Events in the Florida Keys
We have gathered local Florida Keys events to help you find fun things to do during your stay. Browse the calendar below for festivals, live music, waterfront celebrations, family-friendly activities, food events, fishing tournaments, holiday happenings, and more.
From Key Largo and Islamorada to Marathon, Big Pine Key, and Key West, there is always something happening in the Keys. Use this calendar to plan around local favorites, discover seasonal events, and make the most of your Florida Keys vacation.
Just a Few Friends Key West
- Location: Various locations in Key West
Just a Few Friends Key West
September 3–7, 2026 | Key West, Florida
Parrot Heads and island lovers come together over Labor Day weekend for Just a Few Friends Key West, an annual celebration honoring the life and legacy of Jimmy Buffett.
The five-day festival brings music and festivities to locations throughout Key West, with free concerts, waterfront performances, sunset sails, walking tours, food and drink events, and special experiences celebrating the music, stories and island lifestyle associated with Buffett.
One of the weekend's signature events is the Second Line Memorial Parade down Duval Street, followed by the free Party in the Park at Truman Waterfront Park. Whether you're a longtime Buffett fan or simply love the laid-back spirit of Key West, it's a fitting way to spend Labor Day weekend in the place that inspired so much of his music.
