Trail Running calendar near Sarasota 2026-2027

We have found 49 Trailruns within 80 miles of Sarasota. See below where and when you can find the races.

A 30K night trail race at Green Swamp West Tract near Dade City, FL on July 18, 2026, featuring varied Florida terrain, aid stations every 3 to 5 miles, reflective pink course marking, one Berm drop bag zone, and a post race potluck.

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.

A six hour Fat Ass run at Walsingham Park in Seminole, FL on an approximately 3 mile out and back loop. Participants self record laps, bring their own supplies, and parking is at Shelter 6 with overflow at Shelters 3 and 4.

September 2026

An ultramarathon along the Pinellas Trail in St. Petersburg, Florida on September 5, 2026. The out and back course goes to Tarpon Springs and returns via Dunedin, covering just over 46 miles.

A nighttime trail half-marathon and ruck at Green Swamp West Tract near Dade City, FL on September 12, 2026. Out-and-back on forest roads and the Florida Trail with an aid station at the 6.6-mile turnaround, camping and a post-race potluck.

Tick Tock Ultra on September 19, 2026 offers timed running formats including 12 hour, 6 hour, and a 12 hour five person relay, organized by Ultra Ultras.

Tick Tock Ultra in Lakeland, FL offers 12-hour and 6-hour individual events plus a 12-hour relay around Lake Hollingsworth on 2.84-mile paved laps; the event is limited to 200 entrants and supports the Pheel Good Foundation.

A multi distance running event in Tampa with a half marathon, 10K, 5K, 1 mile, kids dash and virtual option. Features include chip timing, designer shirts and finisher medals, with youth pricing for ages 12 and under.

A community 5K/10K/15K on the Pinellas Trail in downtown Dunedin at HOB Brewing Company on September 27, 2026, with electronic timing, finisher medals and a post-race party including one free draft beer for participants 21 and over. The eve..

October 2026

A timed climb of 861 steps to the rooftop of Tampa City Center with official timing to the 39th floor, bailout floors, water stations and on site medics.

A Halloween themed trail event in Englewood on October 17, 2026 featuring a 5K run and a 1 mile walk, costume awards, finisher medals, post-race refreshments, and proceeds supporting the Zoomers Scholarship Fund.

Camo & Cobwebs 5K and 1 Mile Fun Run/Walk on the Pinellas Trail in Dunedin, Florida supports Club-214 Land & Sea. The event features a timed 5K with awards, a family-friendly 1 Mile, a costume contest, and proceeds for veteran servi..

The 14th Annual Gopher Weedon 8K Trail Run on October 24, 2026 follows 8 kilometers of dirt and boardwalk trails through Weedon Island Preserve, with professional timing, refreshments and proceeds benefiting Friends of Weedon Island.

A backyard ultra in Lake Wales where runners complete repeated 4.167 mile loops each hour until one runner finishes a final solo loop and is declared the winner.

November 2026

Buddy the Bull Stampede in Arcadia FL on 11/07/2026 features a 5K trail run, a 15K mountain bike race and a combined Stampede Challenge, with post-race food, finisher hats, activities for families, and support for Eirene Ranch.

A Veterans Day running event in Dunedin offering a 5K, a two-loop 10K and a kids Honor Dash on the paved, stroller friendly Pinellas Trail with American themed finisher medals and timed results.

Celebrate Thanksgiving with this family friendly event in Tampa featuring distances from a Kids Dash to a Half Marathon. Enjoy chip timed results, finisher medals, and festive treats at the finish line.

An obstacle race in Dade City, Florida on November 14, 2026 offering a Savage BLITZ with about 3 plus miles and 15 to 20 obstacles, and a full Savage Race with about 5 to 7 miles and 25 plus obstacles. Parking is $20 at the gate.

The 6th Annual Veterans Run in Tampa returns with in-person and virtual races along the Courtney Campbell Causeway, offering 5K, 10K, half marathon, and a 15.5 mile course with certified timing and aid stations.

A point-to-point 100 mile urban endurance run through Tampa Bay on November 14, 2026, organized by Skunk Ape Events. The mostly flat course passes downtown Tampa, beaches and multiple aid stations, with an overall 36.5 hour cutoff.

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