A huge barge named Shelburne is brought into the Big Harbor, and the tugboats are amazed at his cool name. This results in Hank changing his name to Henry, and everyone but Theodore follows suit.
After Emily rescues Jennifer from an accident, Theodore cannot wait to go on a rescue mission. The next day, a storm arrives and Digby is in need of rescue.
Theodore must see the arrival of Cumberland the Container Ship. Cumberland does not require tugboats so he ignores Theodore and docks right in the middle of the harbor.
Foduck detects something at the bottom of the harbor. Theodore and George help him find out what it is, but George is too bossy and makes Theodore angry.
Theodore and Barrington Barge like to play hide and seek with Petra the Pilot Boat. But one day they take the joke too far by hiding too long. This causes everyone in the harbor to panic and launch a search and rescue.
It's New Bumper Day in the Big Harbor and all the tugs are too excited to go exploring with Carla the Cabin Cruiser. She starts snatching everything in the harbor.