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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 98 exciting races across the region. Find your next race in Florida below and join the running community at these great events!

June 2026
Jun
27-28
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... Marathon 50 km
Jun
27
Sa

Toxic Trail 37

Trail Run 37 mi
July 2026
Jul
11-12
Sa - Su

Vero Beach Octopus Ultra

Trail Run 5 km 17 mi ... 100 km 100 mi
Jul
18
Sa

Skunk Ape Night Run

Trail Run 30 km
Jul
18
Sa

Sombrero Sizzler

Trail Run 3 hr 6 hr 9 hr 12 hr
Jul
25
Sa

The Trident

Trail Run 13 mi 33 mi 80 mi 102 mi
August 2026
Aug
1
Sa

River to Sea 12/6 Hour Trail Race

Trail Run 6 hr 12 hr
Aug
8
Sa

Hot August Night Trail Race

Trail Run 5 mi 10 mi 20 mi
September 2026
Sep
5
Sa

Wildcat Ultras

Trail Run 15 mi 50 km ... 100 km 100 mi
Sep
19
Sa

The Osprey Trail Run

Trail Run 8 km 25 km
Sep
26-27
Sa - Su

Miami 100

Trail Run 100 mi
Sep
26
Sa

Dunedin Okotbeerfest 10k

Trail Run 5 km 10 km
Sep
26
Sa

Emerald Trail

Trail Run 5 km 10 km
October 2026
Oct
4
Su

Ponte Vedra 10-Miler

Trail Run 5 km 10 km 10 mi
Oct
17
Sa

Trick or Trot 5K - Englewood

Trail Run 5 km
Oct
17
Sa

The Itch - Ocala, FL

Trail Run 50 km
Oct
17
Sa

Camo & Cobwebs 5K

Trail Run 5 km
Oct
24
Sa

PawPals 4 Life 5k

Trail Run 5 km
Oct
24
Sa

Gate2Gate Trail Run

Trail Run 25 km 50 km
Oct
24
Sa

Greenway Trick 'R Trot

Trail Run 5 km 10 km