I have an alternative suggested plan.
The best boating in North America is from Tacoma
Washington north to
Alaska, including the Southern Gulf Islands, Desolation Sound, the Broughtons. But living on a boat in the off season (roughly the end of October to March) can be a chilly experience on a boat.
My suggestion is to rent a cheaper condo (or purchase) on Whidbey Island in Washington State. I have lived in
Vancouver and currently
Vancouver Island, but have spent many a
vacation on Whidbey.
Whidbey is a downsized Vancouver Island, with the laid back living an Island has to offer. At the North end is a bridge, at the south end a short
ferry ride to the mainland, literally ten or fifteen minutes. The population at the south end is mostly workers at the Boeing plant, mid Island is the most desolate and the North island the most interesting. Some suggestions for a North Island experience is Oak Harbor and Coupeville.
You would mostly live in the condo in the off season and live on your boat during the cruising season.
Nordic Tugs are popular up here (note: an older
Nordic Tug 32 is the same length as a new NT 34). The smaller your boat the more moorage options you have.
Marinas are older up here and back in the day the most popular length for a boat was 30 feet so docks were designed for these boats.
If you are adventurist, why not fly up to Whidbey Island for a week or two
vacation to check out the area. Warning: it is hard to get a boat into a marina up here, moorage might be more available around Bellingham.
Also another interesting place to live and currently you can get a moorage spot there is "Point Roberts." This is a chunk of land roughly the size of a large university campus that is really more Vancouver than it is Washington state. If you live there, you would live in Washington state, but in reality you'd do most of your
shopping in the greater Vancouver area of BC.
Whidbey Island:
https://en.wikipedia.org/wiki/Whidbey_Island
Point Roberts:
https://en.wikipedia.org/wiki/Point_Roberts,_Washington
Also ask your question in the trawler forum, you will get many more responses:
https://www.trawlerforum.com/forums/