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Ed,
Bottom line.
War Sloop - Speed and best at Ship vs Ship
War Galleon - More junk in the trunk and most broadsides (24 guns), so its a little better when sailing solo. I happen to prefer my Freebooter Warrior, but that's me.
War Frigate - Best thing for large crew plundering, since it has 14 top side guns and the widest firing angles. Gunners on Galleons can't see aft or foreward and limited angle.
And I do agree that if you know you're going back to free sometime soon, then keep a Light Galleon handy.
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