I agree with Belgian Ray – ship battles with Blood & Plunder are huge fun (I have played dozens of games now) and the rules represent the interaction of units of crew with the sailing pretty well.
I wouldn't say they were clunky, they just do take a bit of perseverance to get used to. Ships move 3 times per turn, which happens as units activate. Yes it probably would be easier for all ship movement to take place separately from the crew units, but the way it works it feels like a continuous motion of the ships, with the crew performing actions that can affect that movement (or go off and do something different like shoot their muskets or reload the cannons).
You probably need to get used to the turn sequence by playing a couple of land battles, but once you do get used to it, it works really well (and it's really not that complicated honestly).
As to the sailing – it's a game not a simulation – so there are some compromises; ships can't sail directly into the wind, but can sail up to 45 degrees into it (not strictly correct I know – but it keeps things simple and fluid), or no penalties for sailing with the wind directly astern as opposed to quartering. These compromises all make sense in the interests of speed and simplicity of the game, and personally (although I take both my sailing and my history pretty seriously) I think they work.
Over all though, I would say they are pretty good representation and deliver the right "feel". Each ship type has its own sailing characteristics (sail settings/top speed/windward penalties/turning allowance/draft and special rules) which makes ships feel very different in how they handle.
There are rules for;
Different wind conditions
Fouling
Running aground
Grappling
Special manoeuvres (box hauling, tacking, wearing)
Etc
It's pretty comprehensive – but the mechanics are quite simple once you have got used to the turn sequence. The payback on that is that the men and the ships feel integrated, rather than its two separate things going on.
It's not for fleet battles (although you can do bigger games with 2-3 ships a side pretty well), but if it's skirmish/pirate/privateer level action you are after, you should try them…