I'm really interested in a tandem sailing kayak (outfitter or oasis). I'm wondering how long it takes to set up the sailing kit. As well, how long does it take to break down and become a 'regular' sail?
No time at all really if you stow the sail on the mast. Simply stick the mast in the receiver, connect the mainsheet (I use a snap hook with the sheet pre=routed) and off you go.
It's easy to carry the sail along side and erect it when the wind shows. It takes about a minute to set up on the water and about two minutes to take down and stow.
In addition to Stobbo's suggestions, here are some illustrations for some rigging ideas to make it easier and quicker to sail.
You have lots of options. Here's a cleat mounted directly to the padeye. Note, this is a swivel cleat. You might be better of with a non-swivel version as these tend to let your line twist around itself if not completely de-biased beforehand, thereby jambing your sheet:
I copied Apalach
's forward block concept so I could pull the sheet back rather than forward, as pictured here. The other way works fine too though.
You can get a snap hook to attach/detach your mainsheet quickly:
You can make a matching quick disconnect "tail" to secure your furled sail:
Here's a simple loop attached to the forward hatch to help secure your mast when stowed (location would vary slightly by model):