The 4th annual offline tournament, "Best of the best".

No, that's not quite the right interpretation. You can use the "Ship Ability" in its assembled form. But only in a way that prevents exploiting it to gain extra turns.

So, does that mean you put on the hat, get in the boat, sail, and then take off the hat before disembarking? Since the bonus would be applied each time before getting into the boat and saved before disembarking. Or can the player calculate the number of extra moves and stop where they believe their move allowance should run out?