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!
November 2026
A community 5K, 1-mile run, and kids' Tot Trot at FGCU Alico Arena in Fort Myers supporting the FGCU Cross Country program.
Thanksgiving Day trail runs at Critter Creek Farm Sanctuary in Gainesville offering 5K and 10K on a 3.1 mile loop through fields and single track trails.
Trail Hog in Venice FL on November 28, 2026 features a 13.1 miles, 10K, 5K and virtual run with race shirts, refreshments, music and age group awards.
A 12-hour adventure race at Lake Louisa State Park combining trekking, paddling, and mountain biking with supplied canoes and on-course food.
A trail race at Grayton Beach State Park on November 28, 2026 offering 10 mile and 5 mile courses, awards for top finishers, and packet pick-up the day before.
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 races of 5K and 10K at Amelia Earhart Park in Hialeah FL with entry fees from 35 to 45 USD and on site packet pickup.
December 2026
A team trail relay on Dec 4-5, 2026 at Alafia River State Park near Tampa with overnight village camping, multiple team formats, and measured relay distances.
Trail event near Middleburg FL with a 7.2 mile loop and distances to 100 miles, cupless aid stations with hot food, on course campsites, and charity support.
Course preview in Lakeland, FL featuring a single 16.8 mile loop with marked turns, primitive tent camping, unstaffed water stops and a small park entry fee.
A 5K run and walk at Congaree and Penn on December 5, 2026 with cider, a finisher medal and chip timing. Event is sold out and a waitlist is available.
A community holiday run at The Gardens North County District Park with 5K and 2K options, age group awards, family activities and a tree lighting ceremony.
Christmas themed trail races at Silver Springs State Park offering 5K and 10K distances with race shirts, finisher medals, and age group awards.
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, team 2x25K and 12K with race day packet pickup and onsite parking.
Siesta Beach hosts a chip-timed 5K, a 1-mile fun run and a virtual 5K with medals, awards, music 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.
Trail running near Lutz, FL with a new 13.1 option plus 4 mile, 7 hour solo and relay distances; event location is moving pending permits.
A chip timed 5K, a 1 mile fun run, and a 100 meter kids Turtle Dash take place on 12/12/2026 at Gulf Front Park in Treasure Island, Florida. The event includes race shirts, finisher medals, live music, awards, and local food.