Trail Running Calendar Florida 2025-2026

Run a scenic 36.8 mile loop around Choctawhatchee Bay in Fort Walton Beach with solo ultra or team relay options. Expect aid stations, post race food and music plus a recovery 5K the next day.

Take on the Jupiter Ridge Sand Spur in Jupiter Florida on Dec 27 2025, a limited field trail through coastal dunes and rare scrub. Day and night options run from a half marathon to a 50 miler on looped trails with aid and just 80 spots.

Celebrate the season at the Candy Cane Course in Punta Gorda on Dec 28, 2025. Run a Kids Dash, 1 Mile, 5k, 12k or go virtual and take home a festive shirt and finisher medal while supporting Toys For Tots.

Just Survive 125 is a rugged 125 mile out and back ultratrail from Hobe Sound to Lake Okeechobee along remote single track through pine flatwoods, dunes and cypress swamp. Field limited to 25 runners, unsupported with drop buckets and a 48..

Find your pace on shaded trails at Wekiwa Springs State Park with timed loop races from 6 to 24 hours and a 24 hour relay option. Held January 3 to 4, 2026 in Apopka, Florida, the scenic 3.2 mile loop showcases wildlife and campsite support..

Croom Zoom is a scenic trail run in Brooksville's Croom Park through oak hammocks and tree canopy, with 50K, 20 mile and 10 mile options. Entries cap at 250, so register by January 1, 2026 to secure your spot and chase a finisher award.

Explore scenic trail loops in Tallahassee on January 3, 2026 with Quarter Marathon, Half Marathon or 20 Mile Challenge. Rolling single track, ponds and lake shore make for a memorable small field race limited to 150 runners.

Run 10 miles over scenic nature and single lane mountain bike trails in Alva at Caloosahatchee Regional Park on January 4, 2026. Limited to 350 runners, the community race benefits local clubs and youth programs and includes a finisher shir..

Run the sand at Jacksonville Beach for the IQ FIBER Winter Beach Run on January 10, 2026, with 10 Mile and 5K out and back courses on firm low tide sand. All finishers get medals and long sleeve tech shirts for a scenic seaside race.

Join Fred's Fight 5K in Lynn Haven, Florida on Jan 10 for an uplifting community run or virtual 5K to support a local family through cancer treatment. Walk, jog, or run to raise funds and show solidarity.

Join a scenic 5K trail run through Kiplinger Conservancy in Palm City, FL on Jan 11, 2026, supporting the Treasure Coast Wildlife Center. Limited to 150 runners, the non technical course, race swag, and awards make for a fun community morni..

Test your limits at the Long Haul 100 in Colt Creek State Park in Lakeland FL with a six loop 100 mile race or a 100 Furlongs loop. This Western States qualifier awards buckles and WSER lottery entry for finishes under 30 hours.

Monroe Cross Trail 50 Mile Ultra in DeBary, Florida offers 50 mile, 50K, and 17K on scenic paved multi use regional trails. The point to point 50 mile finishes at Central 28 Beer Company with finisher medals and prizes for top finishers.

Explore shaded single track trails around historic Fort Clinch in Fernandina Beach with 10K, 30K and 50K distances. Chip timing, shirts, finish meals and beer, plus finisher awards and state park passes for top men and women.

Join the Scrub Jay Races at Oscar Scherer State Park for scenic 5K and Scramble 10K courses, with virtual entries available through January. All finishers earn medals and support Florida scrub jay conservation.

Tackle sandy, rooty trails at Pt Washington State Forest near Santa Rosa Beach in the Ellie Biscuit 20 and 10 Mile Trail Race. Choose a 10 mile loop or double it for 20 miles for a scenic, challenging winter trail run.

Run a scenic trail through Harns Marsh with marsh lined paths and bird watching opportunities in this family friendly 5K and 1 Mile event. Held alongside the Wings Over Water festival, it pairs racing with outdoor fun and local vendors.

Travel back in time at the Time Travel Half Marathon in Fort Myers with half marathon, 10k, 5k, 1 mile and kids dash options. Celebrate with custom shirts and medals, chip timing, free photos and virtual or volunteer then run choices.

Run scenic single track through Jennings State Forest near Middleburg Florida with options from 7K to a challenging 50K. Enjoy creek crossings, vistas above Black Creek and technical climbs on the Pioneer Trail for a true trail experience.

Join the Masaryk Wine Run 5K at Masaryk Winery for a scenic vineyard run with chip timed results and free race photos. Participants get a tee, shatterproof collapsible wine glass, a finisher medal that doubles as a bottle stopper and a pour..