I'm into a shorty wetsuit here right now, but honestly, the water here is still pretty warm. Warm day temps are starting to spread thin though.
Soon, I will have to break out the drysuit that was previously used for sea kayaking. It is ideal. You control your warmth by how much you wear underneath it so it's good for early to late cool season. Most important thing to remember is that on a warmer day, you still need to dress for the water temperature, not the air.
For feet, I strongly suggest that you spend the extra $ to get a wetsuit that has built in socks. Then wear surf shoes or something over that to protect them. Mine does not and I regret it. It stops at the ankles. I have thick neoprene booties from a diving shop that are nice and warm when immersed in the water but once they are wet and exposed to the air, they can still get cold. Wet suits need to be in the water to function as intended.
I've gone through a number of neoprene gloves. Honestly, the thin ones you will see front and center in most outdoor shops are pretty useless. They get cold as soon as they get wet in the slightest breeze. The challenge for you will be balancing something warm with the dexterity to run the sheets but there are good choices if you look around. For kayaking, nothing beats a good set of pogies attached to the paddle to slip your gloved hands into. Of course, they would be useless for sailing. Hmmmm... Actually, perhaps you could attach one or two to the tiller. Probably not convenient on the hiking stick though.
Also, once the water gets extremely cold, remember that even though your core temperature is protected by the drysuit, your limit is still probably much less than that. If your fingers freeze up, you may not be able to right your boat or maybe not even be able to climb back onto it. At this point, you want to sail where people are certain to come assist you, if need be.
That's all I can add from an old kayak hippy. The more experienced sailors will likely have more to add I'm sure.
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