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Florida Trail Running Calendar 2025-2026

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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 2025-2026! Our updated list features 100 exciting races across the region. Find your next race in Florida below and join the running community at these great events!

May 2026
May
23
Sa

Turkey Creek 5K Trail Run

Trail Run 5 km
May
24
Su

Sweat, Swat ‘n Swear

Trail Run 10 mi 25 km 50 km
May
30
Sa

Lake to Ocean 100K

Trail Run 100 km
June 2026
Jun
13
Sa

Miami 50/50

Trail Run 50 mi
Jun
13
Sa

The Florida Run Trail Race

Trail Run 4 mi 8 mi
Jun
27-28
Sa - Su

Independence Double

Urban Trail 5 km 10 km ... Marathon 50 km
July 2026
Jul
11-12
Sa - Su

Vero Beach Octopus Ultra

Trail Run 5 km 50 km ... 100 km 100 mi
Jul
18
Sa

Skunk Ape Night Run

Trail Run 30 km
Jul
25
Sa

The Trident

Trail Run 3 mi 13 mi ... 80 mi 102 mi
August 2026
Aug
8
Sa

Hot August Night Trail Race

Trail Run 5 mi 10 mi 20 mi
September 2026
Sep
19
Sa

The Osprey Trail Run

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

Miami 100

Trail Run 30 mi 100 mi
October 2026
Oct
24
Sa

PawPals 4 Life 5k

Trail Run 5 km
Oct
24
Sa

Gate2Gate Trail Run

Trail Run 25 km 50 km
Oct
25
Su

Jacks 50k Trail Race

Trail Run 12 km 24 km 50 km
Oct
31
Sa

Nightmare on the Clermont Trails 5K

Trail Run 5 km
November 2026
Nov
7
Sa

Wild Florida Trail Run

Trail Run 10 km 25 km 50 km
Nov
7
Sa

DTR 10 Mile Night Run

Trail Run 10 mi
Nov
8
Su

Lake Louisa State Park Trail Run

Trail Run 3 mi 6 mi 13 mi
Nov
21
Sa

Colt 45 Trail Run

Trail Run 14 mi 45 km 45 mi 60 mi