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!
November 2026
Trail races at Grayton Beach State Park on November 28, 2026 offering 10 mile and 5 mile courses with awards and packet pick up at Fleet Feet Inlet Beach.
Third annual Salty Soul Splash Dash is a 5K fun run in Dunedin on 11/28/2026 along the Pinellas Trail with race timing, a shirt, and a cold beverage.
Trail running at Amelia Earhart Park with 5K and 10K courses, on-site packet pickup, age-group entries for men and women, and listed entry fees.
December 2026
Team trail relay at Alafia River State Park near Tampa on December 4 and 5, 2026 with overnight camping, multiple team formats, and a 126.4 mile course.
Experience the longest trail race in Northeast Florida with distances from 7 to 100 miles on a scenic 7.2 mile forested loop in Middleburg.
Training run course preview in Lakeland, FL on Dec 5, 2026 featuring a marked 16.8 mile loop, unstaffed water stops, and primitive camping at the park.
5K run and walk at Congaree and Penn farm in Jacksonville on December 5, 2026, for participants 21+ with chip timing, included race items, and farm passes available on site.
A family-oriented holiday run and walk at Gardens North County District Park offering 5k and 2k routes, chip timing, awards, and packet pickup the day before.
Caloosa Fest in Alva, Florida offers a Half Marathon and a 5K held on the Caloosahatchee Regional Park mountain bike trails, featuring single track, grass sections, aid stations, packet pickup options, and on-site vendors.
A scenic vineyard 5K at Summer Crush Vineyard & Winery with chip timing, finisher medal, a wine pour for adults, race swag, and a local charity partner.
Trail races at Guana Research Reserve on December 6, 2026 featuring 50K, 50K team (2x25K) and 12K on mostly shaded, hard pack trails.
The 50th Annual Sandy Claws Beach Run at Siesta Beach features a chip-timed 5K, a 1-mile fun run and a virtual 5K, with finisher medals, age-group awards, music, food and a holiday costume contest.
A coastal ultramarathon on 12/12/2026 in Pensacola tracing the Gulf shore between Big Lagoon State Park and Fort Morgan. Options include 50 Mile and 50K distances with solo and relay formats.
Celebrate the season with a trail run in Lutz featuring a flat and fast course with distances ranging from a 4 miler to a 7 hour endurance challenge.
A sold out 5K and virtual 5K at the Florida Conservation and Technology Center in Apollo Beach supporting manatee conservation, with proceeds donated to the Florida Fish and Wildlife Conservation Commission.
Tallahassee Ultra Distance Classic on December 12, 2026 features 50K, 25K and 10K races with medals for finishers and awards by overall and age-group categories.
Trail running at Amelia Earhart Park on December 13, 2026, with 5K and 10K options and gendered open-age categories.
Obstacle course weekend at Skipper Ranch in Sebring, Florida featuring Sprint, Super, Beast races, a kids course and an obstacle workshop.
A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.
Test your endurance with 6 hour, 12 hour, or single loop races on a 4.17 mile grass and asphalt course featuring a full Runners Village and grilled food.