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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 203 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!

March 2027
A road race around the Everglades' Shark Valley loop hosted by the Miccosukee Tribe, offering 5 km, 16.5-mile and 50 km distances on pavement with aid stations, on-course support, finisher medals and family activities.
Timed long distance walking event in Live Oak FL with loop courses of 7, 14, 21 or 28 miles, aid stations, weighted vest options, finisher medals and post event food and music.
A free, limited entry trail ultra in Fort McCoy FL that follows scenic sections of the Florida Trail with 50K and 30K options.
A 12 hour trail endurance event at Celery Fields where runners repeat one mile laps with a 17 minute cutoff in a last runner standing format.
A chip timed 5K at Formosa Winery in Kissimmee FL on March 14 2027 with wine tasting, cider, a finisher medal and results by J3 Timing.
A two-day Spartan weekend in Boca Raton with a 5 km sprint of 20 obstacles, kids races, a 12-hour Hurricane Heat, and spectator access near the coast.
First held in 1967, this Easter-themed beach run at the Daytona Beach Bandshell features professionally chip timed 4 mile and 2 mile events plus kids dashes and participant medals.
Trail races at Silver Springs State Park including a Half Marathon, 10K, 5K and a virtual 13.1 mile option with a shirt and finisher medal.
Trail of Payne at Paynes Prairie Preserve State Park features 10K, 5K and a 1 Mile Fun Run on varied trail surfaces with age group awards and a pre registration shirt guarantee.
Looped 6-hour and 10-hour ultraruns plus a four-lap half marathon at Riverbend Park in Jupiter, FL, with on-course aid and official timing.
April 2027
A team-based adventure in New Smyrna Beach where two-person teams tackle 20-plus obstacles including puzzles and physical tasks. Participants must wear the event shirt and bib; racers must be at least 10 years old.
A 5K kilted trail run and walk in Dunedin with race shirt, medal, and festival admission included as part of the Highland Games.
A 42 mile ultramarathon around Choctawatchee Bay in Niceville, FL with 10, 19, 26.2 and 35 mile options and proceeds benefiting Workshop of Wishes.
Trail 5K races and a Child 5K at Carlin Park Heart Trail on April 3, 2027, with proceeds benefiting the Junior League of the Palm Beaches.
Turtle Trot is a 5K run and walk at SunWest Park in Hudson, Florida, with a paved course around old salt mines. Proceeds support Pasco County's PAIR program and every registered participant receives a finisher award.
A backyard ultra at Lake Louisa State Park where runners complete a 4.167 mile loop each hour until they stop, capped at 200 entrants with a waitlist.
Trail races in JW Corbett Wildlife Management Area near Loxahatchee FL offering 50 Miler, 50K and 18 Miler on orange blazed single track with a 13 hour cutoff.
Trail runs at Colt Creek State Park traverse pine forests, lakeshores and meadows with 5K, 10K and Half-Marathon options. The event includes aid stations, on-course restrooms, chip timing, event swag and team awards.
Experience a unique trail race through the rolling hills and phosphate mine trails of Loyce E Harpe Park with 10k 30k and 50k options.
Trail marathon, half marathon, and 10K on unpaved Withlacoochee State Forest trails with three aid stations and mandatory personal hydration; primitive camping is available near the course.
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