A new oil rig called Tex is very rude to Theodore and Hank and he simply just doesn't want their help. However, when a terrible storm puts Tex in grave danger will he then accept the tugs' help?

Theodore insists on finding a little rowboat a new home all by himself. Things though don't quite turn out right.

Hank loses his lifeboat in a spooky cove one day. If the lifeboat isn't found then Hank can't leave his dock due to safety reasons. Theodore decides to help out his friend and find the lost lifeboat. When he arrives at the cove, Theodore is quite surprised.

Foduck is soon to earn his 'v-word'. This means he will be allowed to travel in the open ocean. However, he is having a spot of bother picking a name so he turns to his other tug friends for help.

The Dispatcher chooses Theodore to teach Hank how to tow barges. When Hank tries to tow a barge from the side during his towing test, Theodore says that you're supposed to tow a barge from the front. The result at first is a disaster, but at the end of the day luck is on Hank's side.

Hank says that he has seen a mermaid beneath the water but no one believes him, at first.

George is scared that his hull checkup will hurt so he tries to hide behind a barge but gets stuck. So it's then Theodore to the rescue.

Foduck celebrates by continuously bumping into Theodore. Theodore doesn't like getting bumped but instead of telling Foduck that, he makes the mistake of avoiding Foduck all together.

Theodore gets his first try at welcoming ships into the harbor but isn't sure what to say to them.

The Dispatcher assigns Theodore to be the tug in charge of an incoming cargo ship called Julia. However when Theodore actually meets up with her, Julia questions his ability to handle her and Theodore is not so sure himself either.

A big freeze slows the productivity of the harbor right down. The pilot boats are restricted to their docks so Theodore and his other tugboat friends are left in charge to make sure that the harbor is kept safe.

One night, Theodore has a bad dream about a sea monster and when he wakes up he is scared that the dream will come true. But with a little help from his friends Theodore finds out that dreams are 'just pretend' and he will be alright.

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A grand ocean liner named Queen Stephanie visits the harbor. When she tries to pass beneath Benjamin Bridge though she gets severely stuck. Theodore however, quickly comes up with an idea on how to free her.

Bluenose the old sailing ship saves Foduck when his propeller becomes clogged with seaweed.

Theodore thinks that the pilot boats who patrol the harbor never seem to listen to anybody, and they don't. But soon though, the pilot boats learn a valuable lesson about not listening.

It is found that Sandy beach is terribly polluted and Emily and George notice this. They then have an argument about which one of them is causing the pollution. Theodore soon reminds them that all the tugs make pollution. Later on, all the tugs agree on the great idea of a 'Big Harbour Clean-up Contest' to be held.

All the tugs seem to have a very big plan in terms of what part of the harbor they are each going to clean up in the contest. However, once Theodore has heard each tug's 'big plan' he can't seem to think of one himself. So he has to settle for a 'little plan'.

Theodore tells all the tugs that they are his best friend. Later, they get angry at him when they find out Theodore has said the same thing to all of them. They then demand to know which one of them truly is his best friend.

It's Theodore's first day in The Big Harbor and he is completely astonished at how different everything is compared to where he used to work. It takes a few lessons for him to take it all in.

Theodore doesn't like his high-pitched whistle tone so he tries to change the sound of it. He only ends up badly damaging it and Theodore is then unable to do one of his favourite jobs. Later though, he gets a pleasant surprise.

Theodore says that he has seen a ghost at Shipwreck Rock. George though doesn't believe Theodore until he actually sees the ghost for himself, and what a surprise it turns out to be!

George says that Theodore can sleep with the ocean tugs on the other side of the home dock while Emily is away. Theodore agrees because sleeping on the ocean tugs' side of the dock makes him feel more important. Hank though is then left all by himself on the other side of the dock and feels very lonely.

The Dispatcher assigns Theodore and Hank to do the night shift because the other tugs don't want to stay up all night. When it comes for Theodore and Hank to actually do the shift, they find the darkness a little scary.

Theodore finds a whale called Walter who is trapped in seaweed and logs.