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Florida Trail Running Calendar 2026-2027

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Monthly updates for Florida

Get new running races (and updates) in your inbox every month.

Explore the best trail runs in Florida for 2026-2027! Our updated list features 99 exciting races across the region. Find your next race in Florida below and join the running community at these great events!

January 2026
Jan
10
Sa

Winter Beach Run

Trail Run 5 km 10 mi
Jan
10
Sa

World Athletics Cross Country Championships Tallahassee

Trail Run 4 km
Jan
10
Sa

Fred's Fight 5K

Trail Run 5 km
Jan
11
Su

Tortoise Trot Trail Run - Palm City, FL

Trail Run 5 km
Jan
17
Sa

Long Haul 100 - Lakeland, FL

Trail Run 13 mi 100 mi
Jan
24
Sa

Monroe Cross Trail 50 Mile Ultra

Trail Run 17 km 50 km 50 mi
Jan
24
Sa

Florida Roots Trail Series - Fort Clinch

Trail Run 10 km 30 km 50 km
Jan
24
Sa

Scrub Jay Races

Trail Run 5 km 10 km
Jan
24
Sa

Ellie Biscuit 20 & 10-Mile Trail Trot

Trail Run 10 mi 20 mi
Jan
24
Sa

Harns Marsh 5K

Trail Run 5 km
Jan
24
Sa

Bodies Race Company - Punta Gorda

Trail Run 5 km 10 km Half Marathon
Jan
25
Su

This ain't your Mothers 50k

Trail Run 7 km 12 km Marathon 50 km
Jan
25
Su

Masaryk Wine Run 5k

Trail Run 5 km
Jan
31
Sa

Coo-Wah-Chobee 50k

Trail Run 5 km 25 km 50 km
Jan-Feb
31-1
Sa - Su

Forgotten Florida

Trail Run 8 mi 15 mi 50 mi 100 mi
Jan
31
Sa

Pine Island Calusa Trail 5K Run

Trail Run 5 km
Jan
31
Sa

Hero Dash 5k

Trail Run 5 km
Jan
31
Sa

Run the Ranch - Sebring

Trail Run 5 km
Jan
31
Sa

Westly's 5K

Trail Run 5 km
February 2026
Feb
1
Su

Mardi Gras Canicross 10k

Trail Run 5 km 10 km