Alaska is a big place. Where are you hoping to go?
FWIW, three long days will bring you to Stewart/Hyder, and three back. Another three long days will bring you through the southern Yukon and into Alaska again, and another three back. There's your two weeks....but you had no time to actually see anything. Doesn't sound like much of a holiday to me, especially if you're trying to avoid long riding days.
There are only a couple of routes, and they're obvious on any map. Take a look: the ferry runs up the coast from Bellingham or Prince Rupert; the Alcan; the Cassiar Highway. Take one north, another south, and connect them to Billings in whatever way suits.
If you're trying to see the sights rather than just tag the state, take four weeks (minimum) instead of two. Or, find a way to start and end in Alaska itself, rather than spending all your time getting there and back.