What is the Road Of Trials in The Princess Bride?

“Road of Trials” (Heroes face difficult tasks and many of them relate to geographic locations or specific monsters. In The Hobbit, Bilbo had to find courage to enter the forest of Mirkwood where he encountered giant spiders- Odysseus faced “Cyclop’s Cave” and the “Sirens’ Island”). What/Who is one monster the hero must face in the film and two geographic locations (WHAT IS THE SPECIFIC NAME) that he must travel through.