Speckled
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Easiest for your pops s/b option 1 with the tow. If you're looking for a little more solitude, my experiance has been the North Arm of Knife is less traveled.
Crooked is totally doable in a day, but it's the most challenging of the three - quickest route is through the horse river and that's still push to get up into the bays of Crooked.
Boulder Bay/Tiger Bay LLC - 6 hours travel time...you may hear motor boats and see motor boats depending on where you go. The Canada side of LLC is open to to motors.
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