Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 161 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
January 2027
A 100-mile ultramarathon and a 100 furlongs (12.5 mi) event at Colt Creek State Park on January 16–17, 2027, run as six 16.8 mile loops with three staffed aid stations and loop-by-loop drop bag access.
A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.
Trail race at Fort Clinch State Park on Amelia Island with 10K, 30K, and 50K options, canopied singletrack, and all profits donated to Florida State Parks.
A 10 mile loop and a 20 mile two-lap trail race on January 23, 2027, through Pt Washington State Forest, featuring natural trail terrain, an official race hoodie for entrants, and awards by course and age group.
Trail and road races at Oscar Scherer State Park include a 5K and a technical 10K plus virtual 5K and 10K options. Registration includes a finisher medal and a race shirt while supplies last.
A beach out-and-back at Jacksonville Beach with 5K and 10 mile options, medals for all finishers, age-group awards, shirts for entrants, and post-race hot chocolate at the Seawalk Pavilion.
Point to point trail ultramarathon in DeBary, Florida with 50 mile, 50K, and 17K options, aid stations, and a finish at Central 28 Beer Company.
Outlast Miami is a trail endurance event in West Palm Beach where runners complete a 5K every hour, earning patches, medals, or a buckle based on laps and competing for local and national leaderboard honors.
A USATF sanctioned track ultra at Ansin Sports Complex in Miramar offering timed events from 6 to 48 hours on January 29 to 31, 2027 with team and individual options.
A multi-distance trail event in Christmas, Florida on January 30 and 31, 2027, running through Tosohatchee and nearby state forests with single track, varied terrain, wildlife viewing, course maps, aid station details, and crew and volunteer support.
Trail race at Carlton Preserve near Venice FL offering 50k, 25k, 5k and a youth 5k on mixed single and dual track trails.
Trail race on the Pioneer Trail in Middleburg FL offering 50K, marathon, 12K and 7K across varied single track with aid stations and available course maps.
February 2027
A 12-hour, donation-supported trail run at Whispering Pines Park featuring a marked 5-mile loop through shaded single- and double-track trails. Participants may complete as many laps as they wish and receive an award after two loops.
Fourth annual Wagging Tails on the Trails at Pepper Park Riverside features 5K and 9K trail runs along mangroves, a free Puppy Dash for ages 10 and under, and dog-friendly amenities including water stations and finish-line treats for dogs.
A trail event at Lake Manatee State Park on February 6, 2027 with 5K and 10K courses through dirt paths, sand and pine corridors. The race features chip timing, finisher medals, post race snacks and age group awards.
Trail races at Bone Valley ATV Park include a 10K, 5K, and a 1 mile color run on hilly, uneven trails. Back to back challenge options require an 18 minute per mile pace and awards are given by age category.
Last person standing loop race at DuPuis Management Area near Canal Point, FL, with hourly cutoffs and proceeds benefiting the Loxahatchee FTA chapter.
A fundraising 5K in Ormond Beach with in-person and virtual options. Proceeds benefit The Heterotaxy Connection and registration includes chip timing, a shirt, and a finisher medal.
Nighttime trail running at Colt Creek State Park with looped unpaved courses offering a 5K, a 10K, and a combined 15K challenge. 5K starters must use a headlamp and virtual entries receive mailed race items.
A weekend ultrarunning festival in Middleburg FL with 3 to 48 hour timed events, single aid station, footcare and on site medical support.