I was thinking about juvenile broad-winged for #2 - I was having trouble distinguishing the translucent wing patch there. They "officially" winter in Cuba, but small numbers are sighted every so often, anywhere south of, say, Okeechobee.
On second look, I think I do see the translucent patch on both #1 and #2. Concur with red-shouldered.
Certainly #2 is not swainson's nor red-tail - wrong wing pattern for Swainson's, and no patagial bar rules out red-tailed.
Can't see much to help with ID of #3, but as Butty says, red-shouldered is likely. Belly pattern is better for red-shouldered than for red-tail.