Reading material depends a bit on the kind of sailor your friend is. "Sailing" (based in WI or IL, I forget) is a great mag with good photography that your friend probably hasn''t seen. Articles are more in-depth than many of the glossy Dr''s-office varieties. Woodenboat (if he has one of those) will fascinate him if he doesn''t already subscribe. "Sailing World" is oriented more to racing. Bon voyage!