Are you up for it?

OPTION#1
One way
One truck
Portland-Anchorage
Total Est. Time: 59 hours, 32 minutes
Total Est. Distance: 2378.54 miles

OPTION#2
One way
One truck
Portland-Prince Rupert, British Columbia
Total Est. Time: 24 hours, 26 minutes
Total Est. Distance: 1127.59 miles
Then ferry over to Ketchikan