We did one when I was a young boy. Western Canada down to the US. It seems like a good experience. But be aware of your sea sickness realities. For me, I find large vessels way better than medium ones. But still. A week long puke voyage from hell that I have very little memory of now. But many stories! And that was just southern BC down past Oregon (apparently where things got bad).
I like the idea quite a lot. I wish my stomach wasn’t so prissy! Seems like a really fun experience. go for it, but bring some sea sickness chemicals!!!