Trail Running calendar near Osprey 2026-2027

Experience the natural beauty of Florida at Colt Creek State Park with a chip timed trail run through pine forests and meadows. Choose between a 5K, 10K, or Half Marathon featuring finisher medals and a post race celebration.

Experience a paved loop course around the salt mines of SunWest Park in Hudson. This memorial event offers timed 10K and 5K races alongside an untimed 5K walk or run to support local adaptive park programming.

Kick off the Dunedin Highland Games with this 5K trail run and walk. The scenic course starts and finishes at Highlander Park, venturing into Hammock Park. Registration includes a t-shirt, medal, and entry to the festival with Celtic music..

Enjoy a donut themed race in Tampa featuring distances from a Kids Dash to a Half Marathon. Participants receive custom medals and a fresh donut at the finish line.

Join the Kraken in Sarasota for a 5k or 10k race featuring finisher bottle openers and t-shirts for all runners. Enjoy a community event with awards for top performers across multiple age groups.

Trail races of 10k, 30k and 50k at Loyce E Harpe Park in Mulberry Florida on marked sand and dirt mountain bike trails. The looped course features rolling hills, limited fields, aid stations and finisher awards.

Experience a unique trail and beach run through mangrove estuaries and coastal dunes at Lovers Key State Park. Choose between a 5k run or 1 mile fun run with proceeds supporting local park preservation.

Experience a unique sunrise run on the beautiful sands of Englewood Beach featuring a 5K and 1 Mile fun run. All finishers receive a custom sea turtle beach towel and a special magnetic medal.

Experience the 3rd annual Race for the Planet 5K at Babcock Ranch. Enjoy a scenic route through trails and sidewalks in Punta Gorda with timed and untimed options for all participants.

Experience a scenic trail run through 250 acres of pristine woods and shaded hammocks in Punta Gorda. Support a residential school for youth while enjoying distances from 5k to 15k and a festive post race breakfast.

Experience an obstacle course race inside the iconic Raymond James Stadium in Tampa Bay. Navigate a 5K course with 20 obstacles through bleachers and past the famous pirate ship for a unique athletic test.

Join the Treat Trot at Gadsden Park in Tampa for a day of running with distances ranging from a Kids Dash to a 15K. Enjoy chip timed results, finisher medals, and free event photos in a scenic park setting.

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.

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.

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.

Enjoy a run or walk along the paved Pinellas Trail in Dunedin with a festive finish at HOB Brewing Company. Participants receive a medal, t-shirt, and a craft beer for those over 21.

Join this local running event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip-timed results, pacers, and finisher medals for all participants in a family-friendly atmosphere.

Celebrate Halloween with the Trick or Trot 5K at Ann and Chuck Dever Regional Park on October 17, 2026, featuring a 5K trail run and 1 mile walk on scenic dirt and gravel paths. Wear your best costume for prizes, grab a shirt and medal, and..

Hit the Pinellas Trail for a Halloween-themed run supporting veterans. The Camo & Cobwebs event offers a timed 5K and an untimed 1 Mile Fun Run/Walk, both starting and finishing at de Bine Brewing Company. Expect costumes, finisher medals,..

Join this patriotic honor run on the scenic Pinellas Trail to celebrate military veterans. Choose from 10K, 5K, or Kids Dash distances in a stroller friendly environment at Dunedin.