Trail Running Calendar Florida 2025-2026

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.

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.

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.

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.

The Bodies Race Company - Punta Gorda will take place in Punta Gorda on Saturday 24 January 2026. You can run between 5 and 21 kilometers.

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.

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.

Take on the trails at Carlton Preserve in Venice for the second annual Coo Wah Chobee, a single loop trail run with distances from 50k to a 5k plus a youth 5k. Enjoy mixed single track terrain, signature swag and Wicked Skin awards.

Forgotten Florida is a trail running weekend in Christmas FL on Jan 31 Feb 1 2026 offering 100, 50, 15 and 8 mile courses. Run rarely traveled single track through palm groves and pine flatwoods for a true Florida trail adventure.

Join the Pine Island Calusa Trail 5K on January 31, 2026 in Bokeelia, Florida for a scenic yet rugged trail run with solo, family and parent child entry options. Medals, post race refreshments and proceeds support Kiwanis youth programs.

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.