Type: TR, 21 ft
FA: unknown
Page Views: 2,686 total · 17/month
Shared By: Adam Stackhouse on Feb 22, 2006
Admins: Marc Kajut, M. Morley, Adam Stackhouse, Salamanizer suchoski, Justin Johnsen, Vicki Schwantes

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Access Issue: Current San Diego County Advisories Details


If the Uncertainty Principle is the patriarch of Mt. Woodson, then The Sail is the graceful matriarch. This gorgeous boulder sits way atop the hill and faces southeast. Although it is readily seen on the way up, the best visual comes after rounding the corner past The Cave.
Nonstop technical face climbing is the name of the game, with none of moves being arbitrary. Start just left of center up 5.10+ territory, halfway up move right a few feet, then finish up through 5.11 moves to the top. Crux comes pulling past a brown squarish hold, easily seen when scoping this route out. Stellar.


Set up is either climbing the northeast edge/arete (no pro, 5.9+) or throw the rope over and batman up the backside. Two bolts at the top.


Adam Stackhouse

Adam Stackhouse    
To mitigate the potentiality of blowing off into a gully from the 5.9 arete, I found some security in using a cheatstone or two to get up to a good hold and go from there to set this up. Jun 29, 2006
ron amick
poway, ca
ron amick   poway, ca
Rick Allenby and I placed a bolt on top of the sail in 1986. we did the FA of two routes on the south face at that time.
The righthand line is "I Spy" and the Lefthand line is "The man from Uncle" both rated 5.11c.

The names, from old TV spy shows, have somehow been lost to time. Oct 1, 2011
Michael Lagueux
San Diego, CA
Michael Lagueux   San Diego, CA
Fortunately both of those original names appear in the Hubbard Guide, but the ratings...not so much! Perhaps this page can be changed to reflect the fact that there is no route called "The Sail" on this boulder. Jul 15, 2013
Adam Stackhouse

Adam Stackhouse    
Kennedy/Hubbard guide has some inaccuracies (depending on editions?), but I'll try and get a hold of Ron. Jul 19, 2013
Hi Adam, if you are speaking about the book co-authored with Dave Kennedy you will need to speak with him to make hopeful changes. I did the drawings in that book and he did the route input. As far as the Woodson guide on my web-sight goes, the Woodson pages were done without any letter grades on purpose to avoid the usual debates of whether something is 10c or 10d and is meant to be used as a quick field reference only, as is stated on the topo. Creating topos is a difficult and evolving process and it requires community input. These forums are a perfect place to correct inaccuracies by consensus. Please be specific route by route, rating by rating and I am more than happy to make changes to my material if everyone jumps in and agrees. CH Jul 27, 2013
Jordan Cannon
Bishop, CA
Jordan Cannon   Bishop, CA
Not as hard and not as steep as Uncertainty Principle, but a great climb nonetheless! Apr 24, 2016
One of the most beautiful and excellent climbs on the Woody. Honestly, I don't think "The Sail" is the original name, but the original "Red Guide" was very sketchy and we never could positively ID this back in the day...anyone?

Very technical climbing, and although I did Seminar and numerous other 5.10 and 5.11 face climbs on Woodson, and similar types of techincal granite face climbing at Santee, Josh, and many other places, I never did finish this without a brief hang at the top..always just kind of popped off. I think it is better for shorter people (i'm 6-3) actually. But if I had to grade it I'd say on the soft side of 5.11c.

Stupendous climb, great setting (nice picnic spot with fabulous views near peak), very mental climb that you have to really want...I cannot imagine this would be a giveaway for anyone, frankly. Jun 3, 2018