Hemingway 5K Sunset Run & Paddleboard Race
As part of Hemingway Days, a six-day event that commemorates the life of Ernest Hemingway who lived and wrote in Key West during the 1930s, [...]
Mile High Key Lime Pie Eatin’ Contest
Do you think you could devour a 9″ Key Lime Pie topped with a mountain of whipped cream faster than the competition? Then register for [...]
37th Annual 7-Mile Bridge Run
The 7-Mile Bridge Run is put together by the Marathon Runners Club and is the only known run that is completely surrounded by water from [...]
33rd Annual Schooner Wharf Bar Wrecker’s Cup Race Series
Schooner Wharf Bar is hosting the first of four races during their Annual Wrecker’s Cup Race Series. The course is 7 miles from Key West [...]
37th Annual Key West Super Boat World Championship
Schedule of events: superboat.com/schedule *More information soon
Southernmost Marathon & Half
*More information coming soon! Race info Course maps
24th Annual Battle of the Bars
"A day of beers, bartenders, margaritas and mayhem helps to dramatically improve the lives of local residents and local causes – only in Key West. [...]
Mile-High Key Lime Pie Eatin’ Contest
Register if you think you can devour a 9" Key Lime Pie topped with a mountain of whipped cream faster than the competition. This world [...]
20th Annual Key West Paddle Classic
Join in on this weekend of fun at the 20th Annual Key West Paddle Classic and paddle around the island with your friends and [...]
21st Annual Earth Day 5k
The 21st Annual Earth Day 5k Run/Walk is coming up! There will be Earth Friendly Recyclable Awards for the top overall male & female, top [...]