Our Favorite Spring Events in the Florida Keys

From renowned fishing competitions to local music festivals, there’s always something special happening in the Florida Keys, and the springtime is no exception. During your stay in Islamorada, in addition to enjoying the many on-site events and activities at Cheeca Lodge & Spa, you can also check out some of our favorite nearby Florida Keys events.

37th Annual Seven Mile Bridge Run
April 14, 2018

The Seven Mile Bridge Run has attracted avid runners from Marathon, FL and beyond for nearly four decades. Capped at 1,500 participants, this annual run is sponsored by the Marathon Runners Club and is held across the longest bridge in the Florida Keys.

Location: Seven Mile Bridge, Florida

Islamorada Spring Classic
April 27-29, 2018

This Gulf-side team event sees anglers targeting a wide variety of local fish (think: tarpon, trout, snapper, and more). Awards are handed out for a variety of different achievements, from most releases to heaviest fish.

Location: Islamorada, Florida

The Key Largo Original Music Festival
May 17-20, 2018

Organized by the Upper Keys Merchant Association, this four-day festival features live and original performances across multiple stages, with appearances by songwriters and bands from around the country. Genres run the gamut from pop and rock to blues and jazz.

Location: 104450 Overseas Highway, Key Largo, Florida 33037

Loop Golden Fly Invitational Tarpon Tournament
May 20-23, 2018

This prestigious invitational is one of the oldest tarpon tournaments in the world. It is limited to just 28 anglers, and eligible tarpon must measure at least 48 inches in length to earn release points, or weigh at least 70 pounds for weight points.

Location: Islamorada, Florida

Battle in the Bay Dragon Boat Competition
June 2, 2018

Held at Sombrero Beach, this beloved Florida Keys event hosts both local corporate and community teams, as well as competitive and club teams. After the race, participants and spectators alike enjoy a lively celebration with awards, music, and refreshments.

Location: Marathon, Florida

Florida Keys Guitar Festival’s Guitar Summit
June 15-17, 2018

Featuring guitarists David Feder, Mateo, and Rolando Rojas, the third annual Guitar Summit will be held at venues in Key Largo, Marathon, and Key West. This showcase of virtuoso musicians will cover several different styles of music, including blues, jazz, flamenco, and classical.

Various Locations

Visit Cheeca in the spring and check out these popular Upper Keys events. Or, if you prefer to stay at the resort, take advantage of our unparalleled on-site activities.

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