Events
Upcoming Events
Sunset Celebration at Mallory Square
January 1 - December 31, 2025
Key West's world-famous Sunset Celebration takes place every evening at Mallory Square close to the foot of Duval Street. Featuring both renowned local and international artists and entertainers, the event invites visitors and locals alike to enjoy the sunset at water's edge. The event begins about two hours ahead of the sunset and ends soon after the sun sets. The performance takes place 365 days...
Ben Harrison at the Key West Theater
January 21 - February 26, 2025
Experience the Unforgettable Storytelling of Ben Harrison at The Key West Theater
Join acclaimed playwright, musician, and author Ben Harrison for an evening of humor, history, and captivating music at the Key West Theater. Renowned for his unique ability to weave historical anecdotes, musical theater, and humor into compelling stories, Harrison's performances are as engaging as they are entertai...
Red Barn Theatre: Ms. Holmes & Ms. Watson - Apt. 2B
January 28 - February 22, 2025
Prepare for an exhilarating theatrical experience as the Red Barn Theatre brings Kate Hamill’s Ms. Holmes & Ms. Watson – Apt. 2B to life! Running from January 28 to February 22, 2025, this award-winning production offers a fresh, irreverent, and darkly comic spin on Sir Arthur Conan Doyle’s classic detective duo.
In this modern reimagining, Sherlock Holmes and Joan Watson are quirky female ro...
Florida Keys Seafood Festival
February 15 - February 16, 2025
Experience Fresh Local Seafood and Live Music at the Florida Keys Seafood Festival
The Florida Keys Seafood Festival is a premier two-day celebration held at Key West’s Truman Waterfront Park, where the local fishing community showcases the freshest catch in the Keys. This annual event, taking place on February 15th and 16th, offers a vibrant mix of culinary delights, live music, family-friendly ...
Presidential Families Weekend
February 15 - February 17, 2025
Celebrate Presidents’ Day Weekend at the Harry S. Truman Little White House!
Join history enthusiasts and presidential descendants for Presidential Families Weekend from February 15-17, 2025, at Florida's only presidential site, the iconic Harry S. Truman Little White House in Key West. This annual celebration offers a fascinating blend of historical insights, live performances, and a festive coo...
Key West Art & Craft Festival
February 22, 2025 8:00 AM
Celebrate the 60th Key West Art & Craft Festival at Truman Waterfront Park
Mark your calendars for February 22-23, 2025, as the Key West Art & Craft Festival returns for its 60th anniversary in the picturesque setting of Truman Waterfront Park in Old Town Key West. This highly anticipated juried event, hosted by the Key West Art Center—Key West’s oldest art gallery and a proud nonprofit c...
Coffee Butler Amphitheater: Beach Boys
February 28, 2025 7:30 PM
Catch the Wave: The Beach Boys Bring Endless Summer to Key West
Get ready for some “Good Vibrations,” Key West! The Beach Boys are hitting the Coffee Butler Amphitheater at Truman Waterfront Park for their Endless Summer Gold Tour. On February 28th, this legendary band, whose timeless tunes have shaped the musical world, will transport fans back to the golden age of surf rock. Doors open at 6 p.m...
Comedy Legend Kevin Nealon to Perform at Key West Theater
March 2, 2025 6:00 PM
Get ready to laugh out loud as comedy icon Kevin Nealon takes the stage at the Key West Theater for two hilarious performances on March 2, at 6 p.m. and 9 p.m. Known for his dry wit and charming demeanor, Nealon’s humor has captivated fans for decades.
You might remember him as a Saturday Night Live standout during his nine-year run, creating unforgettable characters like The Subliminal Man and H...
Conch Shell Blowing Contest
March 8, 2025 10:30 AM
Experience the Key West Tradition: The 62nd Annual Conch Shell Blowing Contest
Get ready to celebrate a unique and cherished Key West tradition at the 62nd Annual Conch Shell Blowing Contest, happening on Saturday, March 8, 2025, from 10:30 AM to 2:00 PM EST at the historic Oldest House Museum and Garden, located at 322 Duval St, Key West, FL.
For over 60 years, this one-of-a-kind event has deli...
NAS Key West Airshow
March 29 - March 30, 2025
Experience the Thrill of the Key West Air Show Featuring the Blue Angels
The NAS Key West Southernmost Air Spectacular delivers high-flying excitement on March 29-30, 2025 at Naval Air Station Key West’s Boca Chica Field. This premier Key West air show features breathtaking aerial demonstrations by elite military and civilian performers, including the legendary U.S. Navy Blue Angels. Attendees en...