DJ Duke ~ Rick's Bar Upstairs Stage
2026-02-24 20:00 - 2026-02-25 04:00 (America/New_York)
Experience an electrifying night with DJ Duke on the Upstairs Stage at Rick’s Bar, Key West’s largest club. Known for his dynamic sets and unmatched energy, DJ Duke keeps the dance floor alive with his pulsating beats. Join the crowd for a vibrant nightlife experience you won’t forget.

The Questionables Punk Rock at General Horseplay
2026-02-24 20:00 - 2026-02-25 23:00
Get ready for an electrifying night with The Questionables, a dynamic punk rock band bringing high-energy performances to General Horseplay in Key West. Known for their infectious rhythms and rebellious spirit, this band will turn the vibrant cocktail bar into a haven for punk enthusiasts craving unforgettable live music and lively atmosphere.

Bone Island Haunted Pub Crawl & Ghost Tour
2026-02-24 20:30 - 22:30
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America’s most haunted destinations, experiencing spine-tingling tales and local ghost lore. Enjoy a lively, suspenseful atmosphere, complete with a keepsake tour T-shirt, perfect for thrill-seeking adults.

LUVBOM ~ Durty Harry's Stage
2026-02-24 20:30 - 2026-02-25 02:00
Experience the electrifying performance of LUVBOM at Durty Harry’s Stage in Rick’s Entertainment Complex, Key West. Known for their dynamic live shows and magnetic presence, LUVBOM will captivate you with their vibrant music and energy. Join us for an unforgettable night of entertainment in the heart of Old Town Key West.

Victoria Leigh at Hank's Hair of the Dog Saloon
2026-02-24 21:00 - 23:45
Victoria Leigh is set to captivate the audience at Hank’s Hair of the Dog Saloon in Key West. With her soulful melodies and dynamic performance, Victoria promises an unforgettable night of live music. Her enchanting voice perfectly complements the vibrant atmosphere of this iconic, dog-friendly venue on Duval Street.

Mike Stone Band at Hog's Breath Saloon
2026-02-24 21:00 - 2026-02-25 01:00
The Mike Stone Band electrifies the stage at Hog’s Breath Saloon in Key West, infusing the vibrant dive bar with an infectious energy. Their captivating live performances, set against the backdrop of the bustling Mallory Square District, make for an unforgettable musical experience. Enjoy dynamic tunes and lively dancing under the stars.

Karaoke at Bobby's Monkey Bar
2026-02-24 21:30 - 2026-02-25 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
2026-02-24 22:00
The Naked Karate Girls, hailed as the best band in the galaxy, deliver an epic musical experience that captivates audiences at Sloppy Joe’s Bar in Key West. This dynamic Cincinnati-based band features over 12 professional performers, ensuring a night of unforgettable entertainment amidst a vibrant and historic atmosphere.

Karaoke w/ Jorge ~ Rick's Bar Downstairs Stage
2026-02-24 23:00 - 2026-02-25 04:00
Join DJ Jorge for an unforgettable evening of karaoke at Rick’s Bar Downstairs Stage. Known for his energetic hosting and diverse music selection, Jorge creates a lively atmosphere where everyone feels like a star. Dive into an array of drinks and enjoy Key West’s vibrant nightlife scene at this iconic venue.

Daytime event to test 120, Stage A
2026-02-25 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 121, Stage B
2026-02-25 07:00 - 23:00 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Daytime event to test 122, Stage C
2026-02-25 07:00 - 23:00 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Fishmonster Max- Daily Party Boat Fishing
2026-02-25 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
2026-02-25 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.

Aqua Yoga at Southernmost Beach Resort
2026-02-25 09:00 - 10:00
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience. Immerse yourself in a session that blends mindful movement with the soothing ocean backdrop, offering a refreshing escape in the heart of Key West’s historic charm.

Izzy Zaidman at Sloppy Joe's Bar
2026-02-25 10:00 - 11:45
Izzy Zaidman, a talented musician who relocated to Key West in 2021, captivates audiences at Sloppy Joe’s Bar with his Steel Resonator guitar. Bringing the rich sound of American Roots music to life, Izzy weaves soulful melodies into the vibrant atmosphere of this historic venue on Duval Street, creating unforgettable experiences.

Distillery Tour - Key West Legal Rum Distillery
2026-02-25 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.

Mojito Class by Key West Legal Rum Distillery - Min 4 people
2026-02-25 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!

Glass Bottom Boat Cruise - Key West's Window to the Sea
2026-02-25 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.

Wednesday Filet Day at Mary Ellen's
2026-02-25 11:30 - 2026-02-26 02:00
Every Wednesday at Mary Ellen’s Bar in Old Town Key West, enjoy Filet Day alongside live entertainment that electrifies the neighborhood atmosphere. While savoring comfort food like gourmet grilled cheese, immerse yourself in the vibrant sounds of local artists, ensuring an energetic and memorable night enhanced by frozen Irish coffee delights.

Michael Corleto ~ Rick's Bar Downstairs Stage
2026-02-25 12:00 - 15:00
Experience the dynamic performance of Michael Corleto at Rick’s Bar Downstairs Stage, located in Key West’s premier entertainment hub. Renowned for his captivating stage presence and versatile musical repertoire, Michael delivers an electrifying evening of live music. Dive into the vibrant energy and nightlife at Rick’s Entertainment Complex.

Brian Roberts at Sloppy Joe's Bar
2026-02-25 12:00 - 16:45
Experience the captivating performances of Brian Roberts at Sloppy Joe’s Bar, a renowned Key West landmark. Known for his dynamic presence and musical prowess, Roberts energizes the crowd with every note. Enjoy the infectious rhythms and lively atmosphere as you savor classic American fare and cocktails in this historic venue, steeped in entertainment tradition.

Tony Baltimore at Schooner Wharf Bar
2026-02-25 12:00 - 17:00
Tony Baltimore captivates audiences at Schooner Wharf Bar with his dynamic musical performances. Nestled in Key West’s historic seaport, this open-air gem provides picturesque dockside views and a relaxed atmosphere. Tony’s engaging energy and musical talent make every visit memorable, blending seamlessly with the bar’s vibrant spirit and island charm.

Andy Mauerman at Hog's Breath Saloon
2026-02-25 12:00 - 2026-02-26 16:00
Experience the vibrant sounds of musician Andy Mauerman at Hog’s Breath Saloon. Mauerman captivates audiences with his energetic performances, making each visit unforgettable. Enjoy his live music on the saloon’s outdoor patio in Key West’s Mallory Square District, where lively melodies complement the bar’s delicious food and lively atmosphere. Don’t miss this musical treat!

Claire Finley at Sunset Pier
2026-02-25 13:00 - 16:00
Claire Finley enchants Sunset Pier with her captivating live music, creating a vibrant atmosphere against the stunning backdrop of Key West’s famous sunsets. Her soulful melodies and charismatic performance complement the pier’s tropical ambiance, offering guests an unforgettable evening of entertainment, delicious seafood, and refreshing mojitos, all with breathtaking views of Mallory Square.

Shastina Chiles at Hank's Hair of the Dog Saloon
2026-02-25 13:00 - 16:00
Shastina Chiles, a talented musician, brings her vibrant energy and soulful tunes to Hank’s Hair of the Dog Saloon in Key West. Known for captivating performances, Shastina enchants audiences in this lively, dog-friendly venue. Enjoy her live music alongside mojitos and fish tacos, making for an unforgettable night on Duval Street.

Glass Bottom Boat Cruise - Key West's Window to the Sea
2026-02-25 13:30 - 16:00
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, the true star is the vibrant underwater world. Discover the majestic elkhorn coral and over 300 fish species through special windows to the reef, a breathtaking journey usually reserved for divers.

Mic Smith at Tiki House Key West
2026-02-25 13:30 - 16:30
Mic Smith brings his captivating musical performance to Tiki House Key West, enchanting audiences with his dynamic stage presence and exceptional talent. Known for his engaging and soulful artistry, Mic delivers an unforgettable experience in the vibrant ambiance of this iconic venue, making it a must-see event for music lovers.
