Three women smiling at each other on top of Picketpost Mountain with a mailbox also on top of the mountain

Get On Trail. Have Fun. Repeat.


How It Works

What you get

  • Group hikes and trail runs at different difficulty levels. Adult beverages are welcome for summit celebrations 🙂
  • Access to our tracker (with leaderboard) to log your miles
  • Social hour in mid-January-ish and a catered after party in spring (for everyone!)
  • Custom glass tumbler if you complete the challenge
  • Community (and private Facebook group) full of incredible humans

Quick Questions

Nope. Any pace counts. Last season, ~70% of the people who logged miles hit 100. Slow and steady counts.

Nope. Join the group hikes and trail runs, or do the whole thing on your own time.

Yep. Hiking, trail running, or a mix. Any trail in Arizona counts.

Do both! Bootleg is where you get the crew, the hikes, the exclusive tracker, social hour, glass tumbler, and the after party.


Ready to Join? Choose your adventure!

clipart of coyote howling at moon

Bootleg Classic

Log up to 100 miles — that’s the big goal! Great option for anyone.
Group hikes take a 35-45min/mi pace.

clipart of a roadrunner running

Log as many miles as you want and get a little competitive. How far can you go in 100 days? Group hikes take a 25-30min/mi pace.


Proof in the numbers

of Bootleggers who logged miles last season hit 100.

Bootleggers come back every season.

on Arizona trails since 2019.

Two men in the grand canyon on a hike
Three women sitting on a bench on a trail, facing away, with their arms around each other.
Silhouette of multiple hikers posing on top of a mountain with a sunset background

Keep moving through the holidays and into the new year.

Two women, a man, and a dog on a trail smiling at the camera.