I want to comment on the planning part. Take loads of mosquito stuff. But..in reality..you don't need to pack the kitchen sink. There is no shortage of food and liquor to buy, clothes, etc. Do have an Emergency Road Service plan, a cel phone plan that works for you in Alaska..don't worry about Canada, you are just passing thru. Have passports for all aboard and rabies certs for any pets. No weapons aboard. If you do carry, have it shipped to Alaska. If anyone aboard has a criminal record in the US they will not be allowed into Canada (the answer to that is to fly them to Anchorage and pick them up)..and yes, that is even that teeeny tiny roach charge back in 1970. And ensure your health insurance is good for Canada.
You don't need to pack all the tools but you do want to have a spare aboard if you can.
Gary Haupt