Here's a link to a trip report in the Chicago Area Sea Kayaking Association Blog covering a 2009 trip from Tobermory, across the Main Channel of Georgian Bay and out to Lonely Island (and back):
If anyone else has paddled to Club or Lonely Island please let me know.
Great trip, my third on Georgian Bay (links to earlier reports in the post).
This part of Georgian Bay is a tough but wonderful paddling environment. I respect those waters as much as any in the Great Lakes.