HaveFun.NOW

Caribe of Key West at El Meson de Pepes on Mallory Square
2026-02-03 17:00 - 21:00, 2026-02-04 17:00 - 21:00, 2026-02-05 17:00 - 21:00 (America/New_York)
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.

Karaoke at Bobby's Monkey Bar
2026-02-03 21:30 - 2026-02-04 03:00, 2026-02-04 21:30 - 2026-02-05 03:00, 2026-02-05 21:30 - 2026-02-06 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!

daytime event to test 20
2026-02-04 05:00 - 17:59 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States
Do not fear mistakes. There are none.

Yoga on the Beach - Ft Zachary Taylor
2026-02-04 08:15 - 09:45, 2026-02-05 08:15 - 09:45, 2026-02-06 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
2026-02-04 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.

Wednesday Filet Day at Mary Ellen's
2026-02-04 11:30 - 2026-02-05 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.

World Famous 801 Girls- 5pm Show
2026-02-04 17:00 - 18:30, 2026-02-05 17:00 - 18:30, 2026-02-06 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
2026-02-04 17:00 - 21:00, 2026-02-05 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.

The Massacoustics at Key West Theater
2026-02-04 20:00 - 22:00
Experience The Massacoustics live at the Key West Theater, where their captivating acoustic performance brings a unique blend of storytelling and musicianship to this iconic venue. Revel in the intimate atmosphere of a historic theater as this talented band delivers an unforgettable evening of music that resonates with both heart and soul.

daytime event to test 21
2026-02-05 05:00 - 17:59 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Ambitious Morning Runners
2026-02-05 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.

Prime of Life Yoga with Monica Haskell
2026-02-05 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.

daytime event to test 23
2026-02-05 12:00 - 17:59 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Filming Sit with Kit Podcast Episodes
2026-02-05 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.

Ben Harrison at Key West Theater
2026-02-05 19:00 - 21:00
Ben Harrison, a renowned musician, brings his captivating performance to the historic Key West Theater. Known for his engaging stage presence and masterful musicianship, Harrison offers audiences an intimate experience in the Backstage Listening Room. Experience the magic of live music as Harrison delivers a memorable performance in this iconic, newly renovated venue.

Catch The Mania Trivia at Brady's Pub
2026-02-05 19:00 - 21:00
Join us at Brady’s Pub for Catch The Mania Trivia, hosted by an enigmatic entertainer who promises a night of fun and excitement. Dive into a lively atmosphere filled with challenging questions, laughter, and camaraderie. Enjoy traditional Irish fare and happy hour specials while testing your knowledge in a captivating setting.

Andy's Cabana Open Mic No Mic Night
2026-02-05 19:00 - 22:00
At Andy’s Cabana Open Mic No Mic Night, the real star is the performer who captivates the audience with raw, acoustic talent. In the heart of Key West’s Bahama Village, entertainers deliver authentic, unamplified performances that resonate through the cozy venue, creating an intimate and unforgettable musical experience.

The Massacoustics at Key West Theater
2026-02-05 20:00 - 22:00
Experience an unforgettable evening with The Massacoustics at the Key West Theater. This talented band delivers a captivating acoustic performance in an intimate setting that highlights their musical prowess. Enjoy an evening of live music at this historic venue in the heart of Old Town. Don’t miss the magic of The Massacoustics live.

Karaoke with Foss at RockHouse Live
2026-02-05 21:00 - 2026-02-06 02:00
Experience an unforgettable night of entertainment with Foss at RockHouse Live in Key West. Known for electrifying performances, Foss brings charisma and energy to the karaoke stage, ensuring a lively and engaging atmosphere. Join us for an evening of music, drinks, and fun at this iconic venue.

daytime event to test 22
2026-02-06 05:00 - 17:59 | test venue 7, 416 Applerouth Ln, Key West, FL, 33040, United States

Yoga on the Beach - Smather's Beach
2026-02-06 08:00 - 09:00
