Have you looked at Hobie adventure island trimaran? Hobie Mirage Adventure Island
I'm quite familiar with Watertribe crowd, and it is everybody's consensus that paddling or pedaling kayak is faster upwind than sailing. Putting full blown sailboat rig on kayak/canoe hull is defeating a purpose of the boat and requires complete redesign and rethinking of entire assembly.
Hence a popularity of very simple and efficient Balogh Boss system
Balogh Sail Designs
or even simpler and very efficient on every point of sail, except beating, Pacific Action Sail
Pacific Action sail systems for kayaks and canoes