Trail Running calendar near Tampa 2026-2027

A second annual single loop trail event at Carlton Preserve in Venice, FL offering 50k, 25k, 5k and a youth 5k. The organizer provides event swag and Wicked Skin awards and registration closes January 29, 2026.

A community 5K at Legacy Park in Venice, FL on January 31, 2026, with two age-based categories, chip timing, and post-race activities. Hosted by Respect 1st Responders to raise funds for Disaster Relief Kits; field limited to 200 runners.

Run the Ranch 5K in Sebring FL on Jan 31, 2026 invites runners and families to a scenic light trail course. Support Highlands County scholarships while racing at any pace and competing for age group medals.

Celebrate the new year with Westly's 9th Annual 5K in Oakland, Florida. Run or walk the in person West Orange Trail event or join virtually anytime in January for a free, family friendly 5K with post race festivities and live music.

Celebrate Mardi Gras at Celery Fields with 5k, 10k and canicross races for runners and their dogs. Expect shirts, post race snacks, live music, vendors and age group awards plus a guided warm up.

The Bodies Race Company - Punta Gorda will take place in Punta Gorda on Sunday 1 February 2026. You can run between 5 and 15 kilometers.

Race under the stars at AdventHealth Nighthawk Trail Run in Colt Creek State Park with 5K, 10K and a 15K Challenge. Rugged unpaved loops, headlamp required for the 5K, finisher medals and a race shirt promise a memorable night on the trails..

Join the Gopherdillo Trail Run at Lake Manatee State Park on Feb 7, 2026 for scenic 5K and 10K non loop courses over sand, grass and paved roads. Expect wildlife sightings, a performance shirt option, and a finisher medal.

Join The Hunt for Sasquatch at Bone Valley ATV Park on February 7, 2026 for a fun trail challenge over varied terrain and small hills. Choose from 10K, 5K, 1 Mile or multi race options, with shirts, swag and awards.

A trail ultramarathon at Green Swamp near Dade City on February 14, 2026 offering 60K, 30K and a 30K ruck over varied Florida terrain, regular aid stations, a pet food drive and finisher hats.

Trail runs at Carlton Preserve in Venice on February 15, 2026 with 15k, 10k, 5k and a virtual race. The event includes a race t shirt, post race refreshments, music and age group awards.

Run or walk the scenic Lake Apopka trails from Magnolia Park on February 15, 2026, with 30K, 8 mile, 5K and a virtual option. Enjoy varied trail surfaces, a tech shirt and medal, and post race food in a wildlife friendly, cupless event.

Join the inaugural Longleaf Blaze Trail Run at Disney Wilderness Preserve with 5K, 10K or Double Down options. Family friendly with kids activities, finisher medals and hats; bring your own water bottle and enjoy scenic trails.

Celebrate Mardi Gras on the flat, paved Pinellas Trail with 5K, 10K or 15K options hosted at HOB Brewing Company in Dunedin. Limited to 200 runners, all finishers get a medal and 21 plus registrants enjoy a complimentary beer.

Join the 39th Real Florida 5K 10K at Wekiwa Springs State Park for a scenic off road run through natural Florida. Choose 5K or 10K, enjoy a capped field for a relaxed race vibe and a tech shirt and finisher medal for all entrants.

Explore Lakeland on a 30k urban adventure visiting painted swans from the Swansation art trail while navigating with a race book. This low key, self supported run from the Where's the Finish? Podcast mixes city charm and relaxed challenge.

All Day at Holloway offers a well groomed cross country loop of trail and road at Holloway Park in Lakeland on Feb 28, 2026. Choose 10k, 30k, 50k or a five person 50k relay.

Trail races at Lake Wales Ridge State Forest in Frostproof Florida with a 100k made of five 20k loops and a single 20k loop. Aid stations every 4 to 5 miles, on-site primitive camping and cooked food available.

A single loop trail event near Brooksville, Florida, offering 33.3 Miler, Half Marathon and 6K options with marked trails, aid for longer distances, finisher awards and a post-race picnic.

Celebrate cider season with a festive 5k at Formosa Winery on March 15, featuring a scenic looped course and a 1.5 mile option. Entry includes a t shirt, cider pour, homemade donut and a finisher medal that doubles as a bottle opener, plus..