray brings a dynamic energy that complements the vibrant nightlife. Enjoy his music amidst the pulsating atmosphere of Rick’s Entertainment Complex, featuring eight bars and diverse entertainment options for an unforgettable evening.

Behind Bootleg at Sloppy Joe's Bar
2026-02-22 12:00 - 16:45
Experience the captivating sounds of Behind Bootleg at the iconic Sloppy Joe’s Bar, a vibrant venue on Duval Street in Key West. Known for its rich history and lively atmosphere, the bar serves up daily live entertainment amidst a backdrop of delicious American fare and refreshing drinks. Enjoy a quintessential Old Town evening with unforgettable music and ambiance.

Mylo O'maolain at Schooner Wharf Bar
2026-02-22 12:00 - 17:00
Mylo O’Maolain captivates audiences at the Schooner Wharf Bar with his soulful melodies and vibrant energy. This talented musician transforms the historic Key West venue into an unforgettable musical experience, blending island vibes with heartfelt tunes. Enjoy Mylo’s enchanting performances amidst a laid-back, open-air setting, complete with stunning dockside views and island cuisine.

Aaron Blumer at Hog's Breath Saloon
2026-02-22 12:00 - 2026-02-23 16:00
Experience an unforgettable evening with the talented musician Aaron Blumer at Hog’s Breath Saloon in Key West’s vibrant Mallory Square District. Known for his captivating performances, Aaron enhances the lively atmosphere of this iconic dive bar with his music, inviting guests to enjoy tunes alongside smoked fish dip and refreshing pina coladas.

Big Bad Voodoo Daddy at Key West Theater
2026-02-22 13:00 - 15:00
Join Big Bad Voodoo Daddy at the Key West Theater for an unforgettable night of swing and jazz. Known for their high-energy performances and exceptional musicality, the band brings a modern twist to classic swing tunes. Experience their captivating rhythms in the historic setting of this intimate, newly renovated venue.

Farm Open House
2026-02-22 13:00 - 15:00
Experience captivating entertainment at the Farm Open House in Key West. Held at the Monroe County Sheriff’s Office Animal Farm, this community-focused event features live performances amidst a sanctuary for rescued exotic animals. Enjoy free admission on select Sundays, exploring a world of lemurs, horses, and more, where donations are appreciated.

Jon Hollywood at Tiki House Key West
2026-02-22 13:00 - 16:00
Experience an unforgettable evening with Jon Hollywood at Tiki House Key West. Renowned for his captivating performances and magnetic stage presence, Jon delivers a vibrant mix of music that will leave you mesmerized. Join us for an energetic night filled with talented entertainment in the heart of Key West.

Belle and McKenna at Sunset Pier
2026-02-22 13:00 - 16:00
Belle and McKenna, a dynamic musical duo, captivate audiences at Sunset Pier with their vibrant performances and eclectic repertoire. Their live music creates an unforgettable atmosphere, perfectly complementing the stunning Key West sunset views and lively ambiance. Guests enjoy not only the music but also the tropical vibes and delicious seafood offerings.

Victoria Leigh at Hank's Hair of the Dog Saloon
2026-02-22 13:00 - 16:00
Victoria Leigh captivates audiences at Hank’s Hair of the Dog Saloon with her dynamic performances. As a talented musician, she brings vibrant energy to Key West’s beloved nightlife spot. Guests enjoy her live music amidst the lively ambiance, with the added treat of Garbo’s fish tacos and mojitos, making for an unforgettable evening.
