Trail Running Calendar Florida 2026-2027

We have found 122 Trailruns in Florida. Check below where and when you can find the races.

Experience a scenic trail run through the long leaf pines of Blackwater River State Forest. Enjoy a post race BBQ and the opportunity to swim in Krul Lake after completing the half marathon course.

Honor America's veterans at this scenic out and back race along the paved Courtney Campbell Causeway Trail. Choose from multiple timed distances and enjoy panoramic views of Tampa Bay while supporting veteran suicide prevention.

A 100 mile point to point urban ultramarathon from Ybor City to St. Petersburg. The self guided endurance tour passes Safety Harbor, Dunedin, Clearwater and Gulfport with staffed aid stations, mandatory navigation gear and timed cutoffs.

Experience the natural beauty of Lakeland at Colt Creek State Park for a trail event featuring distances from 14 miles to a 60 mile ultra. Enjoy a loop based course with handcrafted medals and a post race picnic.

A backyard ultra at San Felasco Hammock Preserve State Park where runners repeat a 4.167 mile loop each hour until only one runner completes a loop others do not. No aid is allowed on course; water and bathrooms are available at camp.

Experience the natural beauty of Carlton Reserve at this Florida trail event. Runners can choose between three distances and enjoy a pre race stretch session with recovery snacks and awards for various age groups.

Trail ultraruns at Lake Louisa State Park in Clermont, FL offering 50K and 25K on a 16.2 mile loop with mostly singletrack, varied terrain and about 700 feet of elevation on the 50K. Four aid stations and professional timing are provided.

Two trail races, 10 miles and 5 miles, start and finish at the Grayton Beach State Park trailhead in Inlet Beach, FL. Courses run on park trails with roots, sand and possible standing water; overall and age-group awards plus finisher medals..

December 2026

Experience a team relay through the shaded pine forests and palm trees of Alafia River State Park. Run together in teams of four or eight and enjoy a festive weekend village with campfires and star lit camping.

Experience the rugged beauty of Alva at Caloosa Fest featuring a half marathon and 5K trail race. Runners navigate scenic single track trails and rolling terrain through the Caloosahatchee Regional Park mountain bike system.

Festivus is a two day trail running event in Middleburg, Florida on December 5 to 6, 2026 offering distances from 7 miles up to 100 miles. Registration closes Friday, December 4 at 11:59 PM ET.

A coastal ultramarathon on 12/12/2026 in Pensacola, Florida, following the Gulf shoreline from Big Lagoon State Park to Fort Morgan. Offers 50-mile and 50K courses plus relay options across sand, coastal roads, bridges, and causeways.

A trail and multi-lap running event in Lutz, FL on December 13, 2025, offering a 4.45 mile race and a seven hour multi-lap 50k option with participant T-shirts and awards.

Celebrate the holidays at the Candy Cane Course in Orlando featuring distances from a Kids Dash to a 15k. Enjoy chip-timed results, designer shirts, finisher medals, and festive treats at the finish line.

A Trifecta weekend at Skipper Ranch near Sebring, Florida, featuring Sprint, Super and Beast courses across farmland, marsh and calf-deep mud. A kids race, workshop and spectator options run alongside the main races.

Holiday races in downtown Dunedin at HOB Brewing Company offer 5K, 10K (2 loops) and 15K (3 loops) on a paved, timed course along the Pinellas Trail, with medals, event shirts and a post-race beer for participants over 21.

Sleigh It is a looped event at Lake Wailes Park offering a 5 Mile option plus 6 hour and 12 hour timed formats. The 5 mile loop runs on grass and asphalt with aid stations at each turnaround.

A 36.8 mile relay and ultra around Choctawhatchee Bay in the Destin area, traditionally held the last week of the year. The event features six unofficial legs, staggered starts for teams and an associated 5K recovery run.

Holiday-themed races at Gadsden Park in Tampa on December 27, 2026, with distances from a kids 50 m dash to 15K, plus a virtual option, chip-timing, shirts, medals, photos, and finish-line treats.

January 2027

A remote, self-supported out and back ultramarathon in Florida following the Lake to Ocean trail over mostly single track terrain. The race is limited to 30 runners, uses four 5 gallon drop buckets, and has a 48 hour cutoff.

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