2 of my favorites would be:
Richard Henry Dana Jr's "Two years before the Mast"
Ivan Doig's "The Sea Runners"
Maybe skip the homework on this trip. Enough to learn out on the ocean. Especially critical thinking skills, which seem to be absent in much of today's curriculum.
Have a great and safe journey. Time well spent with your son!
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"Your dreams minus your doubts equals your net worth"
Life is a short journey, filled with emptiness and pain. Get all the sailing and booty you can.