Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 202 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 multi loop 100 mile ultramarathon and a 12.5 mile 100 furlongs race at Colt Creek State Park on January 16 and 17, 2027.
A timed 5K at Masaryk Winery in Masaryktown FL with chip timing by J3 Timing, event items included and an onsite wine pour.
An evening beach 5K in Cocoa Beach during Human Trafficking Awareness Month with in-person and virtual options, a race village with vendors, glow-themed prizes, and finisher medals for all participants.
A timed 6 hour trail challenge at Lake Louisa where runners complete a 5K each hour, earn patches or a 6 inch medal, and compete on a world leaderboard.
69 miles on the Florida Trail in Ocala National Forest, point to point, with Runner, Light (10 lb) and Heavy (25 lb) classes and a 24 hour finish standard.
A fifth annual 5K trail race at the Bear Creek Educational Center with a native tree giveaway; the race course now features correct mile markers.
Timed 5K run or walk at Fiorelli Winery in Bradenton with a race shirt, medal that doubles as a wine stopper, a wine pour, and online results.
Trail and road races at Fran Adams Park with 10k, 5k and 1 mile routes, chip timing, age group awards, team prizes, and proceeds for For the Love of Paws.
Trail races of 10K, 30K and 50K on a canopied singletrack loop at Fort Clinch State Park with all profits donated to Florida State Parks.
A trail race on January 23, 2027 at Pt. Washington State Forest offering a 10-mile loop or a 20-mile double lap, official race hoodie, course maps, and age-group awards.
Trail and virtual races at Oscar Scherer State Park on January 23, 2027, featuring a 5K, a technical Scramble 10K, finisher medals and post-race refreshments.
Winter Beach Run in Jacksonville Beach on January 23, 2027 offers a 10 mile and a 5K with tiered registration periods including an early bird window.
A trail endurance event in West Palm Beach where runners complete a 5K each hour for 6, 12, or 24 rounds, earning patches, medals, and leaderboard ranking.
Trail 5K and new single-lap 12K through Harns Marsh and West Marsh in Lehigh Acres, chip-timed with medals, shirts, and awards during the Wings Over Water Festival.
A community 5K beach run and walk in Daytona Beach on January 23, 2027 that opens Championship Day of The Stompdown Festival and promotes wellness and youth participation.
Multi day track ultra in Miramar, FL offering timed events from 6 to 48 hours on a USATF certified course with team scoring for 24 and 48 hour races.
Trail running event in Christmas, Florida on February 6 and 7, 2027 with distances from 8 to 100 miles on rarely used single track through several state forests.
Single loop trail races of 50k, 25k, 5k and a youth 5k at Carlton Preserve in Venice, FL on January 30, 2027, organized by RunFluent.
Family and pet friendly trail 5K at Gator in the Rough in Bokeelia with participant medals, guaranteed tech shirts for early registrants, and proceeds supporting the Kiwanis Club.
A six hour trail challenge in Lakeland where runners complete a 5K each hour, earn patches or a medal for finishes, and compete for local and world leaderboard rankings.