We have always been big into kayak sailing, and even to this day kayak sailing is one of our favorite pastimes, Actually in the ten or so yrs we have been kayaking with Hobie mirage kayaks we have never gone out (not even once) without a Hobie kayak sail furled and strapped to the side of the kayak. If any usable wind develops we have it up and working within a minute or so (just plug it in). All our Hobie kayak sails have the cheap PVC furlers on them so we can furl/unfurl the sail in a heartbeat (the PVC furlers cost about $5 bucks to make, and can be made in about 20 minutes, really simple).
Because of geography and natural wind direction we find ourselves going upwind 85% of the time (we always start out upwind, then return downwind, just for safety reasons).
One really unique feature of the Hobie mirage kayak is it's ability to sail efficiently upwind (close hauled), 15-25 degrees off the wind even in higher winds. This is totally unique to Hobie mirage kayaks.
What we do is point directly into the wind. unfurl the kayak sail and pull it as tight as you can, (it shouldn't luff and flutter if pulled tight enough). Now start peddling (like crazy at first), as you pick up speed turn slightly off the wind. As the sail catches and starts driving the boat you have to keep peddling, but not super hard (just a walking pace). This puts the boat into an artificial stance. It works great even in 15 mph headwinds, you just have to maintain strict rudder control, if you go sideways you will for sure go over, or if your forward motion stops, the rudder becomes useless, so you have to keep peddling. If it gets too windy run with a partially furled sail.
The big turbo fins work the best, the whole key to defying physics is keep peddling (it's good exercise anyway), and in my opinion what keyak sailing is all about, don't bother trying to pretend you a sailboat (total waste of time), exploit the design for what it is, not what it isn't (a sailing kayak, not a real sailboat like a laser or sunfish, (it's actually way better).
This should all work on an I11s as well, (one of the reasons I'm thinking of picking up a couple of them). Yea we got the big ole TI, but we miss the kayak sailing once we get to the remote islands, our current cheapo Sevler inflatable paddle kayaks just don't cut it, and nobody wants to even take them out once we get to the remote island and go exploring. The big TI mothership gets us there and back (sometimes 15-20 miles from launch).
Some of our kayak sailing rigs:
Our old Oasis

One of our two matching Revo's:

Our TI in kayak mode with a wing sail (what we use now for kayak sailing, when not using the boat in full TI mode (AMA's, motors, and massive sailsets)):

We have a lot of fun traveling and kayak sailing in any body of water we can find, and have way over 200k road miles with trailer in tow and sailing kayaks on the roof. Plus it's a really nice way to see nature up close, and good exercise.
I hope to see some I11s sailing videos before we commit. Basically putting a knife to our cheapo Sevler inflatable kayaks (total waste of time and effort (family mutiny, they were all spoiled by the Hobie mirage hard kayaks). Our problem is we only have so much room on top of our truck.
It's a Hobie life for me. (in a pirates voice)
FE