If I lived in Washington and wanted a cruising boat, max for the money, I'd seriously consider having a look at this one--an Irwin 41 CC w/ recent up grades. As others have said, go large if you can. One "trial" option in my opinion is to go to Cooper Boats in Vancouver, charter w/knowledgable friends for 7 days a boat around 40 ft., then sail to Naniamo, down the Gulf Islands to Salt Spring Island (Ganges Harbor) then back to Vancouver exiting through Porlier Pass and across the Georges Strait, visiting the various anchorages along that route. After planning, and doing, that I guarantee you'll know what you want to do!!
http://www.yachtworld.com/boats/198...4519/Gig-Harbor/WA/United-States#.Ve-0W9JdW-g
http://www.yachtworld.com/boats/198...4519/Gig-Harbor/WA/United-States#.Ve-0W9JdW-g