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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!

October 2026
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

Lake Louisa State Park Trail Run

Trail Run 5 km 10 km Half Marathon
Nov
7
Sa

DTR 10 Mile Night Run

Trail Run 10 mi
Nov
7
Sa

Run 4 Life 5K - Fort Lauderdale

Trail Run 5 km
Nov
8
Su

Dunedin Veterans Day 10K Runs

Trail Run 5 km 10 km
Nov
10-15
Tu - Su

Across Florida 200

Trail Run 200 mi
Nov
14
Sa

Krul Lake Half Marathon

Trail Run Half Marathon
Nov
14
Sa

Veterans Run - Tampa

Trail Run 5 km 10 km 13 mi 16 mi
Nov
21
Sa

Colt 45 Trail Run

Trail Run 14 mi 45 km 45 mi 60 mi
Nov
28
Sa

Trail Hog Half Marathon

Trail Run 5 km 10 km Half Marathon
December 2026
Dec
4-5
Fr - Sa

Ragnar Trail Florida

Trail Run 16 mi 126 mi
Dec
5
Sa

Caloosa Fest

Trail Run 5 km 13 mi
Dec
19
Sa

Downtown Dunedin Holiday 15K with Toy Drive

Trail Run 5 km 10 km 15 km
Dec
27
Su

Round The Bay Relay and Ultra

Trail Run 37 mi
January 2027
Jan
1
Fr

Just Survive 125

Trail Run 200 km
Jan
16
Sa

Long Haul 100 - Lakeland, FL

Trail Run 13 mi 100 mi