Trail Running Calendar Florida 2025-2026

We have found 113 Trailruns in Florida. Check below where and when you can find the races.

Celebrate fall on scenic trails at Little Talbot Island State Park with timed 5K and 10K races plus a 1 Mile and Kids Dash for families. Enjoy chip timing, shirts and finisher medals, a virtual option, and fun post race vibes for all ages.

December 2025

Join Caloosa Fest Ultra in Alva, FL on December 6, 2025 for trail runs of 5K, 25K and 50K on a scenic loop of rolling hills and technical singletrack. Festival atmosphere, stocked aid stations and cupless racing make for a memorable day.

Run the Caloosa Fest 5K at Caloosahatchee Regional Park in Alva for a festival of trails, vendors and demos. Enjoy a scenic 5K, finisher medal and awards for the top three men and women in both morning and nighttime races.

Join Festivus in Middleburg for a multi distance trail run through Jennings State Forest, with scenic 7 mile loops and a lively Runner's Village. Choose distances from 7 to 100 miles, use aid stations, and earn custom medals and 100 mile bu..

Celebrate the season at the Gardens Trailblazer 5K on December 6, 2025 in Palm Beach Gardens with a festive 5K or family 2K, plus a long sleeve performance shirt and finisher ornament. Enjoy chip timing, costume prizes and a special tree li..

Join the Little Big Water River 5K Trail Run and 1 mile stroll in Dade City, Florida on December 6, 2025 for a scenic true trail challenge. All finishers earn a medal and the day features a cookout with proceeds helping a new local church c..

Enjoy a festive Jingle Bell Dash 5K in Spring Hill on December 6 with a scenic cross country route at Bishop McLaughlin. Proceeds help build a new track and early registrants get a free race tee while top finishers receive holiday gifts.

Tackle pristine coastal trails at Guana Reserve in Ponte Vedra Beach with 50K and 12K options plus team relays. Enjoy scenic salt marsh views, sandy singletrack, and a festive winter day on the trail.

Join RunFluent Christmas in Lutz FL on Dec 13, 2025 for a festive day of running with a 4 miler, 7 hour multi lap and 7 hour 2 person relay on a spectator friendly looped course. Enjoy varied trail surfaces, a race shirt and finisher awards..

Join the Tallahassee Ultra Distance Classic at scenic Wakulla Springs State Park with 50 mile, 50K, marathon and a new marathon rucking division. The USATF certified marathon is Boston qualifying on a paved 10k loop.

Celebrate the season at the Candy Cane Course in Tampa on December 13 with festive 1 Mile, 5k, 12k, kids dash and virtual options for the whole family. Timed 5k and 12k races include finisher medals, shirts, free photos and Toys for Tots do..

Run scenic single loop trails through old growth forest, oak hammocks and salt marshes at the Trail Running Festival in New Smyrna Beach. Choose 12K, 24K or the epic 48K, with aid stations, a finisher medal and post race food.

Preview the 2026 LH100 course with a training run at Colt Creek State Park in Lakeland, FL on Dec 13, 2025. Run a marked 16.8 mile loop with water stops and day use facilities nearby. Registration closes Dec 12.

Join the Candy Cane Course at Waterfront Park in Clermont for festive races the whole family will love, from a family friendly 1 Mile and Kids Dash to timed 5k and 12k. Virtual and volunteer then run options add flexibility and holiday fun.

Join the festive Candy Cane Course in Clermont on Dec 14, 2025, with a 1 mile, kids dash, 5k, 12k and a virtual option for all abilities. Expect shirts, medals, chip timing, finish line treats and a Toys for Tots toy drive.

Peace River 100 Miler in Bartow, Florida scheduled for Dec 20, 2025 is cancelled. The race was set to challenge runners on looped grass and sandy trails with generous aid station fare and a 36 hour cutoff for the 100 mile distance.

Run along the scenic Pinellas Trail from HOB Brewing in Dunedin with options of 5K, 10K or 15K while supporting a local toy drive. Finishers receive a medal, RUN FLORIDA shirt and a free draft for participants 21 and over.

Run the 15th Annual Round the Bay Relay and Ultra in Fort Walton Beach on December 27, 2025, choosing a scenic 36.8 mile solo ultra or relay teams of two to six. Circle Choctawhatchee Bay across bridges and hills with aid stations, live mus..

Run ancient sand dunes at Jupiter Ridge Natural Area with options from a Lunacy 30k night run to 50k, 50 mile and half marathon distances. Limited to 80 runners, with pro chip timing, swag, finisher medals and unique hourglass awards.

Join the Candy Cane Course in Jacksonville on December 27 for festive 1 Mile, 5k, 12k and Kids Dash options plus a virtual race. Enjoy finisher medals, chip timing for the 5k and 12k, and holiday cheer while supporting Toys for Tots.