Dering Harbor may not be the largest harbor located on Shelter Island, but it is by far the busiest.  Located directly across from Greenport on Long Island's North Fork, Dering Harbor is also the home of several restaurants and shopping stores. This Harbor is well protected in the summer from the prevailing southwesterly breezes, but is quite exposed to the strong winds from the north.  The coast line is decorated with some of the most beautiful homes and mansions on the island.  Once inside the harbor there are several marinas to assist you with your stay  that offer dockage and moorings.  You will find that this harbor is very "boater friendly" and gaining access to the harbor is very straightforward.