Back in the sixteenth century, Captain Calles hid his ship in a cavern between Arlesburgh and Harwick in an attempt to get away from the merchants and the Navy. The entrance to the cavern collapsed, leaving the ship there to rot away.
Over four hundred years later, Thomas found the ship after falling into a cavern during the construction of the Harwick Branch Line. However, Rocky took the credit of finding the ship after he pulled it out of the cavern. The ship was placed on a flatbed and Donald and Douglas took it to Arlesburgh Harbour to be put on display. The discovery of the pirate ship was the reason Sailor John converted Skiff to run on the rails; in order to search for Captain Calles' buried treasure. Sailor John later converted the ship into an escape vehicle to get away from Thomas, but the ship was pulled over thanks to Bert, Rex, Mike and Ryan.
Captain Calles' ship is brown with some woodwork painted blue. Its sails are white and on top its central mast is a weathered Jolly Roger flag.
- Season 20 - Blown Away, The Way She Does It, The Railcar and the Coaches, The Missing Breakdown Train, Hugo and the Airship and Skiff and the Mermaid
- Captain Calles' Pirate Ship is made of wood, but incredibly remained complete and undamaged for more than 400 years, while it should have rotted away long ago.
- Wooden Railway (normal and buildable)
- Mega Bloks