I remember on live there was a location in the front of the boat that you could kinda get stuck on and thus the boat would take you through the zoneline. Not sure this exists on p1999-
Another option is to ask around for a levitate, get to some ground above sea level, and run over when the boat shows up.
Another option is invisibility.
This is what I usually pull on my dark races, as I do not trust the janky boat mechanism to take me along if I'm not solidly on it-
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