Trail Running calendar near Sarasota 2026-2027

We have found 38 Trailruns within 80 miles of Sarasota. See below where and when you can find the races.

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.

UTMB Index

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.

Tackle the rolling hills and sandy trails of an old phosphate mine at the Funest 50K. This event offers 50K, 30K, and 10K distances on a challenging 10K loop course in Loyce E. Harpe Park. Runners can enjoy post-race food and support trail..

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.

May 2026

Join this scenic trail race at Withlacoochee River Park to support mental health awareness. Runners and walkers can choose between 10K, 5K, and 1-mile distances through shaded Florida landscapes.

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.

June 2026

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.

An indoor Last One Standing treadmill race in St Petersburg where athletes run repeated five mile loops each hour. Small field, controlled climate, live music, and a sister competition in Salt Lake City add to the format.

July 2026

A 30 km night trail run through the diverse and wildlife-rich terrain of Florida's Green Swamp. The event features a supportive atmosphere with no time cut-off and a festive post-race potluck. It's part of a larger trail series and is marke..

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.

August 2026

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.

September 2026

Join this inclusive night trail run through the Green Swamp West Tract for a half marathon distance. Participants enjoy a supportive atmosphere without cut off times followed by a community potluck party.

A 6 or 12 hour timed challenge on a scenic paved loop around Lake Hollingsworth in Florida. Run solo or as a team in the relay event, aiming to complete as many 2.84 mile laps as you can. Enjoy hot grilled food at the runners' village and s..

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.