Theodore to the Rescue - While trying to rescue Digby, the disaster-prone cable ship, Theodore ignores some danger warnings and gets himself into trouble, too.
A Joke Too Far - Theodore and Barrington hide from the others as a practical joke, but things get a little out of hand.
Theodore and the Ice Ship - Theodore, George, and Hank find an enormous ice sculpture floating in the water, but can't tell what the object inside it is. It turns out to be Shamus the Fishing Trawler, and soon the tugs see how wonderful the ice ship was on the inside when he was good for nothing on the outside.
Big Harbour Fools Day - It's "Big Harbour Fools' Day" but unfortunately, George doesn't take a liking to any of the jokes being played. The tugs are soon able to change his mind.
Theodore Hugs the Coast - The Dispatcher sends Theodore out on a job where it is vital that he hugs the coast. Unfortunately he becomes distracted and disobeys orders. But he meets lots of new friends on the way and finally becomes an ocean tug.
Hank's Hiccups - Hank has a severe case of the hiccups that interfere with his work. He spends the whole day trying to get rid of them by using different methods. But what gets rid of them, is when Hank forgets about his hiccups to save a ship from danger.
Hank's New Name - A large ocean barge named Shelburne is brought in to live in the Big Harbour and the tugboats are amazed at not just his size, but his name. This results in Hank changing his name to Henry and from this comes a multitude of name changes, minus Theodore who likes his name. After a confused Dispatcher gives out his jobs, George, Emily and Hank go to move Barrington, leaving Theodore to move Shelburne which results in a barge runaway. In the end, Hank saves Shelburne from hitting Willy's Island. At the end of the day, Hank realizes he likes his name and he decides to go back to it.
Big Harbor Birthday - The other tugs trick Theodore into thinking they've forgotten all about his birthday.
Theodore's Backwards Day - Theodore's engine breaks down in such a way that he can only move backwards. The incident causes Theodore to feel so embarrassed, that he hides from the rest of the tugs until he manages to get his engine fixed.
Scally's Stuff - A charming new container ship named Scally dazzles everyone with his flashy haul, but they soon learn that what glitters is not always useful.
Theodore's Big Friend/Theodore and the Stubborn Ship - When Theodore is in charge of a ship's arrival, things go awry when the ship decides to go in by himself and dock right in the middle of the harbour. When Theodore has to spend the night next to the ship, he learns that the big ship only misses his friend. So he and Theodore become very good friends, and the ship learns that everyone needs tugboats. -
Theodore and the Boat Bully - A new tug comes to the harbour to work for a while. His name is Oliver the Vast. After running into him a few times, Theodore is certain that Oliver is a bully and that he doesn't want to be Theodore's friend. Theodore finally tells the Dispatcher about Oliver, and the next day, Oliver gets sent back across the ocean.
George and the Underwater Mystery - Foduck's sonar detects that there is something big at the bottom of the harbour. He asks Theodore and George to help him find out what it is. Theodore decides to use Shelburne and Northumberland to help out, but when George starts to give too many orders, nothing goes right. When they all work together, they raise what turns out to be a fallen satellite.