News
You may hear it on the coconut telegraph, but you can read about it from the Concierge in 25 words or less.
Celebrate Hemingway's Legacy at Key West's Whimsical Look-Alike Extravaganza!
January 10, 2025 • KW Concierge
If Ernest Hemingway were alive today, where would he be? Chances are, he'd be raising a toast at Sloppy Joe's Bar during the 44th Annual Hemingway Look-Alike Contest in Key West, Florida. From July 23-27, 2025, this charming island city transforms into a literary lover's paradise, teeming with camaraderie, humor, and Hemingway’s enduring spirit. Why This Event Should Be on Your Bucket List Wheth...
Taste the Ocean’s Bounty: Dive into the Florida Keys Seafood Festival
January 09, 2025 • KW Concierge
If the idea of feasting on the freshest seafood while celebrating the hardworking fishermen who harvest it excites you, then mark your calendar for the 19th Annual Florida Keys Seafood Festival. This vibrant weekend event, held on February 15-16, offers a true taste of the ocean alongside lively music, arts, and a slice of Keys culture. Highlights of the Festival Set against the picturesque back...
Step Back in Time: Presidential Families Weekend at Key West’s Little White House
January 08, 2025 • KW Concierge
Discover History, Heritage, and Charm This Presidents Day This Presidents Day weekend, journey to Key West, Florida, for an unforgettable experience that merges history, heritage, and tropical charm. From February 13 to 17, the iconic Harry S. Truman Little White House will host Presidential Families Weekend, a captivating series of events celebrating America’s storied past and the preservation o...
Florida Keys 2025: A Year of Unforgettable Adventures
December 20, 2024 • KW Concierge
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 something to celebrate in this slice of paradise. Let’s dive into the highlights and discover what awaits in the Conch Republic. January: A Month of...
Groove and Sunshine: Key West’s Mile 0 Fest is a Must-See Musical Escape
December 19, 2024 • KW Concierge
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 January 21-25, this vibrant festival transforms the southernmost tip of the United States into a haven for music lovers. A Lineup That Rocks the Roots ...
Key West Scores Big: The 33rd Kelly McGillis Classic Brings Global Excitement to Paradise
December 17, 2024 • KW Concierge
Discover a Week of Competition, Camaraderie, and Culture in Vibrant Key West This January, the sun-soaked streets and crystal-clear waters of Key West will set the stage for an unforgettable event that blends adrenaline-pumping sports with the laid-back charm of this tropical paradise. The 33rd Kelly McGillis Classic International Women’s & Girls’ Flag Football Championship, running Januar...
Symphonic Nights in Paradise: Key West Welcomes the South Florida Symphony Orchestra
December 17, 2024 • KW Concierge
Escape to the enchanting island city of Key West, where music, culture, and coastal charm come together for an unforgettable experience. This season, the South Florida Symphony Orchestra, led by the visionary Maestra Sebrina Maria Alfonso, celebrates its 27-year legacy with a trio of spectacular performances sure to captivate music lovers of all kinds. Set against the backdrop of turquoise waters ...
Sail Into Paradise: The Southernmost Regatta Brings Thrills to Key West
December 12, 2024 • KW Concierge
Imagine the sun-kissed waters of Key West, the rhythmic snap of sails catching the wind, and the adrenaline-charged energy of world-class sailing teams battling it out. From January 20–25, this idyllic island—famous for its laid-back charm and subtropical beauty—will transform into a sailor's paradise as it hosts the Southernmost Regatta, a renowned international sailing event that promises exhila...
Reel in the Action: Key West Kingfish Mayhem Tournament 2025
December 03, 2024 • KW Concierge
Are you ready to test your angling skills in the pristine waters of the Florida Keys? The Key West Kingfish Mayhem Tournament, running from January 15–19, 2025, promises adrenaline-pumping competition, jaw-dropping catches, and some serious cash prizes. Whether you're a seasoned angler or just along for the ride, this event is the ultimate winter escape. Why Key West? Every year, the turquoise w...
Sail into Holiday Magic: Florida Keys Lighted Boat Parades
December 03, 2024 • KW Concierge
Imagine Santa trading his sleigh for a schooner, with dolphins replacing reindeer. Welcome to the Florida Keys during the holiday season, where sparkling lighted boat parades bring a unique tropical twist to holiday cheer. From Key Largo to Key West, the island chain comes alive with dazzling vessels, festive gatherings, and unforgettable maritime merriment. Whether you’re a spectator or a p...