Chapman's is huge but it seems to me to be mostly for
motor boaters. The
Annapolis book is very good for a beginner. Get Beth Leonard's "The Voyager's Handbook" and Nigel Calder's "Boatowner's Mechanical and
Electrical Manual." These will give you 90%+ of what you can learn from
books. For the rest, go sailing any way you can. Try anything from Sabot Dinks to Lasers to Hobie cats to
crewing on bigger
boats. Hang around your local marina and volunteer to crew. Somebody will take you sailing and you'll learn a lot like what it takes to make you seasick and what to do about it, which way winches turn, when to duck when the
boat tacks or jibes, etc., etc. Remember there are no dumb questions! (Annoying maybe but not dumb.)