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Ahhh ... I don't think the tugboat is the target - how about the big military ships which the tugs steer out through the harbor. If you take out a ship that size, you could also plug the channel - such as they did at Pearl Harbor.

The only reason some of our ships survived was because they ran for the open sea BEFORE other ships could close the harbor. I remember reading a book once about one ship whose captain didn't want to leave - he wanted to stay and fight. He was ordered to leave - and fortunately for us, he obeyed his orders, and ended up being spared destruction. I cannot remember the specific ship, but I do remember it was a ship of great importance to the U.S. Navy.

"If you take out a ship that size, you could also plug the channel"

There're lots of ifs behind that if.

"If you take out a ship that size, you could also plug the channel - such as they did at Pearl Harbor. "

BTW, I recently heard a theory that the Great Depression was sparked by an event that sunk a ship at the entrance to the port of Miami. It was at the height of the Florida Land speculation, and when people couldn't get through for a couple of months, the bottom fell out and began the crash in the whole market. Of course it was just the final straw, not a real cause.