If the engine is raw water cooled the most important thing is to drain it first, before sucking AF up the outdrive. Reason being, if it's still full of raw water when you start sucking in the AF, unless the engine gets hot enough for the thermostat to open, the block won't get much AF if any at all, it will all go out the exhaust. Experience shows that the thermostat usually will not open much, if at all on a cool fall day running on the water hose, the engine does not build any heat with no load on it. The thermostat is basically a gate valve, it will only open when the water in the engine gets hot enough to cause it to open but in cool weather with no load, it is risky to do it that way unless you drain the engine first.
Since we have to run on E-10 gas from most marinas, I will get an outboard tank with a few gallons of E0 94 octane Sunoco racing fuel, and use that to winterize the engine. It stores better than E10 gas does although some have no problems with E10.
First you change the oil and filter, and if it's a carbed engine, fog the engine through the carb.
What I have done is drain the engine and manifolds, disconnect that big hose on the front circulating pump at the bottom, and poke those holes in the block drains especially, they can clog pretty easily. Once it is all drained, I replace the drain plugs.
Then reconnect the bottom of that big hose and disconnect the top. Then I manually fill the engine with AF till it spurts out the neck of the thermostat housing. Then reconnect the top end of that hose to the neck. Engine is now full of AF.
Next I disconnect the feed hoses to the manifolds and fill them with AF till it runs out the exhaust. Reconnect those hoses to the 'stat housing. Then I disconnect the raw water intake hose at the 'stat housing, point it down so it drains, then hold it up and fill with AF till it runs out the outdrive water intakes (outdrive lowered). This will push raw water out of the hose, and the P/S cooler in line with the hose, and will also fill the impeller housing on either an Alpha or Cobra outdrive.
Then reconnect that hose. I coat all the hose nipples with marine grease, that way the hoses don't rust onto the thermostat housing.
I find this way easier than the suck it up the outdrive method and uses less antifreeze.
After that I spray the oil pan, block, intake manifold etc with Fluid Film/Corrosion X/Boeshield whatever I have around.