Trail Running Calendar Florida 2026-2027

Trail races at Alafia River State Park on December 4-5, 2026 offer individual options: a 5.3 mile Red Loop, a timed 6 hour ultra, and a 24 hour ultra. The village includes camping, bonfires, music, food trucks, and finisher items.

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 in Middleburg, FL uses a scenic 7.2-mile loop with multiple distances from 7 miles to 100 miles. The cupless event includes staffed aid stations, campground access, specific pacer rules, and set cutoff times for each distance.

A marked one-loop 16.8 mile course preview at Colt Creek State Park in Lakeland, FL with unstaffed water-only stations and primitive tent camping available; park entry fee applies and registration closes Dec 3.

The Congaree and Penn Spiked Apple 5k will take place in Duval County on Saturday 5 December 2026. You can run 5 kilometers.

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 on December 12, 2026 offers multiple trail distances including a new 13.1 half marathon on a 4.45 mile course, finisher woodals, podium and age-group awards, and a no-refund policy with eligible deferrals.

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.

A Spartan Trifecta weekend at Skipper Ranch in Sebring on December 19 to 20, 2026, featuring Sprint, Super, and Beast obstacle races over farmland, marsh, and mud. The weekend also includes a kids race, an obstacle workshop, and spectator a..

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.

An invitation only, no fee, low aid 100 mile looped endurance run in Titusville, Florida. Runners complete 29 loops of a 3.46 mile course within 32 hours and entries are drawn from a June wait list.

A Christmas-themed trail event at Jupiter Ridge Natural Area on December 26, 2026 offering 50K, Silent Night 30k, and half marathon distances. The course loops over ancient coastal dunes with a capped field of 80 to protect rare Florida Scr..

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 125 miles out-and-back ultramarathon along Florida's Ocean to Lake Hiking Trail with a 48 hour limit; the course has no aid stations or crew support and crosses remote, variable terrain.

An 18 hour urban ultra in Miami where runners choose their own route and visit required landmarks. Rankings use GPS miles and landmark selfies, with podium awards for those who reach all landmarks and return on foot.

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.