What DVDs have you found helpful? Anything from boat-handling to maintenance/systems to navigation to cruising guides. I have a $50 gift certificate burning a hole in my pocket and I'm flush with books.
(Hope this hasn't been covered before but the search tool doesn't accept 3-letter terms.)
We made a DVD cruising guide to the WA State Parks of the San Juan Islands. Not in your area, but it is one of the best places to cruise in N. America. Let me know if you want one and I'll give you the special Trawler Forum price.