Trail Running Calendar Florida 2026-2027

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..

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 multi-distance trail event on the ancient sand dunes of Jupiter Ridge, featuring a night 30k and combined-day/night ultras, small field limits, aid stations, chip timing, and proceeds supporting Palm Beach County natural areas.

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.

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.

An 18 hour fixed time urban event in Miami where runners pick their own route to visit required landmarks. Rankings are based on miles tracked by GPS and selfies at each landmark verify visits.

A trail event at Colt Creek State Park offering a six-loop **100-mile** race and a single-loop **12.5-mile** 100 furlongs course with staffed aid stations, looped drop bag access, and a rollover credit policy.

Trail races of 10K, 30K and 50K at Fort Clinch State Park on January 23, 2027, with looped singletrack, aid stations and camping. All profits support Florida State Parks.

A trail race at Pt. Washington State Forest on January 23, 2027, offering a 10-mile single loop and a 20-mile two-lap option across trails and forest roads. Participants receive a race hoodie and age-group awards; refunds are not given if c..

A Miramar track ultramarathon weekend with timed events from 6 hour to 48 hour, USATF sanctioned and course certified. Infield camping, aid support, team scoring for 24 hour and 48 hour races, and awards for finishers are provided.

A multi-distance trail event in Christmas, Florida on January 30 and 31, 2027, running through Tosohatchee and nearby state forests with single track, varied terrain, wildlife viewing, course maps, aid station details, and crew and voluntee..