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The Elder Scrolls V: Skyrim Hints
How can I get Windshear?
1 of 3: Use the ladder near the captain's room to climb up onto the ship's deck.
2 of 3: You probably won't be able to sneak around unseen, so kill off all the sailors and P-O's who are up there.
3 of 3: Go to the front of the ship, then carefully walk to the upper end of the forward mast to find Windshear.