Trail Running calendar near Sarasota 2026-2027

A point-to-point urban 100 mile endurance tour through Tampa Bay on November 14, 2026, covering city streets, beaches, and bridges. Navigation uses directional cards and the CalTopo app; several aid stations, drop bags, and mandatory safety..

Experience the natural beauty of Lakeland at Colt Creek State Park for a trail event featuring distances from 14 miles to a 60 mile ultra. Enjoy a loop based course with handcrafted medals and a post race picnic.

A Thanksgiving 5K on the Upper Tampa Bay Trail in Tampa, FL on November 26, 2026. The chipped timed 5K includes a finisher medal, a soft short sleeve shirt, age group awards, free photos, and holiday-themed elements.

Experience the natural beauty of Carlton Reserve at this Florida trail event. Runners can choose between three distances and enjoy a pre race stretch session with recovery snacks and awards for various age groups.

Trail races at Alafia River State Park on December 4-5, 2026 offer individual options: a 5.3 mile Red Loop, a timed 6 hour ultra, and a 24 hour ultra. The village includes camping, bonfires, music, food trucks, and finisher items.

Experience the rugged beauty of Alva at Caloosa Fest featuring a half marathon and 5K trail race. Runners navigate scenic single track trails and rolling terrain through the Caloosahatchee Regional Park mountain bike system.

A marked 16.8 mile loop course preview and training run at Colt Creek State Park in Lakeland, FL. Unstaffed water stations provide water only, so participants should bring food and secure gear in vehicles. Primitive tent camping is availabl..

RunFluent Christmas in Lutz, FL (Dec 12, 2026) features multiple trail distances including a new 13.1 half marathon, 7-hour formats and a 4-mile race; finishers receive a wooden "woodal" and age-group awards are offered.

A Spartan Trifecta weekend at Skipper Ranch in Sebring on December 19 to 20, 2026, featuring Sprint, Super, and Beast obstacle races over farmland, marsh, and mud. The weekend also includes a kids race, an obstacle workshop, and spectator a..

A holiday run in downtown Dunedin on December 19, 2026 featuring 5K 10K and 15K routes on the Pinellas Trail with electronic timing finisher medals shirts and a post race beer option for those 21 and over.

A timed loop event at Lake Wailes Park offering individual 6 hour and 12 hour options, a single 4.17 mile run, and a 12 hour team relay. Aid stations and hot food are provided and all entrants receive a long sleeve shirt.

Holiday-themed races at Gadsden Park in Tampa on December 27, 2026, with distances from a kids 50 m dash to 15K, plus a virtual option, chip-timing, shirts, medals, photos, and finish-line treats.

A 100-mile ultramarathon and a 100 furlongs (12.5 mi) event at Colt Creek State Park on January 16–17, 2027, run as six 16.8 mile loops with three staffed aid stations and loop-by-loop drop bag access.

A chip timed 5 km run and walk at Masaryk Winery in Masaryktown, Florida on January 16, 2027, with a helper registration option, race items including a t-shirt and wine glass, and results posted online by J3 Timing.

Races at Oscar Scherer State Park feature a road-friendly 5K, a technical Scramble 10K on trails, and virtual 5K and 10K options, with medals, shirts while supplies last, post race food, and age category awards.

A single loop trail race at Carlton Preserve in Venice FL offering 50k, 25k, 5k and a youth 5k on January 30, 2027. RunFluent organizes the event and provides swag and awards from Wicked Skin.

A 5K and 10K trail run at Lake Manatee State Park featuring sandy paths, pine corridors, wildlife sightings, chip timing, finisher medal, and post-race refreshments. A lodging partner offers a promo code RUN for event dates.

Trail races at Bone Valley ATV Park include a 10K, 5K, and a 1 mile color run on hilly, uneven trails. Back to back challenge options require an 18 minute per mile pace and awards are given by age category.

Experience a scenic trail race through the Carlton Reserve in Venice with distances ranging from 5k to 15k. Enjoy post race snacks and unique handmade wood awards in a festive community atmosphere.

Turtle Trot is a 5K run and walk at SunWest Park in Hudson, Florida, with a paved course around old salt mines. Proceeds support Pasco County's PAIR program and every registered participant receives a finisher award.