Don't know about Canada but you would probably get it on time to get a little riding in (depending on when the temp drops and how well you handle the cold).
I ordered my 2011 the day my dealer got back from the dealers meeting. That was the first week of Aug; my bike delivered the first week of Sep. I was delayed because they waited to ship towards the west coast until they had a truckload. You may end up in the same situation.
Retired USAF, IYAAYAS!
2008 V-Star 1100 Custom Bobber project
2011 Crimson XR with Forged Highway Bars / Hard Bags / Passenger Backrest, Ness parts including Smooth Layback Plate Frame/Mount / Rad 3 Mirror / deep cut grips / drivers floorboards /shifter peg / brake peg / passenger pegs. Witchdoctor black rack, Lloydz filter / timing wheel / VFC III, 7Jurock windshield, Drag Specialties seat.