Annual Events & Festivals

Annual Festivals & Community Events
January
Art Under the Oaks – San Pedro Tavernier
Baygrass Bluegrass- Islamorada
Big Pine & Lower Keys Nautical Expo
Coconut Crawl- Key Colony Beach
Florida Keys Celtic Festival
Key West Food and Wine Festival
Key West Half Marathon & 5K- Key West, Florida Keys
Key West Seafood Festival
Kilts in the Keys- Marathon
Marathon City Family Fun Fest
Thomas Crapper Day- Marathon
Wounded Warrior Project Ride
February
Swamp Fishing Guides Ball – Islamorada
Coral Head Music Fest- Marathon
Pigeon Key Art Festival
Paws in the Park- Key Colony Beach
Upper Keys Rotary Nautical Flea Market
Wesley House Valentine’s Day Gala- Key West
March
Annual Down Syndrome 2 Shoes Walk/5K Run- Islamorada
Curry Hammock State Park Car Show
Easter Egg Hunt, Martin Luther Church in Marathon
Florida Keys Contractor’s Association Golf Tournament- Marathon
Islamorada Seafood Festival
Island Art Festival – Lower Keys Chamber
Marathon Seafood Festival
Redbone Island Walk- Islamorada
Sombrero Beach Run- Marathon
St. Paddys Day Golf Tournament – Marathon
St. Patrick’s Day Parade – Key Colony Beach
April
7 Mile Bridge Run
Fish Fry Benefit- Islamorada
Lower Keys Chamber Business Walkabout
May
Dolphin Fishing Tournament – Habitat for Humanity of The Middle Keys
Cuban American Heritage Festival – Key West
Key Largo Original Music Festival
MaraTri – Marathon Triathlon
Coldwell Banker Schmitt Charitable Foundation Ride n’ Roll
June
Battle in the Bay Dragon Boat Races- Marathon
Florida Keys Guitar Festival- Marathon
Lower Keys Chamber Dolphin Fishing Tournament
Key Colony Beach Kids’ Fishing Derby
Wesley House Family Services Gala- Marathon
July
Blackwater Sound July 4 Fireworks Show
Marathon Beach Party & Fireworks Show
Spirit of Islamorada 4th of July Celebration
Super Power International Boat Races- Marathon & Key West
Underwater Music Festival- Looe Key
September
Alligator Lighthouse Swim- Islamorada
October
Coral Country Road Concert
Fantasy Fest- Key West
Zombie Bike Ride – Key West
Zombie Bike Ride of the Living Dead – Big Pine
November
Bacon Fest – Islamorada Moose Lodge
‘Not So Annual’ Spelling Bee – Habitat for Humanity of The Middle Keys
American Cancer Society Relay for Life- Marathon
Taste of the Islands – Marathon
Veteran’s Parade – Marathon
December
Islamorada Half Marathon & 10K
Islamorada Chamber of Commerce Holiday Fest!
Various Times Throughout the Year
Conch Records Music Video Fests
The Marathon Games