You mentioned "Voyageur Quest", did you mean "Voyageur Outfitting"? http://www.voyageuroutfitting.com/
) Their location is right on Kawawaymog, steps away from the parking lot/launch area. You can basically park your car, get your permit, and then get all your gear right at the same spot. It works out beautifully.
The timeline looks very doable. A great route for sure! I love that area. The windy Amable is always a pleasure to paddle.