I am not totally sure which one is the island you are talking about, but I assume it is the coastline in the bottom of the picture.
As you might see, the mesh has many points (nodes) to attach along the coastline, but your outline (the long bow) has very few points where the mesh can attach.
Try to spread the nodes along the bow in a even distance. Choose the distance depending on the detail you need along the bow and then try to create a new mesh.
Try also to create a mesh with the option "Resample Outline" turned off and see how this looks like.
Hope that helps