Trail Runs in Florida — 2026

There are 30 trail runs in Florida scheduled for 2026. The next is the Newfield - Trick or Trot Trail Run in Palm City on October 24. Florida trail runs run primarily October through June.

Operation Outdoor Freedom Event

Sun, Oct 18 · Middleburg, FL Middleburg

5 Mile Ruck5 Mile Trail Run10 Mile Ruck +1

From $45 Open 25 spots left

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The Ainger Creek Trailblazer 5K

Sat, Oct 24 · Englewood, FL Englewood

The Ainger Creek Trailblazer 5K

From $30 Open Closing Soon

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Newfield - Trick or Trot Trail Run

Sat, Oct 24 · Palm City, FL Palm City

Newfield - Trick or Trot Trail Run

From $40 Open Closing Soon

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Trick-or-Trot 5K Trail Run

Sat, Oct 24 · Palm City, FL Palm City

5K Trail Run

From $45 Open Closing Soon

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Gopher Weedon Trail Run

Sat, Oct 24 · Saint Petersburg, FL Saint Petersburg

8K Trail Run

From $45 Open Closing Soon

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Greenway Trick 'R Trot

Sat, Oct 24 · Ocala, FL Ocala

5k Run5k Ruck10k Run +3

From $35 Open Closing Soon

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The Florida Run @ Lake Louisa State Park

Sat, Nov 7 · Clermont, FL Clermont

5k10KHalf Marathon

From $35 Open Closing Soon

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DTR 10 Mile Night Run

Sat, Nov 21 · Hobe Sound, FL Hobe Sound

DTR 10 Mile Night Run

From $85 Open

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Shut Up and Run 5K

Thu, Nov 26 · Saint Augustine, FL Saint Augustine

Shut Up and Run X-C 5K Race

From $35 Open

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Trail Hog Half Marathon

Sat, Nov 28 · Venice, FL Venice

Trail Hog 5kTrail Hog 10kTrail Hog Half Marathon +1

From $30 Open

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Caloosa Fest

Sun, Dec 6 · Alva, FL Alva

5K Trail RunHalf Marathon

From $30 Open

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Ancient Oaks 100-Mile Endurance Run

Sat, Dec 19 · Titusville, FL Titusville

100-Mile Run

From $0 Closed

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Florida Outlaw Ultra

Sat, Jan 2 · Ocklawaha, FL Ocklawaha

13.1 Mile Trail Run6 Hour Trail Run12 Hour Trail Run +2

From $69 Open

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16th Annual Vista View 360 Ultramarathon & Relay

Sun, Jan 3 · Davie, FL Davie

Vista View 360 RelayVista View 360 Ultramarathon

From $75 Open

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Swamp Forest Trail Run

Sat, Jan 9 · Tallahassee, FL Tallahassee

Quarter MarathonHalf Marathon20-Mile Challenge

From $39 Closed

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OUTLAST ORLANDO

Sat, Jan 16 · Clermont, FL Clermont

6 Hour Challenge

From $90 Open

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OUTLAST PALM BEACH

Sat, Jan 23 · West Palm Beach, FL West Palm Beach

6 Hour ChallengeOutlast ULTRA - 12 Hour ChallengeOutlast ULTRA - 24 Hour Challenge

From $90 Open Closing Soon

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Scrub Jay Races

Sat, Jan 23 · Oscar Scherer State Park, Osprey, FL Oscar Scherer State Park, Osprey

Virtual Scrub Jay 5KScrub Jay 5KVirtual Scrub Jay 10K +1

From $39 Open

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OUTLAST TAMPA

Sat, Jan 30 · Lakeland, FL Lakeland

6 Hour Challenge

From $90 Open Closing Soon

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Gopherdillo Trail Run

Sat, Feb 6 · Bradenton, FL Bradenton

Gopherdillo 5kGopherdillo 10K

From $25 Open

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Picayune 10 Miler

Sat, Feb 13 · Naples, FL Naples

10 Mile Trail RunLegacy Runner (5x finishers ONLY!)

From $40 Open

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The Florida Run @ Manatee Springs State Park

Fri, Feb 19 · Chiefland, FL Chiefland

5K5KDouble Down Challenge 5K + 10K +5

From $36 Open 75 spots left

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Sasquatch

Sun, Feb 21 · Venice, FL Venice

5kVirtual race10k +1

From $30 Open

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The MILE

Sat, Mar 13 · Sarasota, FL Sarasota

The MILE Endurance

From $75 Open

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AdventHealth Silver Springs Half Marathon, 10K & 5K

Sat, Mar 27 · Silver Springs, FL Silver Springs

5K Trail Run5K Trail Run10K Trail Run +5

From $35 Open

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Dunedin 5K Kilted Trail Run

Sat, Apr 3 · Dunedin, FL Dunedin

Dunedin Highland Games 5K Kilted Trail Run & WalkDunedin Highland Games 5K Kilted Trail Run & Walk

From $35 Closed

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The Florida Run @ Colt Creek State Park

Sat, Apr 17 · Lakeland, FL Lakeland

5K5K10k +3

From $35 Open

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Withlacoochee Forest Trail Marathon

Sun, Apr 18 · Hernando, FL Hernando

10K10KHalf Marathon +3

From $40 Open

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Gator Wilderness Camp Trail Run/Walk 5k, 10k & 15k

Sat, Apr 24 · Punta Gorda, FL Punta Gorda

Kids Fun DashKids Fun DashGator Wilderness 5k +7

From $0 Closed

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Stomp Out Suicide Trail Race

Sat, May 15 · Dade City, FL Dade City

1 Mile Run/Walk1 Mile Fun Run/Walk5K Trail Run/Walk +3

From $15 Open 50 spots left

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The Florida Run LEFTOVER Trail Race

Sat, Jun 19 · Clermont, FL Clermont

4 Mile4 Mile8 Mile +1

From $20 Open

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