There's some disabled code in aiship.c to try to account for seakeeping of large ships in heavy winds.
Regarding icons: as Drunken said, the BI icons have the number as part of the image; the 128x128 interface icons don't. It _may_ be possible to use the same method used to put the `number-as`-text on top of the 128 image to put it on the 64 (BI) one, but I don't know if that'll work in BI rather than regular interface.
Regarding ship classifications.
I believe someone (I forget precisely who) mentioned that the POTC Pinnace is actually quite close in look to the Golden Hind. I thus suggest its name be Fast Galleon (or `Race-built` Galleon), that being the name for the Northern European galleons whose forecastle was cut down (razed) to nearer deck height for better seakeeping (as demonstrated in the battle with the Armada).
But this is in part due to the mishmash from having ships of different eras all thrown together; a man of war of the 17th century would be at best a merchantman in the 18th century.
Regarding Bark / Barque. The term is AFAIK quite loosely defined until the late 18th century when it came to mean a ship `square-rigged` on the fore masts and `fore-and`-aft rigged on the mizzen with spanker and gaff topsail (as most merchant ships became during the end of the 19th century, the rig affording good speed and good handling/weatherliness). A barkentine (aka hermaphrodite bark?) being `square-rigged` on the foremast only and gaff rigged on the rest.
Brig is applied to ships `full-rigged` but with only two masts (with a spanker on the main), and likewise to barkentine a brigantine (aka hermaphrodite brig) is `square-rigged` on the fore and `fore-and`-`aft-rigged` on the main.
Thus bark, brig, and ship (that is to say, `ship-rigged`) are classifications of rig and not of size.
In earlier days, though my knowledge is sketchy, I recall that bark/barque was simply a term for a smaller ship, most often a merchantman, and thus applied to nearly everything. But I'm certainly no expert in that.
---
A quick googling brings <a href="http://www.blupete.com/Hist/Gloss/Ships.htm" target="_blank">http://www.blupete.com/Hist/Gloss/Ships.htm</a> which discusses barks much as above (though I disagree with their brig entry (in terms of brig/brigantine distinction).
Pinnace, Galeoth: Interestingly enough someone (again I forget who but I think JMV) did some looking in regards to Galeoth and found a Galeot, which resembles very closely (wow, the POTC artist for once got it nearer right) the Galeoth presently in POTC, that is to say a low vessel `lug-rigged` but with square topsails.
Pinnaces SFAIK were simply any small vessel, and could be lateen (as in Pirates!) or even I think square (and later gaff) but then their duties would later be taken by a sloop (that is to say `sloop-rigged` ship, rather than a sloop[fn1]) or small schooner.
[fn1]Since "sloop", as in `sloop-of`-war, was also a size classification, in that case meaning a small `_full-rigged_` (i.e. ship rigged, with three masts `square-rigged` with jibs, staysails, and a spanker on the mizzen--well, earlier a lateen spanker, but later a true spanker[fn2])
[fn2]The small `fore-and`-aft sail on the mizzen (or main for a brig) is termed the spanker, presumably for reasons you can guess; it formerly being lateen it later became gaff, for the "classic" `full-rigged` ship.
{Edited for more on fast galleons, and pinnace/galeoth/sloop/etc}
Edit: LOL, it appears I lapse into a certain form of writing when discussing rigs. <img src="http://www.piratesahoy.com/forum/style_emoticons/<#EMO_DIR#>/unsure.gif" style="vertical-align:middle" emoid=":?" border="0" alt="unsure.gif" />