Jailbreak Triathlon

SEP
19
2026
The Jailbreak Triathlon is a unique partner event featuring canoeing, mountain biking, and trail running through Chickasaw Trace Park. Teams of two can compete as a relay or tackle all three disciplines together. The race starts on the Duck River and offers a challenging off-road adventure.
Sat 19 Sep 2026
2.65 Mile Trail Run Canoe – 3.5 Miles on the... 7.5 Mile Mountain Bike on...

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Event Overview

The Columbia Cycling Club has organized the Jailbreak Triathlon since 2002. This event takes place in September and is done with a partner. It consists of three disciplines: canoeing, mountain biking, and trail running.

Participants must compete in pairs. There are two main formats. For a TEAM, both partners complete all three legs, but they do not have to stay together after the canoe; their individual finish times are added together for the final result. For a RELAY, partners canoe together, then one person does the mountain bike leg before tagging their partner to begin the run.

Available categories are: Male Team, Male Team (Combined Ages Over 80), Female Team, Co-ed Team, Male Relay, Female Relay, Co-ed Relay, and eBike Relay (not gender specific).

Course Details

The course starts at a canoe put-in on the Duck River below the Maury County Jail. The event proceeds through Chickasaw Trace County Park for the biking and running portions.

  • Canoe: The first leg is a 3.5-mile paddle on the Duck River. Two-person canoes, paddles, and life jackets are provided; personal canoes are not allowed. Life jackets must be worn. Participants must carry the canoe (approximately 80 lbs) with their partner to the river.
  • Mountain Bike: The second leg is a 7.5-mile loop on the park's single-track trails. It includes technical sections and tough climbs. Helmets are required. Participants are advised to have prior mountain bike trail experience.
  • Trail Run: The final leg is a 2.65-mile run on a relatively flat portion of the trail, though it includes some terrain challenges and hills. An optional section called the "Death Ditch" may be used in dry conditions.

Logistics

Check-in is at the Hanson Shelter in Chickasaw Trace Park. Participants then proceed to the river parking area. A shuttle will transport participants from the transition area to the start. The race start time is typically between 9:15 and 9:30 AM.

Registration is prepaid only. The cost is $70 per person until September 1, increasing to $75 per person until September 21, and $95 per person in the final week. Visit the organization's website for the most recent information.

4 mi
Canoe – 3.5 Miles on the Duck River
3 mi
2.65 Mile Trail Run
7.5 Mile Mountain Bike on Single Track