Westley climbing the rope up the Cliffs of Insanity.
The Cliffs of Insanity consist of an erect rock face in front of the ocean. Vizzini docks his boat there after kidnapping Buttercup and scales the cliff face with Fezzick's help.
Although it takes a big strong giant like Fezzick to scale the cliffs, The Man in Black (a.k.a. Westley) manages to scale it even faster.
Westley scaling the Cliffs of Insanity by hand after Vizzini cuts the rope.