Upcoming Events
Sunset Celebration at Mallory Square
Key West's Sunset Celebration: A Must-Experience Event at Mallory Square Every evening, just as the sun begins its slow descent into the Gulf of Mexico, Mallory Square in Key West transforms into a l...
Annual Schooner Wharf Bar Lighted Boat Parade
Experience the Magic of the Schooner Wharf Bar Lighted Boat Parade: A Key West Tradition Date: December 12-15, 2024Location: Schooner Wharf Bar, Key West, FLEvent Highlights: Dec. 12: Captains' Me...
Waterfront Winter Wonderland
Discover the Magic of Key West’s Waterfront Winter Wonderland! If you're dreaming of a holiday getaway that adds a touch of enchantment to your Key West experience, look no further than the Wat...
Comedy Key West: Jim Florentine
Get ready to laugh until your cheeks hurt, because comedy legend Jim Florentine is taking the stage in Key West! Known for his razor-sharp wit and a comedic style that’s as bold as it is hilario...
New Year's Eve Lowering of the Pirate Wench
Celebrate the New Year in true Schooner Wharf style with the annual Lowering of the pirate wench down the mast of the Schooner America 2.0 at midnight. Enjoy live music through the afternoon and eveni...
New Year's Eve: Conch Shell Drop at Sloppy Joe's
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. Travele...
Upcoming Live Entertainment
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Latest News
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 famo...
Literary Paradise: Key West Explores the Ties That Bind at Annual Seminar
Escape to the sun-kissed streets of Key West this January and immerse yourself in the power of storytelling at the 42nd Annual Key West Literary Seminar. From January 9–12, 2025, literary enthusiasts will gather at the historic San Carlos Insti...
Chase the Sun: Key West Half Marathon Beckons Runners to a Tropical Paradise
Why You’ll Love This RacePicture this: a crisp January morning with the gentle warmth of the subtropical sun on your shoulders, the sound of waves lapping against the shore, and the vibrancy of Florida’s southernmost island all around you...
Reach New Heights in the Florida Keys: Pole Vault in Paradise Returns to Key West
Key West is famous for its vibrant sunsets, turquoise waters, and laid-back charm, but every January, it offers a thrill of a different kind: the adrenaline-pumping Pole Vault in Paradise competition. On Saturday, January 4, 2025, Higgs Beach will tr...
Brunch with Santa and Mrs. Claus at Rams Head Southernmost
Brunch with Santa and Mrs. Claus at Rams Head Southernmost
Celebrate the Magic of the Holidays in the Florida Keys
Where Festive Lights Meet Subtropical Delight This holiday season, trade your winter coats for flip-flops and discover the vibrant charm of the Florida Keys. Spanning 125 sun-soaked miles from Key Largo to Key West, this tropical paradise is transfo...