Trail Running Calendar Florida 2026-2027

An outdoor mud obstacle event at Possum Creek Mud Park on May 16, 2026. Teams are welcome and early bird registrants receive a swag bag, medal and event shirt. Top three finishers receive monetary prizes.

Test your endurance at Whispering Pines Park with a unique adventure race featuring a 5K run, swimming, and a Jeep push. Join as an individual or part of a team to support community wellness and educational initiatives.

A dog friendly, chip timed 5K at Quiet Waters Park on May 16, 2026. Participants receive an RFID bib, an official shirt, and a finisher medal, with awards for top overall and age group finishers.

An in-person 5K trail run and a virtual 5K take place May 23, 2026 in Palm Bay, Florida. Amenities include race shirts, custom medals for the first 300 registrants and food at the finish.

Single-loop trail races of 50K, 25K and 10 miles in the Citrus Tract of Withlacoochee State Forest near Inverness FL. Multiple aid and hydration stations, mandatory personal hydration, drop bag service, camping and a post-race picnic.

A point to point 100K trail race on May 30, 2026 from the NENA trailhead in Port Mayaka to Hobe Sound beach, running through varied Florida ecosystems. The race has an 18 hour limit and requires a support crew.

Experience a four race trail series across the scenic and technical paths of Tallahassee. This limited entry competition features varied terrain including single track trails and rolling hills for 150 participants.

Evening trail running at Croom Park in Brooksville with 21 mile, 14 mile and 7 mile options. The marked 7 mile loop uses the B C Loop and C Loop; headlamps are required and glow sticks mark the course.

Treat Trot-Orlando in Minneola, FL on June 6, 2026 offers in-person and virtual options across Kids Dash, 1 Mile, 5K, 10K, 15K, plus a volunteer then run option. Registrations include a shirt, bib, medal, photos, and postrace snacks.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

A 50 mile open road urban ultramarathon in Miami on June 13, 2026 where two-person teams run the full course together, self-supported, navigating between checkpoints through neighborhoods like Wynwood and Miami Beach.

A mid-June trail event at Lake Louisa State Park with 4- and 8-mile loop options, live music, leftover swag and throwback medals, aid stations, chip timing and post-race food.

Independence Double is a two-day running event in Winter Park, FL on June 27 and 28, 2026, offering 5K, 10K, half marathon, marathon, and 50K distances with single-day and both-days registration options.

A point to point road event of about 37 miles from Port Mayaca to Stuart Beach in South Florida, highlighting water discharge from Lake Okeechobee. Relay options are available and aid stations are spaced along the route.

An indoor, last-one-standing treadmill endurance event limited to 33 athletes; competitors run 5 miles each hour until only one remains, with a recovery zone, temperature control, rotating music, and limited spectator space.

A base-centered ultra on the grounds of the Environmental Learning Center in Vero Beach, featuring eight out-and-back arms and multiple distances from a 5K to 100 miles. Completing all eight arms within 32 hours earns the Octopus Buckle.

A night trail race on July 18, 2026 in Green Swamp West Tract near Dade City, Florida. The 30K course mixes pasture lanes, singletrack, sand and berms, with aid stations every 3 to 5 miles and no cut-off time.

Sombrero Sizzler in Jacksonville, FL features a pancake flat 1.25 mile loop for timed 3, 6, 9, or 12 hour running or rucking events, with a 6 hour relay for four person teams, an aid station and on site grilling.

A multi-distance running event in Orlando on 2026-07-18 featuring a half marathon, 10K, 5K, shorter youth races, relay and a virtual option with mailed packets and race swag.

A multi distance running event in Tampa on July 19, 2026, featuring kids dash, 1 mile, 5K, 10K, half marathon, relay, volunteer run option, and a virtual race, with shirts, medals, and chip timing for timed events.