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.
New Year's Eve Red Shoe Drop
- Location: Bourbon St. Pub
Ring in the New Year with the iconic Red Shoe Drop in Key West. Held on lively Duval Street, this one-of-a-kind celebration features a local drag queen descending from the balcony of Bourbon St. Pub in a giant red high heel as the clock strikes midnight.
With vibrant costumes, street performances, and an electric crowd, it’s a high-energy tradition that draws thousands each year—and a memorable way to welcome the New Year, Key West style.
