Trail Running Calendar Florida 2025-2026

Kick off winter with the IQ Fiber Winter Beach Run on Jacksonville Beach, choose a scenic 10 mile or 5K on firm sand near low tide. Finishers get medals and shirts and enjoy post race hot chocolate and snacks.

See the World Athletics Cross Country Championships in Tallahassee on Jan 10 2026 at Apalachee Regional Park, with elite races alongside community 2 km and 4 km fun runs and a kids race. All fun run finishers receive a replica medal.

Join Fred's Fight 5K in Lynn Haven on January 10 for an uplifting community run along the Rails to Trails pathway, with in person and virtual options. Proceeds help a local runner facing cancer and support their family.

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..

Join the Time Travel Half Marathon in Tampa on Jan 11, 2026 with 5k, 10k, 1 mile and kids races plus virtual entries. In person runners enjoy a designer shirt, custom medal, chip timing and free photos for a lively finish line.

Tackle scenic Florida trails at Long Haul 100 in Colt Creek State Park, Lakeland. Choose the epic 100 mile challenge or a shorter 12.5 mile loop and enjoy wildlife, aid stations and a finisher buckle.

Run through time in Orlando at the Time Travel Half Marathon with 5K, 10K, half marathon, 1 mile and kids races, available in person or virtually. Timed distances feature chip timing, custom bib, designer shirt, finisher medal, free photos..

Gear up for the Time Travel Race Weekend in Jacksonville on January 18, 2026. Choose from a fun Kid's Dash and 1 Mile to chip timed 5k, 10k, and Half Marathon with medals and live results, or join virtually from anywhere.

Take on scenic Volusia County trails on Jan 24, 2026 with 50 mile, 50K and 17K options starting or finishing at Central 28 Beer Company in DeBary Florida. Enjoy trail views, on course aid, postrace food and a beer to celebrate your finish.

Run the Florida Roots Trail at Fort Clinch and enjoy canopied single track circling the historic fort. Distances from 5K to 50K, with post race food, beers, shirts and finisher awards.

Join the 26th annual Scrub Jay Races at Oscar Scherer State Park on January 24, 2026, offering in person 5K and 10K plus virtual options. Scenic trails, finishers receive medals, and proceeds support Florida scrub jay and park programs.

Run the Ellie Biscuit Trail Trot in Santa Rosa Beach on Jan 24, 2026, offering 20 mile and 10 mile courses through the scenic Pt Washington State Forest. Expect rugged trails, roots, sand and mud for a true trail challenge.

Run the scenic Harns Marsh 5K or family friendly 1 Mile on January 24, 2026, through marsh lined trails alive with birds. The race is part of the Wings Over Water festival with vendors and activities and benefits Unite Lehigh.

This ain't your Mothers 50k & Trail Marathon is an annual trail running event held in Middleburg, Florida, within the scenic Jennings State Forest near Jacksonville. The race features multiple distances including a 50K, trail marathon, 12K,..

Run a relaxed, chip timed 5k through the vines at Masaryk Winery with wine themed swag and a post race pour. The grassy dirt course favors walkers and social runners over fast times.

Run the second annual Coo Wah Chobee at Carlton Preserve in Venice, FL on Jan 31, 2026 over scenic single track and double track trails with 50k, 25k, 5k and youth 5k options. Enjoy signature swag and Wicked Skin awards from RunFluent.

Forgotten Florida is a multi distance trail weekend in Christmas, Florida on Jan 31 and Feb 1 2026, with ultras and shorter loops across palm groves, pine flatwoods and scenic single track. Spot herons, cranes and bald eagles while navigati..

Lace up for the Pine Island Calusa Trail 5K Run and Walk in Bokeelia on January 31 2026, a family and pet friendly outing that blends scenic Calusa Heritage Trail views with quiet neighborhood streets. Proceeds benefit the Kiwanis Club of G..

Join The Couple Shuffle in Tampa on January 31, 2026 for a festive couples friendly race offering a Kid's Dash, 2 Mile, timed 5k, 10k and 15K plus a virtual option. Expect shirts, medals, chip timing and age group awards.

Run the Hero Dash 5K at Legacy Park in Venice, Florida to support Respect 1st Responders and help fund Disaster Relief Kits. Enjoy music, food trucks, vintage emergency vehicles and family fun after the race.