Portland is the largest city in the U.S. state of Maine and the county seat of Cumberland County.Tourists visit Portland's historic Old Port district along Portland Harbor, at the mouth of the Fore River and part of Casco Bay, and the Arts District, which runs along Congress Street in the center of the city. Portland Head Light is located in nearby Cape Elizabeth and marks the entrance to Portland Harbor.

Nova Scotia is one of Canada's three Maritime provinces, and one of the four provinces which form Atlantic Canada. Its provincial capital is Halifax. The second-smallest province in Canada, Nov Scotia has numerous lakes and long coastlines, home to puffins and seals, and is popular for water sports such as kayaking.

Sydney is a Canadian urban community in the province of Nova Scotia. It is situated on the east coast of Cape Breton Island and is administratively part of the Cape Breton Regional Municipality. Sydney was incorporated in 1904 and dissolved on August 1, 1995, when it was merged into the regional municipality. It is the largest urban centre on Cape Breton Island. Together with Sydney Mines, North Sydney, New Waterford and Glace Bay it forms the Industrial Cape Breton region. Sydney is located on east bank of the Sydney River where it discharges into South Arm of Sydney Harbour.