We've trailered to Prince Rupert and crossed the Dixon Entrance to Ketchikan in our C-Dory 22 Cruiser, and many times in our 26-foot Bounty. The nicest place (indoor) to store truck and trailer I know of is North Coast Pacific Mini Storage. Owner Ken Cote is on cell (250) 624-1375.
We leave PR via the Venn Passage, making the distance to Ketchikan about 83 NM. There are anchorages along the way: Brundige Inlet on Dundas I, Foggy Bay on the east side of Revillagigedo, and a few others.
Crossing the Dixon can be easy or awful. We listen to the forecast and actual conditions, and don't go unless seas at the Central Dixon Entrance bouy are 1 meter or less, forecast wind 15 knots or less. It's advisable to avoid a strong ebb tide opposing a substantial west wind when you're crossing the open part of the Dixon, opposing a south-ish wind when you're heading up or down Revillagigedo Channel, or opposing a north-ish wind when heading up or down Chatham Sound. Depending on wind direction, you can have fairly exposed water for 30-40 NM or more. We usually travel at 6-6.5 knots in the Bounty, but occasionally find it useful to crank her up to 17-18 knots to get through a weather window.
We've often had to wait a day or two in PR for decent conditions to head north, and in late August for 3 days or more before heading south from Ketchikan. Also, it's often pretty foggy in August, so it's good to be ready for travel in fog.
Happy to discuss further,
