A couple of pointers:
First towards the front of the boat is forward, not fore. However it is a foredeck at the bow of the boat.
Second, the wires holding up the boat athwartships are called shrouds, not sidestays.
Third— not all boats have keels... some have centerboards, some have dagger boards.
Tillers are not fancy...they're the most simple and direct way of steering a boat short of a steering oar. Wheels are complicated and fancy...
You also might want to define Leech and luff as the aft-most and forward edges of a sail, rather than by their relation to the mast. The mast has little to do with whether it is the luff or the leech when you get right down to it.
A topping lift doesn't raise the boom on many boats... it raises the aft end of the boom... many boats have a fixed gooseneck, and the boom doesn't move up and down as a whole.
The whole sail can luff... and if you're sailing upwind and let the mainsheet go...that's exactly what happens, as the sail aligns itself with the wind... granted, it starts at the forward edge of the sail in general...but the whole sail can luff.
I have yet to see a winch that goes counter clockwise...
You've also skipped line clutches, which unlike jammers, can generally be opened under a load. Most boats have stopped using jammers in favor of clutches for safety reasons.
Cleats are not hooks...
The illustrations with the wind and keels really don't make much sense... you might want to re-think them. There is no force on the wind... there is the resistance caused by the boat's sails in the first drawing and the resistance caused by the keel. In the second drawing you don't even have the vector for the keel perpendicular to the long axis of the boat.... which is how the forces exerted by a keel should be oriented.
Your drawing of the boat in irons should have the sails luffing and directly on centerline... rather than full and sheeted in hard.
You're also only showing a beam reach, rather than close reach, beam reach and broad reach... boat's sail at other than the four cardinal directions...
You should mention pointing when you talk about tacking and sailing upwind. It doesn't matter how fast or often you tack if the boat can't point...
The Tack is the forward corner of the sail, at the foot and luff of the sail... not the bottom edge, which is the foot.
You've also got your trimming directions wrong... You let out on the sheet until the sail luffs, and then tighten back up a bit... not the other way around... if you tighten in on a sheet till it luffs... you're gonna have a problem.
Your general description of tacking and gybing aren't bad, but could use some improvement... It also depends on the specific boat... some boats can use assistance coming about in a tack, and keeping the jib sheets tight a bit longer so that the jib backwinds and helps bring her around is sometimes a good idea.
On raising the mainsail, you forgot to mention to free any reefing lines and to loosen the boomvang and cunningham if equipped. Then ease the topping lift so the sail can shape itself properly.
On lowering the mainsail, you forgot to tighten up on the topping lift so the boom doesn't drop and knock someone upside the head.
Don't you ever anchor under sail... there's no need to motor to set an anchor... also, drifting and dragging are totally different. A boat will drift a bit, within the scope of the anchor, but dragging is bad...
BTW, if you're dragging, you generally need to reset the anchor...
Your rules of the road summary needs serious help.
In the MOB situation.. the second thing to do is to keep an eye on the MOB...losing sight of one is really easy to do... throwing floatation should be third. What to do with the boat depends on whether you're going downwind or upwind at the time the person goes overboard.
Be nice if you said what the N and C code flags look like, or had a picture of them.
Your instructions should state that you need to go to VHF Channel 16 as the first step. Might also be nice if you mentioned DSC, since most newer VHF radios have DSC capabilities.
This is a rough edit of the thing from a quick look through it. However, it is a good start and with some further work would make a nice summary for newbies...