Tobermory is a great port, and very well protected. There is a good anchorage in Cove Island to the northwest, and three around Dunk Point to the southeast: Dunks Bay, Little Cove, and Driftwood Cove.
It's not cheap to join, but the Great Lakes Cruising Club is by far the best source of detailed sailing info for the Great Lakes, especially for the North Channel, and Georgian Bay.
I don't think having a swing keel makes much difference. We all need to know how to read charts! Around Tobermory, most of the water is quite deep. The entrance to Cove Island Harber is a little tricky, the others are easy.
Good luck on your trip, it's beautiful country.