The Shipyard Old Port Half Marathon & 5k is Portland's premier summertime running event that cuts through the heart of the Old Port district and West End neighborhood and features sweeping views of the Casco Bay its many islands, ferries, sailboats, lobster boats, tug boats, and paddlers, the Presumpscot River, the City of Portland skyline, and the Back Cove. The event is hosted from Portland's Ocean Gateway Terminal, a busy facility on the waterfront with daily ferry service to Canada.Founded in 2011 the event has attracted participants from 42 different states and 3 Canadian provinces. In 2012 the event sold out (1,600 participants) on May 20th. In 2013 the event sold out (3,000 participants) on May 7th.

A runner's safety tops the list of priorities in the planning and execution of the event. The event has been organized with an awareness of its impact on the environment, the movements of local residents, the economic development of local businesses, and the benefit of non-profit organizations.