Woody Woodpecker is on a whaler-ship searching for Dopey Dick, the Pink Whale. When sighted, the ship captain sens Wood out in a rowboat to capture Dopey. The whale wrecks the ship but takes a liking to Woody, and off they go across the ocean with Woody water-skiing behind his new friend.

A witch's broom breaks right outside of the broom factory where Woody just happens to be working. Unfortunately for her she doesn't have the 50 cents needed to purchase a new handle.

Woody is prisoner at a taxidermy school but when it is his turn to be used, he escapes. The guard dog is put in charge of retrieving him.

Woody Woodpecker is running a babysitting service and is offered $50 by a couple if he will look after their baby. Woody jumps at the chance. Unfortunately, turns out the baby is an infant gorilla!

Woody is a salesman, trying to unload his wares on a hibernating (and reasonably irritated) bear.

A clockmaker goes into the woods in search of a cuckoo and finds Woodpecker. Figuring a coo-coo could double as a cuckoo, the clockmaker sets out to capture Woody, take him home and put him to work on the clock. Woody figures otherwise, and introduces the clockmaker to an angry bear. Chaos follows.

A schooner anchors at the South Pole, and the skipper goes ashore and leaves the ship's mascot, a St. Bernard dog, to stand watch and guard the ship. A small penguin, Chilly Willy (the only penguin not equipped for cold weather...anywhere), sees the ship and tries to get warm by its stove. The watchdog attempts to get rid of him, but Willy manages to get the dog drunk from the rum in its own cask. The captain returns to find Willy saving the ship from sinking, while the dog is found sleeping it off. Willy is made mascot and the dog is tossed in the ship's brig.