If you're not in a rush, then take your time and enjoy the cruise. A nice route to take is the Small Craft Passage. You can catch it right after Point au Baril at Hang Dog Channel (I believe that's what it's called) you can then anchor in the Bayfield inlet for the night. The next day follow the buoys out past Byng Inlet, behind The Chickens and into Collins Inlet. Take that passage if you can, it's very scenic. You'll exit near Killarney. Killarney is very expensive to provision, so don't if you don't have to. Just past Killarney is Covered Portage, it's a great place to anchor and it won't be busy at this time of the year. Go through the Landsdowne Channel to get to Little Current. I recommend you hang a right prior to going to Little Current and visit Baie Fine. Once in Little Current, you can provision, get fuel at Wally's and grab a bite at the Anchor Inn. Many great anchorages on your way to Gore Bay and beyond.
Like CS said, buy the Ports book. I'd also recommend you get North Channel charts as there are many rocks, shoals and reefs.
Have fun and bring bug dope.