Islamorada

The Florida Keys Gold Cup Sailfish Championship triple-crown series is to open with the 59th Islamorada Sailfish Tournament set for Thursday through Sunday, Dec. 1-4. The tournament is a primary fundraiser for the Islamorada Charter Boat Association.  

Distance runners and visitors who relish a challenge in the Florida Keys’ mild temperatures can participate in Islamorada’s annual Half Marathon, 10k, Rumrunner Run 5k and Beach N’ Beer Mile scheduled for Saturday and Sunday, Dec. 10-11.

The entire family can delight in snow despite the Florida Keys’ balmy winter temperatures Friday, Dec. 2, during Islamorada’s annual Florida Keys Holiday Fest scheduled on the beach at Founders Park, mile marker 87 bayside.

Sunny, breezy subtropical holidays in the Florida Keys & Key West are filled with warmth and good cheer throughout the 125-mile-long island chain. From Key Largo to Key West, the 2022 holiday season features spirited events such as lighted boat parades, historic inn tours, only-in-the Keys frivolity, sparkling waterfront celebrations and other island festivities.

Bicyclists are to pedal through the entire Florida Keys island chain along scenic Overseas Highway and Heritage Trail routes during a 165-mile Miami-to–Key West charity ride. 

Attendees at Mote Marine Laboratory’s annual Ocean Fest: A Community Celebration can celebrate the Florida Keys’ vibrant marine environment outdoors in Islamorada with live music, artistry, activities for kids, educational exhibits and more.

In recognition of Veterans Day, anglers are to unite with war heroes to pursue some of the world’s most sought-after game fish for trophies and prizes during the annual Cheeca Lodge All-American Backcountry Tournament, scheduled Nov. 10-12 in Islamorada.

Many Florida Keys visitors make it a point to sample locally caught fish, embracing the Keys’ brand of farm-to-table cuisine that some call “fisherman-to-fork.”

The 125-mile-long island chain of the Florida Keys & Key West offers nearly endless opportunities for rejuvenation and wellness — seamlessly blending work with play in soothing outdoor spaces framed by stunning seascapes and landscapes.

The Florida Keys & Key West are welcoming fall with enhanced resorts offering spacious new villa-style accommodations and new “Aqua Lodges” for overnight stays at marinas. In the Middle Keys, a colorful 60-passenger tram is transporting passengers across the Old Seven Mile Bridge to historic Pigeon Key.