Trail Running Calendar Florida 2026-2027

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.

A trail ultra at Lake Louisa State Park offering 50K and 25K options across 75% singletrack with varied terrain, four aid stations, professional timing and media, and awards across overall, masters, and age categories.

The Grayt Jackalope 10 and 5 miler features two trail courses starting and finishing at Grayton Beach State Park, with awards for top finishers and age group winners and packet pick up the day before at Fleet Feet Inlet Beach.

Ragnar Trail Florida is a team relay at Alafia River State Park near Tampa on December 4-5, 2026. Teams cover 126.4 miles in formats for 8, 4, or 3 runners and the weekend includes camping, a village with evening events, and glamping option..

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 16.8 mile course preview for the 2027 LH100 at Colt Creek State Park in Lakeland, FL with limited unstaffed water stations, primitive camping available, and a park entry fee.

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

Caloosa Fest in Alva, Florida offers a Half Marathon and a 5K held on the Caloosahatchee Regional Park mountain bike trails, featuring single track, grass sections, aid stations, packet pickup options, and on-site vendors.

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 two day obstacle course weekend at Skipper Ranch in Sebring Florida on Dec 19-20 2026 offering Sprint 5 km, Super 10 km, Beast 21 km, a kids race, an obstacle workshop and spectator options.

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.

Sleigh It is a loop based event at Lake Wailes Park in Lake Wales Florida offering 4.17 mile, six hour, and twelve hour options plus a twelve hour relay. The course uses grass and asphalt and has aid stations at each turnaround.

An invitation-only, no-fee 100-mile loop race in Titusville on December 19–20, 2026, run as 29 laps of a 3.46-mile trail loop with varied surfaces and a 32-hour time limit; entries are drawn from a June wait list and the field is capped at..

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 loop around Choctawhatchee Bay on December 27, 2026, offered as an ultra or as relays for two to six runners. The course passes through Destin, Bluewater Bay, Niceville, Valparaiso, Shalimar and Fort Walton Beach.

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 fixed-time urban ultra on January 9, 2027 where runners choose their own route through Miami landmarks. Rankings use GPS-verified miles and selfies at each landmark, with podiums for those who visit all required points and return..