Good advice. Beth Leonard's The Voyager's Handbook
Amazon.com: The Voyager's Handbook: Books: Beth A. Leonard has "real-life" scenarios that show the costs of running different boats on different budgets, on the hook vs. at the marina, etc. It's a very good general information book that dovetails nicely between technical guides like Nigel Calder's compendia and Rousmaniere's Annapolis Book of Sailing. Throw in Brion Toss's "Riggers" book and you've got in four large format volumes the nucleus of a great onboard reference library.
Of course, I personally am unlikely to stop there...heh...