Nestled on the island peninsula of Cape Ann on the North Shore of Massachusetts, Gloucester, known as "America's Oldest Seaport," was founded in 1623 by farmers and fishermen from Dorchester, England, as the first permanent European settlement in Massachusetts.

This had been the second European attempt at settling the area, and though it initially struggled, Gloucester maintained its status as a fishing village and became a major New England commercial port in the centuries to come. Its growth granted it national notoriety for its robust maritime culture and economy and led to its eventual distinction as a tourist and fine arts destination as well. Additionally, Gloucester is bordered by the towns of Rockport, Manchester-by-the-Sea, and Essex, all of which have played their own unique roles in the development of the Cape Ann area.

Ryan A. McRae, a historian and native of the North Shore, has carefully cultivated his own collection of original postcards of the area and has used this, as well as his expertise in the field, to effectively narrate and exhibit Gloucester and Cape Ann's unique history in this medium.