7 miles
1,445 ft
-1,475 ft
1,291 ft
High Point

This is a classic intermediate/advanced Squamish trail ride. It can be ridden in an hour if you are hammering and know where you are going, but if you are taking your time and looking at your Trailforks app give yourself 2ish hours or more if you are just out to have a mellow ride.

The climbing in this ride is all fairly low grade with the exception of the 50 Shades of Green Part 2 which is a bit steeper, but very doable. The descents in this loop are super fun. As an intermediate rider you might find a few sections a bit challenging, especially on Rupert (the Tazer option in Rupert is slightly easier with fewer rock features). Advanced riders will find themselves hunting for more speed as feel the flow of classic Squamish goodness! Finishing on Rollercoster will leave anyone in your group searching for high fives at the trails exit.

**For a shorter ride, skip Man Boobs and climb up Tracks from Hell and just ride Rupert.

Local Trail Association
Squamish Off-Road Cycling Association (www.sorca.ca)
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  • Riding area
  • Difficulty rating
  • Route Type
  • Bike type
    AM, XC
  • Direction
    One Direction
  • Physical rating
  • Ridelogs
More Stats for Man Boobs, Rupert's, Rollercoaster - Squamish, BC, Intermediate/Advanced Loop - RideSpots.com mountain bike route
  • Altitude min
    446 ft
  • Altitude start
    478 ft
  • Altitude end
    448 ft
  • Grade
  • Grade max
  • Grade min
  • Distance climb
    4 miles
  • Distance down
    3 miles
  • Distance flat
    1,956 ft
Avg: 5 (4 votes)
Layers winter
Trail Style
  • ?
Trail Conditions
  • Unknown
  • Snow Packed
  • Snow Covered
  • Freeze/thaw Cycle
  • Icy
  • Prevalent Mud
  • Wet
  • Variable
  • Dry
  • Very Dry
Trail transparency
Squamish bike edit
Squamish bike edit
trail: Rupert
2:42 | 46 | comments: 0 | favs:
Jul 24, 2018
fun in the sun with my friends
Slapping some rock slabs in Squamish
Slapping some rock slabs in Squamish
trail: Rupert
5:10 | 71 | comments: 0 | favs:
Jul 18, 2018
Just a compilation of some rock slabs we rode in Squamish. Since this was the 1st time we (I) rode these tails we missed a couple of fun rock rides.
Rupert Value Added Penthouse Icy Hole of Death...
Rupert Value Added Penthouse Icy Hole of Death 4k stabilized
trail: Rupert
17:16 | 31 | comments: 0 | favs:
Jul 14, 2018

Recent Trail Reports Along Route

Aug 14, 2018 @ 10:29am
2 days
50 Shades of Green Part 2
Aug 14, 2018 @ 10:29am
2 days
Aug 7, 2018 @ 3:15pm
Aug 7, 2018
Bob McIntosh Memorial
Aug 7, 2018 @ 3:15pm
Aug 7, 2018
Aug 6, 2018 @ 9:11pm
Aug 6, 2018
such a great trail. flows together well with tons of fun features. good warmup lap
more reports »
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