You are ignoring the one thing that puts sailors in more trouble than anything else... WHEN TO LEAVE!!!!
As previously stated, heading to the Pacific NW or the Eastern Seaboard during winter is not only foolhardily, but incredibly dangerous, especially with you limited amount of time to move the vessel.
I know the Pacific Coast better, so I will warn you that once you try and go north of Cabo San Lucas, Mexico
, you will be subject to regular winter storms for the rest of your trip and they increase in severity and frequency as you go north.
Also Pacific Central America
and Southern Mexico is no picnic during this time frame with the Papgyo Winds off Costa Rica
and the Tehuantepecs of Mexico... These can cause weeks of weather
Best is to wait until early Spring and move North from Panama to Canada
. If not wait till Fall and move your vessel to Mexico. Then wait till Spring and move north to Canada