One more suggestion, absolutely get some didactic education. US Power Squadron is excellent, structured curriculum & on the water courses...
If it is only you, or a couple that can handle living full time in what is essentially a small RV, stay at about 36 feet/22000#, no further north...
Does anyone have information about where to find layout drawings, floorplans and/or contemporary sales brochures for '85-86 vintage Chris Craft...
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