Old Town Trolley Holiday Lights & Sights Tours December 8-23, 2023 | Multiple nightly tours convey caroling passengers through streets and neighborhoods to revel in [...]
26th Annual Key West Marathon and Runfest January 14th - Half Marathon starts at 6:30am and the 5K starts at 7:00am. Key West Half Marathon [...]
2024 Schooner Wharf Knot & Shot Competition Key West wouldn't be Key West without sailors and Schooner Wharf Bar, and sailors wouldn't be sailors without [...]
A Celebration of our favorite Crustacean: August 8-11, 2024! Lobsterfest Schedule of Events August 8 - 11, 2024 Â Thurs Aug 8 Original Lobster Boil [...]
Presenting the 2024 Rum Fest  Welcome to America’s Southernmost continental Caribbean Island, What better place is there to celebrate RUM. August 16th is National Rum Day. [...]
Brewfest is a multi-day festival hosted by Southernmost Beach Resort! It includes beer pairing dinners, pool parties, tap takeovers, and culminates with a signature tasting [...]
Come celebrate the life of Jimmy Buffett at the 1st Annual Just a Few Friends Key West Favorite Son Celebration August 30-September 2, 2024! "Join [...]
Key West Fantasy Fest 2024! Key West Fantasy Fest 2024 is an annual 10-day party in paradise for grown-ups! Started in 1979 by a small [...]
Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West Two Hour Historic Harbor Tour with Truman Little White House [...]
2025 40th Annual Schooner Wharf Bar Wrecker’s Cup Race Series The much anticipated Schooner Wharf Bar Wrecker’s Cup Race Series is scheduled for the last [...]
 43rd Annual Conch Republic Independence Celebration  Get your tickets here!   Â
The Key West Songwriters Festival is the largest festival of its kind in the world, and known as a career starter for top country talent. [...]
2025 Schooner Wharf Bar Minimal Regatta  Calling All Ship Wrights! Sunday, May 25, 2025 Minimal Regatta Construction Rules 1. One sheet of 4' x [...]
