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Florida Trail Running Calendar 2026-2027

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Explore the best trail runs in Florida for 2026-2027! Our updated list features 140 exciting races across the region. Find your next race in Florida below and join the running community at these great events!

August 2026
Aug
15
Sa

Summer Beach Run

Trail Run 5 km 5 mi
Aug
15
Sa

Miller Landing Madness 8K Cross Country Run

Trail Run 3 km 5 km 8 km
Aug
22
Sa

The St. Aug 50

Road Race Trail Run 50 mi
Aug
27
Th

Adventure Awaits - Three Mile Sunset Trail Run at Seacrest Scrub

Trail Run 3 mi
September 2026
Sep
5
Sa

Wildcat Ultras

Trail Run 15 mi 50 km ... 100 km 100 mi
Monthly updates for Florida

Get new running races (and updates) in your inbox every month.
Sep
5
Sa

Pinellas Trail Challenge

Trail Run 46 mi
Sep
5
Sa

Love, Lincoln Peace Out Cancer 5K

Trail Run 5 km
Sep
7
Mo

Bluebird Run and Walk

Trail Run 5 km
Sep
11-12
Fr - Sa

Nights of Thunder Cross Country Fest

Trail Run 3 km 5 km 8 km
Sep
11
Fr

Rock the Climb

Urban Trail
Sep
12
Sa

Wild Boar Night Run

Trail Run Half Marathon
Sep
12
Sa

Operation Outdoor Freedom Trailfest

Trail Run 5 km 10 km 10 mi
Sep
12
Sa

S.O.S. Middleburg, FL

Trail Run 9 km
Sep
12
Sa

Back-to-School Bash - Eustis

Trail Run 2 mi 3 mi
Sep
12
Sa

FTC Long Trail Run

Trail Run 4 mi 8 mi
Sep
13
Su

Bennett Park at Dark

Trail Run 2 mi 4 mi
Sep
19
Sa

The Osprey Trail Run

Trail Run 8 km 25 km
Sep
26
Sa

Miami 100

Trail Run 100 mi 130 mi
Sep
26
Sa

Emerald Trail

Trail Run 5 km 10 km
Sep
26
Sa

Race for the Bays

Trail Run 5 km 10 km
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