Florida
Florida Trail Running Calendar 2026-2027
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!
December 2026
Invitation only no fee 100 mile endurance run in Enchanted Forest Nature Sanctuary, Titusville FL with 29 loops of a 3.46 mile trail and a 60 runner cap.
A multi-distance trail event on ancient sand dunes at Jupiter Ridge Natural Area featuring a 50K, a night 30K, and a half marathon with an 80 runner cap.
A 36.8 mile relay and ultra around Choctawhatchee Bay near Destin, Florida, divided into six legs with staggered starts and a separate 5K recovery run.
January 2027
Test your endurance on a 125 mile self sufficient out and back journey through the remote swamps and flatwoods of Florida’s Ocean to Lake Hiking Trail.
Trail runs at Croom Park near Brooksville, FL offering 50K, 20M and 10M on a 10 mile loop with aid stations about every 5 miles.
Test your endurance on a 5K loop through the rugged wetlands and wooded trails of Florida with timed races ranging from 6 to 24 hours plus a 20K option.
Six-hour timed ultramarathon at Vista View Park in Davie, Florida on January 3, 2027 where runners complete as many 1.24 mile loops as possible, solo or in two to four person relays.
10 Mile trail race at Caloosahatchee Regional Park in Alva, Florida, on mixed nature and single lane mountain bike trails; field capped at 350 with a 3 hour course limit.
An 18 hour fixed-time urban ultra on January 9, 2027 where runners choose their own route through Miami landmarks. Rankings use GPS-verified miles and selfies at each landmark, with podiums for those who visit all required points and return on foot.
An early evening 10K and 5K on the hard packed sand of Daytona Beach with an optional 15K challenge for those who run both races.
Trail race at Elinor Klapp-Phipps Park offering 6.8, 13.6 and 20.4 mile loop options across rolling single-track and multi-use trails.
Experience the wild landscape of Colt Creek State Park in this premier Florida ultramarathon featuring a 100 mile Western States Qualifier and a 12.5 mile trail race.
Timed 5k at Masaryk Winery in Masaryktown, FL, with on-site wines, a finisher medal that doubles as a wine stopper, and race timing by J3 Timing.
Six hour trail challenge in Clermont where runners complete a 5K each hour; four and five laps earn patches, six laps earn a medal and national leaderboard ranking.
Trail races of 10K, 30K and 50K on a 10K coastal singletrack loop at Fort Clinch State Park on January 23, 2027, 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.
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 50 mile ultra on paved multi-use trails in Volusia County finishing at Central 28 Beer Company in DeBary, FL; 50K and 17K also offered.
Trail endurance in West Palm Beach with a 5K every hour across 6, 12, or 24 hours offering medals, patches, aid at basecamp, and national leaderboard ranking.