Jim Luckett rigged a Wavewalk 500 with a sailing kit, and took it sailing in Vermont. The sail area is 55 SF (5 square meters)
The result is very exciting, as this video shows:
Jim is sailing this catamaran kayak upwind, at full speed, standing up and feeling at ease, although his 28.5 inches wide (72 cm) W500 is not equipped with outriggers, as one would expect under such conditions.