Sure you can...
http://www.youtube.com/watch?v=uKXMTzMQWjo
If you can't blow your own sail then thrust-reverses on jet engines wouldn't work either, and they clearly do.
No, you cannot blow your own sail. Its in direct conflict with newtonian physics. If you try to blow your sail from inside of the boat, there will be a force equal to that hitting the sail, but in the opposite direction. The two forces cancel out, and so you go nowhere.
However, you can propel yourself using a sail and a fan, but only because some of the thrust from the fan bounces back off the sail and pushes you forward.
In other words, you CAN use a sail and fan to propel yourself forward, but you still cannot blow your own sail.
And let me be clear, the issue I have with that episode isn't that Winston talked with the doctor, or that the spitfires were flying in space, but that winston just picked up his telephone and is able to call the Doctor with no explaination of how he does it. And that they made no attempt to explain how the spitfires are defying the laws of physics.