Caveman Challenge

Inverness, United States • 16 May 2026

Caveman Challenge 2026

The Caveman Challenge is the 8th annual event held on May 16, 2026 in Whispering Pines Park, Inverness, FL (1700 Forest Dr., 34453). The event supports The Wil-Power Foundation, Inc, a 503 (c) organization that provides educational and wellness opportunities for local communities.

The program is organized into three divisions and combines running, swimming, strength movements, and a short Jeep push. Distinct event formats include:

  • CAVEMAN CHALLENGE: 5K, 400 yard swim, 25 meter Jeep push
  • TEAM CAVEMAN CHALLENGE: 5K plus swim and deck challenges with shared Jeep push
  • MINI CAVEMAN: 5K run or walk plus 25 meter Jeep push

Competition details note a 400 yard swim in a short course pool and strength and plyometric movements performed between laps for the Competitive division. The Team division assigns one member to run and another to swim and perform deck challenges; teammates may both participate in the Jeep push. The Mini division pairs a 5K run or walk with a 25 meter Jeep push.

Registration opens 7/7/2025 and closes 5/3/2026. Entry fees listed are $60.00 for the Caveman Challenge, $90.00 for the Team Caveman Challenge, and $45.00 for the Mini Caveman. Awards include gold, silver, and bronze in male and female categories for the main race, Jeep push best times for male and female, and a first place team award. Visit the organization's website for the most recent information.

Race information

5 km
Caveman Challenge
5 km
Mini Caveman
5 km
Team Caveman Challenge
Visit the organization's website for the most recent information.
Trail runs nearby

Moon Over Croom is a running event on June 6, 2026 presented by Trailhead Ultras with three distance options: 21M, 14M, and 7M. The event is organized by Tampa Races.

Experience the Withlacoochee Forest after dark in this night trail race featuring 5, 10, and 20 mile distances. Navigate single track trails under the stars with glow stick markers and a post race picnic celebration.

An 8 hour timed trail event at Ross Prairie featuring a 6.5 mile berm loop through sandy fire lines, pine forest and prairie. The event offers on site camping, self crewing space and is organized by a veteran owned race company.

The John Holmes Trail Run takes place at Croom Park and Withlacoochee State Forest on October 3, 2026, offering 50K, 16 mile and 9 mile options. The field is limited to 250 runners and this is the event's 34th running.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.