Continuity mistake: Aboard the Flying Dutchman, when Will sneaks in to steal the key, as the shot draws closer to Jones the quills are shown on the organ keys - with one leaning over the keys. In the next shot, as Will reaches sleeping Jones, both quills are leaning away from the keys, and an extra quill stick (feather free) suddenly appears.
Plot hole: There are six metal bars mounted around the circumference of the water wheel's axle. In the wheel's interior, when Jack frees himself he lands on his feet, begins to run and promptly hits his head on one of those axle bars, then falls out. Moments later, when Jack returns and runs in the wheel, he is considerably shorter (way more than a foot) than all six spinning axle bars, which would make that previous shot impossible, however humorous it is.
Continuity mistake: When the huge water wheel rolls to the beach and falls on its side, it falls with the broken, wide, wood side of the axle facing up. However, as Will and Norrington climb out, inexplicably it's the slim side of the water wheel's axle that is now facing up. But in a following shot, it is the other way round again.
Continuity mistake: When the water wheel begins to roll, with Norrington and Will atop and then snatches up Jack, its blades (buckets on the outside rim) and two sides of the axle face a specific direction as it gains speed. Now compare the following two shots, as the water wheel rolls away from the camera: When the wheel rolls, just as Jack falls out, after hitting his head on the bar. Then later on the beach, as Elizabeth watches, just as the wheel rolls and falls over in the close-up, the wheel is actually rolling in the opposite direction - just note its blades. Also note the bizarre change of its axle's wide and narrow sides.
Continuity mistake: When Jack knocks the pirate's detachable head off with the coconut, the chest drops with the lock facing the ground and the lid's two hinges facing up. However, when Jack reaches the chest, it is the lock's side actually facing up now, before he turns the chest upright - with the lock facing him.
Other mistake: The rope is wound round Jack's body and the pole at his back numerous times. When Shishka-Jack falls, the pole gets jammed between the cliffs, but the pole does not break and the rope does not tear. The rope that goes round the pole numerous times simply disappears, leaving the rope intact around only Jack's body in order for Jack to twirl and unravel as he falls. This is impossible, and done for the humor.
Continuity mistake: During the Kraken attack on the Pearl, Jack sneaks away in the long boat at the Pearl's port side. However, when Elizabeth walks over to the deck rail, sees Jack and says, "Oh, you coward!" she is actually standing at the Pearl's starboard side, and it would be quite impossible to see Jack. Take note of the rail rigging and mast.
Continuity mistake: When Elizabeth is playing puppeteer with her wedding dress in order to get to Tortuga, she sweeps the dress past the captain's windows first, in order to get their attention. No way could she have done this from the mast on which she was standing. One, the distance between her position and the area through which the dress passed by were too far. Two, even if it were close enough, the wind was blowing at least partially against their sails, and the dress would have been blown closer to the windows. Three, even if she just stood on the deck above the captain's windows, she would not have had enough time to move from that position to the mast considering that the men in the captain's quarters rushed out to see the "spirit."
Continuity mistake: When Jack sneaks away on the long boat, during the Kraken attack on the Pearl, there is a close-up of Jack looking back at the land, then picking up and dramatically opening the compass. However, in the previous shot showing the Pearl, the compass is actually seen at the bottom of the shot - already being held open.
Deliberate mistake: When Will is bound and brought before "Chief" Jack, Will says, "The compass!" and there is a close-up of the compass, as it hangs to the right of the long striped cloth. However, in all other shots the compass hangs to the left of the red and white striped cloth. This is a flipped shot - note the large buckles.
Continuity mistake: After Jack opens the lid of the large chest, there is a close-up of the filled interior, which lies nearly a foot below the top edge of the large chest, with the smaller inner chest well hidden below. However, in the next shot the lid of the smaller inner chest is way up higher, actually level with the top edge of the large chest - before Jack lifts it.
Continuity mistake: When the cannibal women throw fruit at Jack, the first fruit skewered is the papaya, which ends up near Jack's face, in the close-up. After Jack vaults to the other cliff-top, when the papaya slides towards his face, the fruit is completely different, and the position of its hole differs. Additionally, the watermelon also differs (note stripes) between shots, as do other skewered fruit.
Deliberate mistake: After Jack is hung up over the kindling, to be "roasted and eaten", a cannibal carries a torch across the bridge and shouts. In the cannibal's close-up, the painted black/white sticks pierce his left ear, whereas in the previous and following shots the sticks actually pierce his right ear. The close-up is a flipped shot for continuity of face position.