Trail Running calendar near Osprey 2025-2026

All Day at Holloway in Lakeland Florida on Feb 28 invites runners to tackle a fast, well groomed 10k loop used for NCAA Division II regionals. Choose from 10k, 30k, 50k or a five person 50k relay for a lively community race day.

Celebrate St Patrick in Tampa on March 21, 2026 at the Time to Paddy 5k 10k and Lucky 13.1, featuring races from a kid's dash and mile to a half marathon. Enjoy festive shirts, finisher medals, chip timing and virtual options.

Run through scenic Colt Creek State Park in Lakeland on April 11, 2026 with 5K, 10K and half marathon options. Chip timed races include finisher medallions, swag and post race snacks for a fun day on the trails.

Join the fifth annual Turtle Trot at SunWest Park for 10K and 5K run or walk around scenic paved trails. Honor a fallen parks staff member and support Pasco County's adaptive programs while earning a finisher award.

Join the Kraken road race in Sarasota on April 12, 2026 for a fun 5k or 10k along scenic routes. Enjoy race shirts, snacks, a finisher bottle opener, live music, vendors and age group awards for a festive Sunday run.

Tackle the Funest 50k in Mulberry FL on technical looped trails through an old phosphate mine with rolling sandy singletrack. Choose 10k 30k or 50k in a 100 runner field and enjoy aid stations finisher swag and a donation to local parks.

Join the Turtle Trot at Lovers Key State Park on April 18, 2026 for a scenic 5K through maritime hammocks, coastal dunes and mangroves, finishing by the Gulf. Enjoy wildlife sightings while supporting Friends of Lovers Key.

Run wooded, shaded trails at Gator Wilderness Camp in Punta Gorda with 5k, 10k and 15k options plus a Kids Fun Dash and one day virtual race. Proceeds benefit Gator Wilderness Camp School, supporting local boys in need.

Take on the Colt 45 Trail Race at Colt Creek State Park with four looped distances from a 14 mile loop to an epic 60 mile challenge. Aid stations, GPS files, handcrafted medals and a post race picnic create a welcoming trail festival.