Florida
Florida Trail Running Calendar 2026-2027
Explore the best trail runs in Florida for 2026-2027! Our updated list features 203 exciting trail runs across the region. Find your next trail run in Florida below and join the trail community at these great events!
October 2026
A Halloween 5K in Clermont with haunted spook zones, a costume contest, and a live DJ. A virtual 5K option includes shirt, bib, medal and domestic shipping.
Enjoy a festive Halloween 5K road race or a short trail run through Big Lagoon State Park with costumes snacks and prizes for participants.
November 2026
PHSC hosts a flat 5K and a 1 Mile run/walk on November 1, 2026 at PHSC West Campus with awards, participant shirts, and post-race refreshments.
A free guided 3 mile trail run through pine and scrub sand at Seacrest Scrub Natural Area in Boynton Beach with a water cooler on site.
Trail races of 50K, 25k and 10k in White Springs, FL on November 7, 2026, largely benefitting the Florida Trail Association.
A chip-timed trail run at Lake Louisa State Park on November 7, 2026 offering 5K, 10K and half-marathon distances with aid stations and on-course restrooms.
Experience an adventure race or trail run through the scenic landscapes of Jonathan Dickinson State Park. Choose from multiple distances and disciplines including trekking, mountain biking, and paddling in this multi sport challenge.
An afternoon 5K and fan fest at Vista View Park supporting the South Florida Donor Network, with RFID timing, official shirts, medals and awards for top finishers.
Experience the diverse pine and scrub landscapes of Dunns Creek State Park on a scenic looped course featuring distances from an 8k to a 100 mile ultramarathon.
Experience a timed ultra marathon on a paved two mile loop through the historic and scenic Ravine Gardens State Park in Florida.
A multi-discipline trail event in Arcadia FL with a 5K run, 15K mountain bike race, a combined Stampede Challenge, and post-race food and family activities.
Two days at All-Tech Raceway in Lake City, FL featuring gravel rides up to 100 miles, a 5k run, youth bike races, a 1.5-hour Redline Relay, and on-site camping.
A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.
A fully supported 200 mile trail run from Yankeetown to St Augustine featuring long sections on the Florida Trail, 12 stocked aid stations, GPS tracking, and cash prizes.
Obstacle races in Dade City, Florida on November 14, 2026, with a 3+ mile 15 to 20 obstacle course or a 5 to 7 mile 25+ obstacle course.
Experience a scenic trail run through the long leaf pines of Blackwater River State Forest. Enjoy a post race BBQ and the opportunity to swim in Krul Lake after completing the half marathon course.
A multi distance running event on the Courtney Campbell Causeway in Tampa honoring veterans, with certified timing, aid stations, virtual options, and a post race celebration.
A self-guided, point-to-point urban endurance tour of about 100 miles from Ybor City through Tampa Bay beaches to a finish at Coffee Pot Park in St. Petersburg.
A family-focused mud run in Ave Maria, FL on November 14, 2026 with 1.5 to 2 mile courses, 10 to 16 obstacles, and an optional dog entry.