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I'd say it's between the Ship of the Line (it should have been Fleets in general) and Privateering, but I think Ship of the Line would be my choice. I chose this beast because of the fact that breaking its sails doesn't really do anything, and its deck guns fire twice - meaning that if it has 7 cannons on a side, and those cannons fire twice, you will be slaughtered with 14 incoming cannonballs. Might not be that bad if it's coming from the HMS Newcastle - Chainshot is pathetic unless it manages to hit your sails, and its Firebrand barely does anything, but if you get the HMS Invincible's 14 Explosive cannons, then it really will not end well. Plus, they take forever to sink.
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