I know a guy that has made that trip a few times. He is a guide in Craig AK and lives in Idaho Falls. When I was there last fall we had 15 foot seas most of the time, and we were grounded by 25 and 35 foot seas for a couple of days. Running through the inside passage "between islands" is a LOT easier on the boat and crew but there is so much to look out for. One day I was in a 28 foot boat and I saw waves come completely over the boat. The tide was going one way and the wind was blowing the other way. It was the scariest thing I have ever done.
You would need good GPS gear and software. Places to get fuel, and a lucky rabbits foot, a four-leaf clover, and the lucky scrodum off an albino big foot to make the trip up there and back with no problems. But that is my opinion and that ain't worth nothin. Ron