6 events in Monroe County, Florida

From big races to Saturday morning group runs—find half marathon events and connect with the local endurance sports community.

• Islamorada Half Marathon [finishers.com]
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  Sat, Dec 12, 2026

  5k 10k Half Marathon Run

  Monroe County, Florida, United States
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• Islamorada Half Marathon & 10k, Rumrunner Run 5K/10K and Beach N' Beer Mile [islamoradarunning.com] [Register at runsignup.com]
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  Sat, Dec 12, 2026 at 8:00 AM

  Description

  Welcome to the 12th annual Islamorada Half Marathon & 10K, Rumrunner Run 5K and Beach N’ Beer Mile! Our full weekend of road races and parties has become a bucket list event for people from all over the world. As the largest event in the upper Keys, we love bringing all our runners down to our little island to enjoy everything Islamorada has to offer.

  1 Miles 5k 6.2 Miles 10k 13.1 Miles Half Marathon Run

  77522 Overseas Hwy, Monroe County, Florida, 33036, United States
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• USA Women's Half Marathon Islamorada, Florida Keys [usawomensracefl.com] [Register at runsignup.com]
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  Sat, Feb 06, 2027 at 7:00 AM

  Description

  All Finishers receive a Luxury Custom Sterling Silver Signature Pendant and Necklace, Custom Race Shirt, all Professional Race Photos, a Custom Tote Bag, Mimosas, and Continental Breakfast Food at the finish.

  13.1 Miles Half Marathon Run

  77522 Overseas Hwy, Monroe County, Florida, 33036, United States
  OpenStreetMap Google Maps
• USA Women's Half Marathon Florida Keys [finishers.com]
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  Sat, Feb 13, 2027

  Half Marathon Run

  Monroe County, Florida, United States
  OpenStreetMap Google Maps