Sailing Questions

Are there any sailors in the audience today?  If there are, I'd like to ask some questions please.  I have my theories but sailing is not my thing and I'd like some confirmation if it is available.

We are in a sailboat that is reaching to port.  We'd like to change the attitude of the vessel so that it is reaching to starboard.  I think it is called 'through the eye of the wind.'

1.  Does this require setting the sail/boat more than once, or is it a single change to make the sailboat come about?

2.  Is this more difficult than changing from close-hauling towards port to close-hauling towards starboard?

3.  Does it require more than one adjustment when doing it with a much larger sailboat?  Do mistakes get made when passing through the eye of the wind that leaves the sailboat - I don't know the term - 'stranded' with its head to the wind?

4.  If a good crew aboard a big sailboat requires ninety seconds to tack from port to starboard, how much less time would it take to change the boat's attitude from reaching to closehauling on the same general heading or from running to reaching?

I apologize for not having the right terms or for being too vague, if that's the case.  These are questions to which I cannot find answers on the net.