Re: San Juan info
I second everything Cntrydude says.
I have been dragging a boat up to Orcas for 30+ years. I also do not fish Wa and go to Canada. Remember you need a passport to cross the border in a boat but you can fish and not go through customs as long as you don't go to shore in Canada. Make any reservations you want soon. about 80% of the traffic up there happens in June, July & August .during peak season almost everything books up early. I prefer time on the water as opposed to time on land. It feels a lot less crowded when you are on the water.
Have fun and good luck. Feel free to PM if you have specific question.