|Friends:||Pete the Parrot|
|First appearance:||The Amazon Adventure|
|Latest appearance:||Above and Beyond Season 2|
Calico Jack is Kwazii's long-lost grandfather and is considered the greatest cat pirate ever. Kwazii originally thought that he died a long time ago, but he ends up finding him alive and in the Amazon River in The Amazon Adventure.
In earlier episodes, Kwazii found lots of items and a sunken ship that once belonged to Calico Jack. His sunken ship and golden spyglass were found in The Slime Eels, a music box with a song about him in The Pirate Parrotfish, and Calico Jack's coconut (really a hollow cannonball) in The Coconut Crabs. After cracking the coconut, Kwazii reads a two-page note from him.
Like Kwazii, Calico Jack is voiced by Rob Rackstraw, who portrays him with a sea-farer's accent much like his grandson, only deeper and gruffer in tone.
A quote describing him from the official Octonauts accounts: Kwazii's grandfather & proud cat pirate. Despite being a pirate, Calico Jack is slightly less quick to blame mythical creatures for strange things that he and the Octonauts encounter.
- Kwazii (Grandson)
- The Slime Eels (Flashback)
- The Pirate Parrotfish (Mentioned in a song)
- The Coconut Crabs (Flashback)
- The Amazon Adventure (first physical appearance)
- The Humpback Whales (Seen in a Flashback about Whitebeard the Pirate)
- The Coelacanth (Seen in a story about the Jumping Jangle Bones)
- The Flying Squid (Season 5)
- The Wood Eating Catfish (Season 5)
- Above & Beyond: The Skeleton Coast Adventure (minor)
- Above & Beyond: The Beetle Invasion
- Above & Beyond: The Wild Windstorms
- Above & Beyond: The Harlequin Duck
- Above & Beyond: The Pygmy Sloths
- Above & Beyond: The Mystery Island
- Above & Beyond: The Sand Cat
- Calico Jack is the oldest Octo-Agent.
- In Above & Beyond Season 1, he often calls Kwazii “lad” or "matey".
- Unlike his grandson, Calico Jack isn't afraid to face spiders.
- In The Harlequin Duck, it is shown that he tends to panic when he realizes the mistakes he's made.