I drilled a hole into my friend's boat before returning it to him
Why would you damage his boat in that way?
He has never taken care of the stuff I lent him.
Even if your friend was irresponsible with your stuff, it doesn't give you the right to mess with them back by drilling a hole in their boat. Fix the boat and apologize to your friend.
Nah, I'm going to bring it to his next party.
You should not seek revenge like that. It is not okay to mistreat belongings like that. You should tell him so that he does not get hurt.