If you need a fuel stop at about the Ketchikan latitude as you come north, consider Craig. Beautiful spot, better weather. If on wheels, your airport for Craig would be next-door Klawock--seaplane base only in Craig itself.
I'd echo the endorsements of Sitka and Nome, but of course, Nome is several more hours' flying beyond Anchorage in a light plane and might be overextending your trip.
And on another note ... I have pilot friends, even ones with significant professional flying in their background. I find that they are very cautious of the kind of coastal and mountain flying you are considering. For example, if flying from the Lower 48 to Alaska they like to follow the highway so that they have somewhere to put down if the ceiling drops or they have engine trouble. As for personal experiences, I once flew with a new bush pilot, fresh from the lower 48, on a trip out of Cordova (a great coastal town you'll pass over or stop in). Let's just say that both I and the pilot had a very stressful trip, and now I do all my flying out of there with a grandmother who's been flying the area for decades. So ... be careful ... we like you and we want to read your trip report! Of course, if your friend has a Lear Jet and you're just going to rocket through at 25,000 feet, no problem