I think you are right Gorath,
The weapon that pirate vance use in the small island, is the yardstick
and the weapon he used in the halloween, is different, sometimes he will carry twobyfour (woodcratestick) and sometimes he is empty handed
and this is info from bully.wikia about Vance Medici profile
He also appears, wearing his pirate costume, on the small island in the bay in Old Bullworth Vale. As part of his costume he carries a wooden replica sword that Jimmy can steal. However when he is on the island he carries a ruler instead of the sword. The sword functions like a yardstick, but never breaks. Beating him up on the island also earns Jimmy the pirate hat. Once Jimmy beats him, Vance won't be seen on the island again.
I think this wiki info is a trool info, after all Mr.Wiki not that smart at all and do mistakes sometimes
And I had read ChuckX talking about the wooden sword on this forum somewhere
And my conclusion is, there is no holy "Wooden Sword" that never break for Bully:SE PC version
and I think it's the same for the PS2 or any version
We just make some fantasy about this wooden sword in bully game, while there is no actual wooden sword in this game
CMIIW (correct me if I'm wrong)