Really excited for Swift. I've tried and failed many times to learn Objective C and felt that the barrier to entry was a bit to high for myself. As a someone who writes JavaScript for a living, Swift is very inviting.
I have subsequently leveraged that ObjC experience to become somewhat proficient in plain C, a skill I appreciate today and something I might never have learned otherwise.
I suggest going through some detailed tutorials on building an X, so you get the feel for how views, view controllers, objects and everything all interact.
The new playgrounds look EXCELLENT for doing that! Best of luck
:)