My hunting partner and several other friends have done the same trip, and it was a ball for all concerned. My son lived in Sitka for a while and wants to go back. I think we will be doing it again in 06 or 07.You will not want to "each go their own way", after you hit the beach. Better to hunt in pairs for several reasons. They saw from 2-6 bears every day, and you would not like to be busy and have one surprise you while cleaning. They took pics, then one stood watch while the other dressed, and loaded boned meat into pack. Shoot one deer each, and get them back down to the beach. Get the meat back to the boat before, or with, the antlers. Don't leave a deer overnight, expecting to go back in the morning to get it. Won't be anything left of it. One of the guys did, and the bears ate the deer; he took the head back to the boat and the captain (transporter) threw it over the side. AGF is really touchy about wanton waste and tickets for it, so the policy was "No meat-no trophy". They harvested nice bucks every day, so it wasn't a problem (5 of them shot 12 deer). The bear grass doesn't always look tall, but once up out of the alders in the open, you can lose a deer you have shot in the waist high grass without some direction from a buddy. As for guns, the added security of '06s and 300's made them feel better. If you like mounted waterfowl, take a shotgun or make sure there is one on the boat. They have some gorgeous eiders and harlequin ducks in the coves.
P.S. - Watch the butter! They ate so much shrimp and crab every day they got the shits from too much of it. Enjoy the trip.