So she looks at me and says, “You ever done any cliff-jumping? This is the best spot in all of Wrothgar.” I look down the 50 metre drop and say, “Ladies first.” #ESOTU
This journal entry explains where to obtain the Wrothgar Cliff Jumping Achievement in the Orsinium DLC.
Wrothgar Cliff Jumper Achievement
In order to get the achievement, the jump needs to occur on the left side of Glothum.