Upcoming Events
Key West Half Marathon & Runfest
Key West Half Marathon, 10K & 5K 2025: A Weekend of Running and Celebration Event Overview Dates: January 18-19, 2025 Location: Key West Historic Seaport, Key West, FL Event Schedule Day ...
Mile 0 Fest
Discover the 2025 Mile 0 Fest: Key West's Premier Red Dirt/Americana Music Festival Get ready for the ultimate musical getaway at the 2025 Mile 0 Fest in Key West! This five-day festival, happening f...
Red Barn Theatre: Ms Holmes & Ms Watson, Apt. 2B
Red Barn Theatre to Host "Ms. Holmes and Ms. Watson, Apt. 2B" This January Key West, FL – The Red Barn Theatre, a beloved staple in Key West’s vibrant arts community, is set to kick off the new year ...
Coffee Butler Amphitheater: Willie Nelson & Family
Willie Nelson Returns to Key West: A Night of Legendary Music at Coffee Butler Amphitheater Key West, get ready for a night to remember! The one and only Willie Nelson, a true legend with a career sp...
Waterfront Playhouse: La Cage Aux Folles
La Cage Aux Folles at The Waterfront Playhouse Join us at The Waterfront Playhouse from February 26th to March 22nd for La Cage Aux Folles, a Broadway classic that has captivated audiences for decade...
Conch Shell Blowing Contest
Blow Into the Fun: The 62nd Annual Conch Shell Blowing Contest! Dive into a beloved island tradition with the Annual Conch Shell Blowing Contest! This quirky and historic event pays homage to the con...
Upcoming Live Entertainment
Green Parrot Bar Webcam
Hank's Hair of the Dog Saloon
Hog's Breath Saloon Webcam
Latest News
Florida Keys 2025: A Year of Unforgettable Adventures
If you're dreaming of a destination that blends tropical beauty with vibrant culture, the Florida Keys should top your 2025 travel list. With a calendar packed full of events ranging from quirky festivals to awe-inspiring spectacles, there’s always s...
Groove and Sunshine: Key West’s Mile 0 Fest is a Must-See Musical Escape
Picture this: balmy breezes, turquoise waters, and five days of electrifying music that embodies the heart of Americana and “Red Dirt” soundscapes. Welcome to Mile 0 Fest, where the rhythms of the road meet the soul of the subtropics. Taking place Ja...
Key West Hosts the Ultimate Flag Football Getaway: The 33rd Annual Kelly McGillis Classic
A Global Celebration of Sport, Sisterhood, and Sunshine in Key West Pack your bags and head to Key West this January as the island transforms into a vibrant hub of energy, competition, and camaraderie for the 33rd Annual Kelly McGillis Classic Inter...
Harmony in Paradise: South Florida Symphony Orchestra Brings Timeless Performances to Key West
Experience the magic of classical music against the backdrop of sun-soaked Key West as the South Florida Symphony Orchestra (SFSO) celebrates its 2025 season with three spectacular performances. Founded 27 years ago in Key West under the visionary le...
Raise a Toast to Midnight in the Florida Keys: The Legendary Conch Shell Drop at Sloppy Joe’s
As the final seconds of the year slip away, the heart of Key West pulses with anticipation. Travelers and locals alike fill Duval Street, eagerly awaiting a spectacle that has become as iconic as the southernmost sunsets—Sloppy Joe’s famous Conch She...
Set Sail for Paradise: Key West Hosts the Thrilling Southernmost Regatta
Five Days of Competitive Racing, Tropical Vibes, and Unforgettable Experiences Await For sailing enthusiasts and wanderlust-driven travelers, there’s no better way to escape the winter blues than a sun-soaked week in Key West, Florida. From Monday, ...