The sea is my place of choice for fighting him/her. The coast, of course, so that the wave dodging is at a minimum. All of my attempts at fighting the boss on land were quite catastrophic, especially my most recent encounter while I was stuck on an island full of monkeys and spiders when he came. Any amount of preparedness I had for his arrival bit the dust when he sucked me up and stole my only weapon, my cutlass and threw it to some monkey who just stole it. I agree that it's a really terrifying boss, but that's what I really like about it. The only real danger this boss proposes exists when you're actually trying to fight it. If you walk away you're totally fine but if you want that sweet loot you really should make sure you're prepared for the fight when the next year's hurricane season arrives. I'd say a bunch of harpoon guns could help swing a sea battle with him in your favor for sure. A cannon too, perhaps, though I'm not sure because I haven't tried it.
Also you actually can fix your boat while you're on it. You just right click the repair kit.
I agree, I think this boss is awesome all around. So fitting, so terrifying, and nobody I saw expected it either, especially not me.
It would certainly explain the fact that the "meteors" that crash down on our faces are actually dragoon eggs. Oh god. I can see it now. An enormous dragoon mother in the center of the volcano where all the magma is. That would actually explain one reason why you'd want to enrage the volcano on purpose like someone said was possible. I assume if you enrage it enough... Boss fight.