The first part of the walk is dominated by the climb up Easby Moor to Captain Cook's Monument. You are then given the opportunity to climb the eroded sand stone stump of Roseberry Topping. (You may have already completed this section the previous day depending on your overnight accommodation.)
The walk continues through farmland, woodland and a riverside path, which leads you to the coastal town of Saltburn-by-Sea. Here you leave the moors behind and prepare for cliff-top walking along the Cleveland Way's coastal section.