News
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, ...
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 Institute t...
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. That’s the...
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...
Reel in the Big One: Experience the Thrill of the Key West Kingfish Mayhem Tournament
Where Competitive Fishing Meets Island Adventure | January 15–19, 2025 If you've ever dreamed of chasing big fish in sparkling blue waters with the promise of glory and serious cash, mark your calendars for the 2025 Key West Kingfish Mayhem Tourname...
Cast Your Line in Paradise: The Unmissable Florida Keys Fishing Tournaments
The Florida Keys are a slice of angler heaven, where turquoise waters meet thrilling fishing escapades, and a diverse lineup of tournaments awaits enthusiasts of all skill levels. Whether you're a seasoned pro or a newbie eager to try your luck, thes...
Discover the Timeless Charm of Key West: A Journey Through History and Design
Key West, Florida, isn't just a sun-soaked paradise; it’s a living museum of history and creativity, where cigar-makers' cottages and Victorian mansions tell tales of a bygone era. This December through March, the island’s storied archite...