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Walking Events Calendar near Islamorada 2026-2027

Monthly updates for Islamorada

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Explore the top walking events near Islamorada for 2026-2027! We've gathered 3 great walks in the area. Check out our detailed list below to find your next local walk.

September 2026
Sep
5
Sa

Hawks Cay Heroes Salute 5K Run/Walk

Road Race Walk 5 km
Walkers follow a 5K course through the island of Duck Key around Hawks Cay Resort, with packet pickup on the Marina Event Lawn. The event includes a timing chip and race T shirt and is limited to 200 participants.
October 2026
Oct
3
Sa

Old Highway 5K Run/Walk

Road Race Walk 5 km
Walkers can take part in a timed 5K that starts and finishes at Coral Shores High School along the Old Highway in Islamorada. The course is flat with lots of shade and offers post race snacks and refreshments.
December 2026
Dec
5
Sa

Key Largo Bridge Run

Road Race Walk 5 km
Timed 5 km walk on Overseas Highway in Key Largo crosses Jewfish Creek Bridge on a flat course with one big bridge and views of Florida Bay and Barnes Sound. The walk runs alongside the races and awards a completion medal; snacks and refreshments..
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