Here's some crazy ideas for you...
Start at Cypress, do the HSCT. Head east at Furry Creek, stay at the Mountain Lake hut, hit Sky Pilot. Continue to the Elfin Lakes. Go to Mamquam Lake or Opal Cone. Stay north and continue through Garibaldi lake, taylor meadows and end at Cheakamus lake.
That's the dream trip right there. Checkout my report for the first part of the connection and Ian / Chris's report for the Squamish connection.