Trail Running calendar near Sarasota 2026-2027

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 a flat, paved 15K on the Pinellas Trail during Dunedin's Mardi Gras festivities. This three-loop course is ideal for runners building distance. Enjoy a festive, themed event with a finisher's medal, T-shirt, and post-race beer.

An urban, self supported adventure run in Lakeland that follows a city route to view painted swan sculptures. The roughly 30k route emphasizes navigation, sightseeing, and a scavenger hunt atmosphere rather than competition.

Run a fast, groomed course at Holloway Park in Lakeland, FL, which hosts NCAA cross-country regionals. Choose from 10k, 30k, 50k, or a 5-person team 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.

An annual St. Patrick's Day 5K and 10K in downtown Dunedin along the paved Pinellas Trail, featuring electronic timing, finisher medal, tech shirt, dog and stroller friendliness, and nearby parking and post-race activities.

Trail races at Colt Creek State Park on April 11, 2026 offer 5K, 10K and half marathon on well marked wooded trails. Aid stations, on-course restrooms, chip timing, finisher medals and awards are provided.

Held at SunWest Park in Hudson, Florida, this event offers timed 10K and timed and untimed 5K options on a paved hiking path around old salt mines. Proceeds benefit the Pasco County PAIR inclusive programming and finisher awards are provide..

A 5K trail run and walk in Dunedin on April 11, 2026, that starts and finishes at Highlander Park and includes trails in Hammock Park. Kilts are encouraged and registration includes a T-shirt, medal, and Highland Games admission.

A community road race in Sarasota on April 12, 2026 offering 5k and 10k distances. The event includes race-day packet pickup, awards by age group, participant t-shirts and refreshments, and walk-ins are welcome.

Trail races on mountain bike trails at Loyce E. Harpe Park in Mulberry, FL offering 10k, 30k and 50k loop formats. The course features sand and dirt trails with rolling hills, limited entries, and a portion of fees supporting Polk County pa..

Run a scenic 5k through the lush trails and coastal habitats of Lovers Key State Park, finishing near the beach. Your registration includes park admission, and proceeds help support the park's conservation and community programs. It's a uni..

Run on the sand at Englewood Beach for the Turtle Trot. Choose from a 5K, a 1 Mile fun run, or a virtual 5K. All participants get a sea turtle themed beach towel and a magnetic finisher medal.

A community 5K event on April 18, 2026 in Punta Gorda with timed and untimed 5K options, participant shirts, chip timing, trail and sidewalk course, on-site packet pickup, parking, and age group awards.

Trail races at Gator Wilderness Camp School in Punta Gorda on April 25, 2026 offering 5k, 10k, 15k, a kids dash and a one-day virtual option. Proceeds support Gator Wilderness Camp School, a 501c3 residential program.

A shaded trail event at Withlacoochee River Park on May 2, 2026 offering 10K, 5K and 1 mile run or walk options. The race aims to raise awareness about youth suicide and includes shirts, snacks and finishers awards.

A 5K at Robinson Preserve in Bradenton on June 13, 2026, offering participant t-shirts, snacks and post-race hotdogs, age-group awards for male and female finishers, and a guided pre-race stretch session.

A night trail running event on July 18, 2026 in Green Swamp West Tract near Dade City, FL, covering 30K of varied Florida terrain with aid stations every 3 to 5 miles, finisher glassware, event stickers, and a post race potluck.

Run the Dunedin Oktoberfest 5K or 10K along the scenic Pinellas Trail, finishing at HOB Brewing for postrace Oktoberfest vibes. Stroller and dog friendly with a beer armband for 21 and over and finisher shirt and medal.