7 Mile SantaCon
The 2025 7 Mile SantaCon celebrates our holiday season FL [...]
10 events found.
21st Annual Islamorada Holiday Fest
The 21st Annual Islamorada Chamber of Commerce Holiday Fest will [...]
Rams Head Presents: Anthony Rodia: Laugh Til It Hurts Tour
Anthony Rodia is an Italian-American comedian known for his sharp, [...]
Islamorada Junior Sailfish Tournament
Whale Harbor Marina 83000 Overseas Hwy, Islamorada, FL, United StatesThe Florida Keys’ oldest sailfish tournament for kids age 16 [...]
Key West Lighted Boat Parade
The Holidays' Magical Nautical Display of Lights and Creativity. The [...]
Gay Key West Holiday Lights Trolly Tour
Hop Aboard the Holiday Lights Extravaganza! Deck yourself out in [...]
2nd Annual Pigeon Key Holiday Spectacular
The Second Annual Pigeon Key Holiday Spectacular is a one-day [...]
Islamorada Half Marathon & 10k, Rumrunner Run 5K/10K and Beach N’ Beer Mile
Welcome to the 11th annual Islamorada Half Marathon & 10K, [...]
2025 ‘A Positive Step’ 5K Rudolph Red Nose Run
Don your holiday jammies, trackies and festive adornments and join [...]
Key West Triathlon
The Key West Triathlon is back! Join us in sunny [...]