Cartoon pirate child with eye patch, candy bag, jack-o'-lanterns, bats, moon, stars, and spiderweb.

Smiling Pirate Trick-or-Treater with Pumpkins

A grinning pirate trick-or-treater stands among jack-o’-lanterns, bats, stars, a crescent moon, and an open candy chest.

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Colored example of this coloring page

🎨 How to color it

Color the pirate hat deep navy, the striped sleeves black and orange, the jack-o’-lanterns bright pumpkin, and the candy chest warm brown. Use chunky crayons or broad markers for the big hat, vest, pumpkins, and background shapes, letting little hands stay near the bold outlines. Try giving the moon a pale yellow glow and making each wrapped candy in the open chest a different Halloween color.

The story behind this coloring page

Why Pirate Hats Need Stars — Under a mint-cool moon, Rook squeezed his pumpkin bag and whispered, “Three steps, one smile.” He had invented a game for his very first Halloween: salute every star before knocking. Read the full story →

Under a mint-cool moon, Rook squeezed his pumpkin bag and whispered, “Three steps, one smile.” He had invented a game for his very first Halloween: salute every star before knocking. The bats went flap-flap over the crooked trees, and the dry grass tickled his boots.

At the last pumpkin on the lane, his knees felt wobbly. Rook touched the skull on his pirate hat, but it looked too plain for the brave little salute. A tiny star slipped from the sky with a soft ping and settled above the bones. “Ahoy,” Rook said, not too loud, and knocked.

Ever since, Halloween pirate hats keep a star mark, so shy captains remember the sky saluted first. Next time you see Rook’s hat, can you spot the brave little ping under the mint-cool moon?

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