Pigletto, depending on where in Canada you are, how many travelers you have and how you would do the drive, might you consider the AutoTrain between DC & Orlando? (sorry, all those answers are probably in previous posts but I have forgotten!) We find it is a good balance for us between the cost of 5 flights and the really long drive. We live in upstate NY and the prospect of driving all the way to Orlando...I just can't do it.
We used to live in Houston and actually made the drive between Houston and Boston a few times (DH's family is near Boston) but we were younger then! A few years ago we drove from upstate NY to West Palm Beach and I declared that the LAST time I would drive that far. I think anything requiring an overnight enroute is now a showstopper for me. The AutoTrain is great because we can leave in the early morning (around 6) and make it to VA in plenty of time, and then it's just riding from there. Of course it's nowhere near as time-efficient as flying, but so much nicer than being trapped in a vehicle all that time, and of course it goes during the overnight hours. If you book early enough ahead, the rates seem OK and there are options for seating/sleeping for various budgets, and you don't have to rent a car when you get there (if you would do so). I am looking forward to having our car there, and bringing whatever we want with us!
I haven't answered a QOTD in ages, but for the one on what I would do with an extra $500 from my Fairy Godmother, I would (1) get the photobook, (2) do pick-a-pearl for each of my girls, and (3) do the balloon over DTD.
We are thinking of trying the Sorcerer Mickey thing in the Magic Kingdom this year. Has anyone done this?