Events & Festivals

Marathon and the other Florida Keys host spectacular events for visitors of all ages. From a Mardi Gras inspired festival like Fantasy Fest to one of the country's top seafood festivals to a festival honoring long-time Key West local, Ernest Hemingway, you are sure to find an event or festival that suits your interests. Events and festivals take place all over on many different Florida islands, with many local businesses participating in the fun.

Browse popular Florida Keys events and plan your vacation during something fun! Book your vacation rental early for big events for the best options and pricing!

Fantasy Fest

Fantasy Fest

October 18-27, 2019 - Fantasy Fest is a yearly 10-day party in a tropical paradise for grown-ups. Started in 1979 by a small group of Key West locals, the party was designed to bring visitors to the island in what was a typically quiet, but beautiful season. It worked. Fantasy Fest has grown every year since and is now one of the wildest extravaganzas around!

Location: Key West, FL
The Original Marathon Seafood Festival

The Original Marathon Seafood Festival

March 14-15, 2020 - "The Marathon Seafood Festival is the 2nd largest FL Keys event with over 20,000 attendees & growing every year. The Marathon Seafood Festival is the premier event for great/fresh seafood and entertainment in the Florida Keys. Bring the whole family for two days and enjoy great cuisine, entertainment, and fun!"
Location: Marathon, FL
7 Mile Bridge Run

7 Mile Bridge Run

Tentatively March 28, 2020 - "The Marathon Runners Club`s 7 Mile Bridge Run began as a dedication run in 1982, celebrating the opening of the "new" 7 Mile Bridge. This run is the only known run that is completely surrounded by water from start to finish. It is officially marked at 6.8 miles. First place age group winners and overall winners have always been awarded the unique black coral 7 to wear proudly."
Location: Florida Keys, FL
Hemingway Days Festival

Hemingway Days Festival

July 16-21, 2019 - "Ernest Hemingway look-alikes, writers, anglers and fans of the late author`s work are to converge on Key West Tuesday through Sunday, July 16-21, 2019, for the annual Hemingway Days celebration. The festival honors the legacy of the American literary giant who lived and wrote on the island for most of the 1930s."
Location: Key West, FL
Key West Brewfest

Key West Brewfest

August 29-September 2, 2019 - "The Southernmost Beach Resort has teamed up with the Key West Sunrise Rotary of the Conch Republic to host Key West BrewFest. All proceeds to benefit the Rotary Club and its charitable efforts. Events from beer dinners, beer brunches, happy hour parties, pool parties, late-night parties, seminars, and the Signature Tasting Festival Event are some of the great activities we have on tap for you! And, try tasting close to 200 beers in one weekend!"
Location: Key West, FL