Yes, I have been emailing the harbor office in Seward and she also mentioned summertime time transient slips can be had, if you don't mind moving around slips as boats depart and return to their assigned slips, and side tie first come, first serve not always water available dockside.
I think if we did Seward I would consider renting a place for the first winter.
Thanks
Seward is pretty nice by Alaska winter standards. I spend a lot of time on my boat in the winter time here in Seward. It is a good get away from the frigid temperatures and snow at my house, and a great time to devote to boat projects.
If it were me in your shoes I would not choose the weather of anywhere in Coastal Alaska as a winter time live aboard if possible. Think rain like Seattle then at least double it. Many places in South East Alaska receive several times Seattles rainfall in the winter.
What you can expect in Seward is a climate approx ten degrees colder than Seattle on average with some real sold snaps thrown in for good measure.
It rains, then it snows, then is rains again and the snow melts. Then it gets REALLY COLD like in the teens and the north wind blows for several days. Then it rains again. There are not really any nice warm sunny days in the winter.
As far as the town, Seaward is like many towns in Coastal Alaska in the winter. This is small town life, and the harbors are their own micro community. There is a really good supermarket, and a couple of hardware stores, and a few restaurant's stay open all winter.
In the harbor there are probably a half dozen liveaboards spread out throughout the harbor. This a commercial fishing harbor and there are always fishing boats coming and going. Not the hustle and bustle of summer tourist season but you’re not totally alone either.
As far as your live aboard boat anywhere in Alaska you will need reliable diesel heat. There is no way to stay warm without it. Electric will not generate enough BTU’s to keep a boat from freezing up here. You will also need one or more good electric dehumidifiers. I keep two on my boat and the difference between 50% humidity and 90% is a world of difference. Keeping the humidity down keeps from having condensation on the inside of your boat.
Best of luck in your search