Immerse yourself in the heart of the action as the Battle of Key West Harbor takes center stage in our celebration. This epic and uproarious harbor battle brings together the […]

Step into history at the Historic Seaport and witness the uproarious 'Tongue-in-Cheek' Surrender Ceremony of the US Coasties to the CR Armed Forces—a farce that's not to be missed! Experience […]

Experience the epitome of fun with "The most fun you can have with your clothes on" at the zany bed race on Duval between Olivia and Southard. Gather your team […]

Get ready for an electrifying night of amateur boxing in support of Key West PAL (Police Activities League)! (in front of Ricks.) Join as talented amateur boxers step into the […]

Ahoy, matey! Prepare to embark on a thrilling adventure as we celebrate the pirate's life in style! Immerse yourself in the world of swashbuckling swordplay and sing along to captivating […]

Join at the local hotspot where community spirit thrives! Discover unique treasures from talented local artists, indulge in delicious offerings from specialty food vendors, and groove to the rhythm of […]

Set sail on a memorable adventure aboard a majestic schooner, sloop, or multi-hull vessel, and experience the beauty of the waters off Key West like never before. Our 'all-in-fun race […]

Immerse yourself in the captivating ambiance of a lush tropical garden, where every sip of wine is accompanied by the enchanting melodies of world-renowned jazz artists. It's the ultimate destination […]

Experience the excitement of the race firsthand as you enjoy a BBQ dinner and live music while watching video highlights of the event. It's the perfect way to unwind and […]