HaveFun.NOW

Aqua Yoga at Southernmost Beach Resort
2026-02-11 09:00 - 10:00 (America/New_York)
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.

Wednesday Filet Day at Mary Ellen's
2026-02-11 11:30 - 2026-02-12 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.

Daytime event to test 36, Stage C
2026-02-11 16:00 - 18:00 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States
Do not fear mistakes. There are none.

World Famous 801 Girls- 5pm Show
2026-02-11 17:00 - 18:30, 2026-02-12 17:00 - 18:30
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their charisma and talent, these entertainers deliver unforgettable drag shows filled with energy and creativity. Join the 5pm show to witness the magic and embrace the vibrant nightlife atmosphere.

Sunset Celebration at Mallory Square
2026-02-11 17:00 - 21:00, 2026-02-12 17:00 - 21:00
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable atmosphere. This historic waterfront location transforms with lively acts, local artisans, and delicious food vendors, all set against stunning sunset views, providing an enchanting experience for all ages.

Caribe of Key West at El Meson de Pepes on Mallory Square
2026-02-11 17:00 - 21:00, 2026-02-12 17:00 - 21:00
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you enjoy authentic Cuban cuisine, the band’s captivating rhythms set the stage for an unforgettable evening. Experience a fusion of culture and entertainment in this historic Key West locale.

DJ Todd ~ Red Garter Saloon Stage
2026-02-11 19:00 - 2026-02-12 04:00
Renowned DJ Todd electrifies the crowd at the Red Garter Saloon Stage within Rick’s Entertainment Complex, Key West’s nightlife centerpiece. His dynamic mixes and infectious energy create an exhilarating atmosphere, making every night unforgettable. Dance the night away amidst the city’s largest club, where DJ Todd’s beats set the perfect backdrop for vibrant fun and entertainment.

Brian Patafies at Key West Theater
2026-02-11 20:00 - 22:00
Catch the magnetic Brian Patafies as he takes the stage at the Key West Theater’s Back Stage Listening Room. Known for his captivating presence and soul-stirring performances, Patafies delivers an unforgettable evening of music in this historic and intimate venue, ensuring a unique experience for every audience member.

DJ Duke ~ Rick's Bar Upstairs Stage
2026-02-11 20:00 - 2026-02-12 04:00
Experience the electrifying beats of DJ Duke at Rick’s Bar Upstairs Stage, located in the vibrant heart of Old Town Key West. Known for his dynamic sets, DJ Duke transforms the night with an eclectic mix of tunes perfect for dancing and revelry. Immerse yourself in a night of unforgettable rhythms and pulsating energy.

CRANK SINATRA~ Durty Harry's Stage
2026-02-11 20:30 - 2026-02-12 02:00
Experience the electrifying performance of Krank Sinatra at Durty Harry’s Stage in Rick’s Entertainment Complex. Known for their dynamic stage presence, the band delivers an unforgettable fusion of rock and entertainment. Dive into vibrant nightlife with live music, dancing, and people-watching, all within Key West’s premier entertainment hub.

Karaoke at Bobby's Monkey Bar
2026-02-11 21:30 - 2026-02-12 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!

Karaoke w/ Davis ~ Rick's Bar Downstairs Stage
2026-02-11 23:00 - 2026-02-12 04:00
Join Davis for an unforgettable karaoke night at Rick’s Bar Downstairs Stage in Key West. Known for his engaging and lively performances, Davis invites you to take the spotlight and showcase your vocal talents. With his charismatic presence, he turns a night of karaoke into a memorable musical journey.

Ambitious Morning Runners
2026-02-12 06:00 - 07:30
Join the Ambitious Morning Runners at White Street Pier in Key West for an invigorating start to your day. While there isn’t a specific entertainer, the true star is the breathtaking sunrise over the ocean. Enjoy peaceful surroundings and the serene beauty of this scenic spot as you energize your morning routine.

Daytime event to test 29, Stage B
2026-02-12 08:00 - 17:59 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Daytime event to test 32, Stage A
2026-02-12 08:00 - 17:59 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Yoga on the Beach - Ft Zachary Taylor
2026-02-12 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.

Prime of Life Yoga with Monica Haskell
2026-02-12 10:00 - 11:15
Join Monica Haskell for Prime of Life Yoga, a rejuvenating experience amidst the serene beauty of the Key West Tropical Forest & Botanical Garden. Known for her inspirational teaching style, Monica guides participants through tailored yoga sessions focused on enhancing vitality and well-being, offering a refreshing escape in a tranquil natural setting.

Izzy Zaidman at Sloppy Joe's Bar
2026-02-12 10:00 - 11:45
Experience the captivating sounds of Izzy Zaidman at Sloppy Joe’s Bar, where his Steel Resonator guitar brings American Roots music to life. Since his move to Key West in 2021, Izzy has enchanted locals and tourists alike with his soulful performances, making each visit to this historic venue memorable.

Trenton Chandler ~ Rick's DownStairs Stage
2026-02-12 11:00 - 15:00
Experience the electrifying performance of Trenton Chandler at Rick’s DownStairs Stage in Key West. A passionate country musician and songwriter from Shallowater, Texas, Trenton draws inspiration from legends like Elvis and Waylon Jennings. With his soulful melodies and engaging stage presence, he promises an unforgettable musical journey in the heart of vibrant nightlife.

Wolf Love at Sloppy Joe's Bar
2026-02-12 12:00 - 16:45
Experience the captivating performance of Wolf Love at the historic Sloppy Joe’s Bar in Key West. As part of Put-In-Bay Days, Wolf Love fills the iconic venue with mesmerizing melodies and vibrant energy from noon to 4:45 pm. Enjoy live music and an unforgettable atmosphere at this renowned landmark.

Sid The Bayou Kid at Sloppy Joe's Bar
2026-02-12 12:00 - 16:45
Sid The Bayou Kid, a charismatic musician from Thibodaux, LA, captivates audiences with his swamp-infused sound. With over 30 years of experience, Sid brings his electrifying performances to Sloppy Joe’s Bar in Key West, turning the historic venue into a lively celebration of music, appealing to both locals and tourists alike.

Ross Brown at Schooner Wharf Bar
2026-02-12 12:00 - 17:00
Experience the captivating live performance of musician Ross Brown at the iconic Schooner Wharf Bar in Key West’s Seaport. Enjoy his soulful melodies in a relaxed, open-air setting with stunning dockside views. With fresh seafood and lively island vibes, Ross Brown’s music creates an unforgettable atmosphere at this beloved local venue.

Truman Waterfront Farmers Market
2026-02-12 13:00 - 18:00
Enjoy the vibrant atmosphere at Truman Waterfront Farmers Market, where local entertainers set the mood with captivating performances. Every Thursday from 2 to 7 pm, immerse yourself in fresh produce, exquisite crafts, and fine cuisine. The waterfront location, stunning sunsets, and engaging entertainment make it a must-visit community gathering.

Jeff Harris ~ Rick's Bar Downstairs Stage
2026-02-12 15:00 - 19:00
Experience the captivating sounds of musician Jeff Harris as he takes the stage at Rick’s Bar Downstairs, nestled in Key West’s vibrant Old Town. Known for his engaging performances, Jeff brings a unique energy that perfectly complements the lively atmosphere of Rick’s Entertainment Complex, offering a memorable night filled with exceptional live music.

Daytime event to test 37, Stage C
2026-02-12 16:00 - 18:00 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Pete & Larry Sloppy 2nds at Sloppy Joe's Bar
2026-02-12 17:30 - 21:30
Catch the dynamic duo Pete & Larry, better known as Sloppy 2nds, at the iconic Sloppy Joe’s Bar. With their infectious humor and lively performances, they guarantee an evening filled with laughter and musical joy. Their engaging presence ensures an unforgettable night at this historic Key West venue.

Filming Sit with Kit Podcast Episodes
2026-02-12 18:00 - 21:00
Join charismatic host Kit in filming Sit with Kit podcast episodes at Angelina’s Pizzeria in Key West. Known for its vibrant energy and engaging conversations, the podcast captures Kit’s unique style and wit. Enjoy a behind-the-scenes experience while savoring delicious NY-style pizza in the heart of Old Town.
