2025 Key West City “Hometown Holiday Parade”
Saturday, December 6 – FREE 2025 Key West City “Hometown Holiday Parade” Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then proceeds [...]
Saturday, December 6 – FREE 2025 Key West City “Hometown Holiday Parade” Starts at 6:30pm LOCATION: Parade starts on Truman Ave. (at White St.) then proceeds [...]
Sunday, December 7 – FREE to Attend Schooner Wharf Bar 2025 Tree Trimming Party and Toy Drive Starting at 6:00PM LOCATION: Schooner Wharf Bar and Galley [...]
Saturday, Dec. 13 Schooner Appledore Lighted Boat Parade Party 7:30pm – 9:30pm Be a participant in the 2025 The Lighted Parade aboard the Schooner Appledore [...]
The 34th Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade sails into the holiday season on Dec. 13th. Key West’s Historic Seaport has been transformed [...]
Sunday, December 21 The Florida Keys Southernmost Car Club presents 2025 “Holiday Classic Car Show” & Toy Drive FREE • 11:00am – 3:00pm LOCATION: Conch Republic [...]
Lowering of the Pirate Wench at Midnight! LOCATION: Schooner Wharf Bar and Galley On the Harbor Walk of Lights at William St. Great Food, Holiday Drinks [...]
28th ANNUAL KEY WEST HALF MARATHON & RUNFEST Week-end of January 16-18, 2026 Saturday, January 17th, 2026 – 5K – Start time 7:00 am – 10K [...]
The Southernmost Regatta 2026 Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid [...]
Mile 0 Fest 2026 Key West Mile 0 Fest is a five-day Red Dirt and Americana music festival held every year in Key West, Florida, [...]
20th Annual Florida Keys Seafood Festival FEBRUARY 15-16, 2026 Two Days of Seafood, Music & Family Fun Attend the 20th Annual Florida Keys Seafood Festival [...]