Events in the Florida Keys
View our Events Calendar for activities and events going on each month in Key West and the Florida Keys
Events in Florida Keys for 2025
- Oct 21, 2025 - Dec 05, 2025
- End of Prohibition Celebration - December 3-5, 2025
- Website End of Prohibition Celebration
- 201 Duval Street Key West FL 33040
- Celebrate the end of Prohibition, the 1920-1933 U.S. ban on alcohol, at this rollicking festival that also celebrates the birth of Sloppy Joe’s Bar. 3 Days of RUM tastings, non-stop LIVE entertainment, costume contest & MORE!
- January 19 - January 24 Key West
- The Southernmost Regatta
- Website
- Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid sportsmanship during five consecutive days of racing. Competition is open to One Design and ORC Racing / Cruising Keelboats. Spectators can watch the races from various waterfront venues, mingle with sailors and view sailboats at the Galleon Resort's marina, 617 Front Street, after each day’s races.