Trail Running calendar near Penney Farms 2026-2027

A fully supported 200-mile point-to-point trail run across Florida from Yankeetown to St. Augustine Beach, featuring long sections of the Florida Trail, varied terrain, GPS tracking, stocked aid stations, and cash awards.

A well marked 5K loop on the Florida Trail in Ocala with running and rucking divisions, live timing, race day packet pickup, and a custom finisher medal; ruck entrants must meet specific weight and pack rules.

Oceanfront 10K and 5K beach races at Anastasia State Park with virtual and shirt-only options; the event supports two local charities and includes a race packet with shirt, medal and bag.

A backyard ultra in San Felasco Hammock Preserve State Park on November 21, 2026. Runners complete repeated 4.167 mile loops every hour until one competitor remains, with limited aid and a 10'x10' base camp per runner.

A multi-distance trail event on a 7.2-mile loop in middleburg, FL, featuring 100, 50, 35, 14 and 7 mile options, cupless aid stations with hot food, campsite access on the loop, and specific pacer policies.

A chip-timed 5K run/walk at Congaree and Penn farm in Jacksonville FL on December 5, 2026. Entry includes T-shirt, collapsible cider cup, finisher medal, chip-timed bib, donut and a pour of cider; participants must be 21 plus.

An early evening 10K and 5K on the hard packed sand of Daytona Beach with an optional 15K challenge for those who run both races.

Trail race at Fort Clinch State Park on Amelia Island with 10K, 30K, and 50K options, canopied singletrack, and all profits donated to Florida State Parks.

A beach out-and-back at Jacksonville Beach with 5K and 10 mile options, medals for all finishers, age-group awards, shirts for entrants, and post-race hot chocolate at the Seawalk Pavilion.

A flat, looped ultramarathon on Jekyll Island with a 34 hour time limit and distances from 25K to 100 miles; the event runs on smooth trails under the stars and emphasizes community support and a no DNF policy.

A trail event in Middleburg, Florida on the Pioneer Trail offering a 50K, marathon, 12K and 7K. Courses feature varied single track, technical sections, stream crossings and mapped GPX files, with aid stations and time limits for each dista..

A fundraising 5K in Ormond Beach with in-person and virtual options. Proceeds benefit The Heterotaxy Connection and registration includes chip timing, a shirt, and a finisher medal.

A multi-format timed running festival in Middleburg, FL offering 3/6/12/24/48-hour events and relays, a cupless single aid station with hot food, on-site medical and footcare support, runner village and RV parking with no hookups.

Trail races at Manatee Springs State Park on February 19 and 20, 2027 include 5K, 10K and a half marathon on smooth, shaded trails. Weekend bundle options include a special finisher item and race swag.

25K and 50K trail races in Bryceville, FL through Cary State Forest with aid stations, an eight hour cut off, race shirts, awards and postrace lunch.

An obstacle course racing weekend at Diamond D Ranch in Jacksonville featuring Sprint and Super races, kids races, trail distances, team starts, and spectator access.

A community 5K at Marion County Airport in Dunnellon that combines varied trail surfaces and the sights and sounds of aircraft. Age-group medals and a Traveling Cup for the fastest team are part of the event.

Trail races at Diamond D Ranch near Jacksonville mix mostly non-technical terrain with occasional muddy, ankle-biting sections and options for 10K and half marathon distances.

Ultratrax Suwannee in Live Oak Florida offers looped trail walking and rucking with distances of 7 14 21 or 28 miles and optional 10 20 or 35 lb packs. The timed course features marked trails aid stations and finish awards.

First held in 1967, this Easter-themed beach run at the Daytona Beach Bandshell features professionally chip timed 4 mile and 2 mile events plus kids dashes and participant medals.