Trail Running Calendar Florida 2026-2027

The Independence Double offers a no-frills running experience over two days in Winter Park, Florida. Choose from five distances each day on a flat, shaded loop course. Expect a casual, hand-timed event with a focus on community and low entr..

A 37 mile point to point road race from Port Mayaca to Stuart Beach in late June that highlights Lake Okeechobee discharge impacts. Solo and relay entries available, with aid stations, a beach finish, and a noted police presence on the high..

InHouse Ultra is an indoor backyard ultra on Woodway treadmills in St Petersburg where athletes run 5 miles each hour until one person remains. The field is limited and the winner is the last runner able to complete each hourly segment.

An out and back trail ultra at the Environmental Learning Center in Vero Beach with a central base and eight arms that combine into distances from a 5K to 100 miles. A 32 hour finish window applies and crew support is recommended.

A night trail race of *30K* in the Green Swamp West Tract near Dade City FL across varied Florida terrain with aid stations every 3 to 5 miles, a Berm drop bag zone, post race potluck options and free campground reservations.

A timed loop event in Jacksonville on a pancake-flat 1.25 mile paved loop, offered as 3, 6, 9, and 12 hour races with a 6-hour relay option for four-person teams and a staffed aid station.

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.

A multi-format trail event on the sugar sand dunes of Jupiter Ridge, Florida, offering races from a single 3.3 mile loop up to a 102 mile ultramarathon. Courses use soft sand and short climbs and are run in hot, humid summer conditions.

A flat, shaded almost one mile loop through palm and oak hammock in Palm Coast, FL, offered as 12 hour and 6 hour timed races with a fully stocked aid station. Registrations are non refundable and close July 29.

Summer Sizzler in Tampa on 08/01/2026 features timed 5K 10K and 15K races, untimed 1 mile and kids dash, and a virtual option. The event includes chip timing, shirts and medals, free photos and finish line treats.

Summer Sizzler in Orlando on 08/02/2026 features 1 mile, kids dash, 5k, 10k, 15k, virtual options, and a volunteer then run choice. Registrations include event shirts and finisher medals and select distances use chip timing.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

A free 5-hour trail event on the hilly, technical Section 4 of the Pioneer Trail. See how many out-and-back loops you can complete on this single-track course. Bring your own cup and fuel, and optional donations support trail maintenance.

An 8 Hours timed trail event at Ross Prairie Trailhead in Dunnellon, FL using the Berm Loop of the Skunk Ape 100 course across sandy fire lines, pine forests and dry prairies. Loops are 6.5 Miles with self crewing and onsite camping.

A multi-distance loop ultramarathon at the Escambia County Equestrian Center near Pensacola offering 100M, 100K, 50M, 50K and 15M on mostly grass and packed dirt with crew access, chip timing, live tracking and on-site RV parking.

A two-day cross country festival at Apalachee Regional XC Park in Tallahassee with nighttime collegiate, high school, middle school, and open heats, multiple distances, and team amenities including a coaches’ box and reserved areas.

A night trail half marathon in the Green Swamp West Tract near Dade City, FL, with a run and a ruck option, pink-flagged course to McNeil Trailhead, stocked aid at the turnaround, and a post race potluck and camping options.

Timed 12 hour and 50K ultraruns plus a shorter fun run on gravel loops along the Loxahatchee River in Riverbend Park, Jupiter. The event is self supported, offers awards for timed races, and directs proceeds to the local Florida Trail Assoc..

Trail races in Santa Rosa Beach on September 12, 2026 with 5k, 10k and 10 mile routes on marked forest loops. Registered runners receive a shirt and finisher medal and awards are given overall and by age group.