funny enough, the ONLY artist to don a "captains hat" was Captain from Captain and Tennille, which werent considered "Yacht Rock"
This documentary discusses all these aspects. ( as it was born out of the comedians you posted about previously )
Sailing was at arguably the "peak" of this genre, which is why it garners the attention it gets. ( and they discuss this too )
dont want to give too much away, but yall are discussing some of the exact aspects of this documentary which is really cool.
side note- Kenny credits Stevie Nicks in launching his solo career post Messina.