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The author and his partner Natalie on their first transit as owners of Si Como No in 2014. (Contributed photo by Lucas Will.)

“What do we do if you fall overboard?” I recall asking my friend, Adam, in all seriousness. I was standing on a dock in the Grand Marais, Minn., harbor handing him a duffel bag while he stood on his sailboat. It was late September and we were preparing to leave for an overnight crossing of Lake Superior to Sand Island.  

He laughed in response, “turn around and come get me.” The reason for my odd sounding question was because I wasn’t sure how we should perform such a maneuver. The idea of our captain disappearing and suddenly leaving the sailboat steering to myself or our third crew member — both of us having done next to no sailing, let alone at night and on Lake Superior — was terrifying.  

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Sailing through fog between Sand Island and Cornucopia during a mid-September trip through the Islands. (Contributed photo)


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