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.

Festivus in Middleburg FL offers 100 mile, 50 mile, 35 mile, 14 mile and 7 mile races on a scenic 7.2 mile loop with 225 feet of elevation. The cupless event features staffed aid stations with hot food and campground support.

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, Florida offers trail and timed events from a four mile loop to a new half marathon with awards and finisher woodals. Registration closes December 11 and refunds are not issued.

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 distance runs at HOB Brewing in downtown Dunedin along the Pinellas Trail, with timed 5K, 10K, and 15K options, finisher medals, shirts, and a free draft beer for eligible participants.

A looped event at Lake Wailes offering 4.17 mile, 6 hour, 12 hour and 12 hour relay options. Food is available at the Runners Village and all participants receive a long sleeve shirt.

A looped trail race in Jupiter Ridge Natural Area offering a **50K** or half marathon across ancient coastal dunes, limited to 80 entrants, with two aid stations, drop bag access, and professional chip timing.

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.

Just Survive 125 is an out and back ultrarun from Hobe Sound Beach to Lake Okeechobee on the Lake to Ocean trail, listed as 200K. Runners are self supported with four 5 gallon drop buckets, a 48 hour cutoff and a 30 runner limit.

An 18-hour, no-route urban ultra in Miami where runners visit listed landmarks, document visits with selfies, and submit GPS proof. Rankings use miles accumulated and podium places require completing all landmarks and returning on foot.

A looped trail event at Colt Creek State Park near Lakeland, FL, offering a 100-mile Western States qualifier and a 12.5-mile 100 Furlongs option with staffed aid stations and loop drop bag access.

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.

Ellie Biscuit is a trail race on January 23, 2027, at Pt. Washington State Forest offering 10 mile and 20 mile options. Courses run on trails and forest roads with natural obstacles, race hoodies for entrants, and age group awards.

A multi distance track ultra at the Ansin Sports Complex in Miramar, Florida, offering timed 6, 12, 24 and 48 hour events, USATF sanctioning, team divisions for 24 and 48 hour races, on site aid and infield crew access.

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..

A free, donation-supported 12-hour trail event at Whispering Pines City Park in Inverness, FL. Runners use a marked 5-mile loop on mixed trails, with an aid station and a finisher award for 10 miles or more.

Fourth annual Wagging Tails on the Trails at Pepper Park Riverside features 5K and 9K trail runs along mangroves, a free Puppy Dash for ages 10 and under, and dog-friendly amenities including water stations and finish-line treats for dogs.