Trail Running Calendar Florida 2026-2027

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.

A multi-distance trail event in Middleburg FL on a scenic 7.2 mile loop offering 100 mile 50 mile 35 mile 14 mile and 7 mile options. The cupless race features staffed aid stations and a custom buckle for 100 mile finishers.

A marked 16.8 mile loop course preview and training run at Colt Creek State Park in Lakeland, FL. Unstaffed water stations provide water only, so participants should bring food and secure gear in vehicles. Primitive tent camping is availabl..

A coastal ultramarathon on 12/12/2026 in Pensacola tracing the Gulf shore between Big Lagoon State Park and Fort Morgan. Options include 50 Mile and 50K distances with solo and relay formats.

RunFluent Christmas in Lutz, FL (Dec 12, 2026) features multiple trail distances including a new 13.1 half marathon, 7-hour formats and a 4-mile race; finishers receive a wooden "woodal" and age-group awards are offered.

Candy Cane Course in Orlando on 12/13/2026 offers 5K, 10K, 15K, a 1 Mile, a Kids Dash and a virtual option. Entries normally include a designer shirt, custom bib and finisher medal, with youth pricing for ages 12 and under.

Central Florida Spartan Trifecta Weekend at Skipper Ranch in Sebring features obstacle races across farmland, marsh and mud. Distances include Sprint 5 km, Super 10 km, Beast 21 km and a kids race, with an obstacle workshop the day before.

A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.

A timed loop event at Lake Wailes Park offering individual 6 hour and 12 hour options, a single 4.17 mile run, and a 12 hour team relay. Aid stations and hot food are provided and all entrants receive a long sleeve shirt.

A Christmas themed trail event at Jupiter Ridge Natural Area with a 50K, Silent Night 30k and half marathon on a 4.5 mile loop across ancient coastal dunes. The course features sand dunes, scrub habitat, two aid stations and a small field s..

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.

An out and back trail event from Hobe Sound Beach to Lake Okeechobee along the Lake to Ocean trail. Runners tackle remote single track terrain with four supplied drop buckets, strict self support rules, and a 48 hour cutoff.

An 18 hour urban ultra in Miami with no set route or loops where runners visit required landmarks, log miles with GPS, and present landmark selfies at the finish. Limited to 40 entrants with awards for the most miles accumulated.

A 100-mile ultramarathon and a 100 furlongs (12.5 mi) event at Colt Creek State Park on January 16–17, 2027, run as six 16.8 mile loops with three staffed aid stations and loop-by-loop drop bag access.

A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.

Trail races at Fort Clinch State Park on January 23, 2027 offer 10K, 30K and 50K on a shared 10K loop of canopied singletrack with sand and packed sections. All profits support Florida State Parks.

A 10 mile loop and a 20 mile two-lap trail race on January 23, 2027, through Pt Washington State Forest, featuring natural trail terrain, an official race hoodie for entrants, and awards by course and age group.

Races at Oscar Scherer State Park feature a road-friendly 5K, a technical Scramble 10K on trails, and virtual 5K and 10K options, with medals, shirts while supplies last, post race food, and age category awards.

The Hoot'n Bulldog Track Ultra in Miramar, Florida runs January 29 to 31, 2027 and offers timed races from six to 48 hours. The USATF sanctioned, certified course includes team divisions, infield camping, and aid stations.