Speaking as one who kayaks and canoes
Posted by: g2d
on Mar-17-13 12:19 AM (EST)
and is a retired psychologist, I'd say you don't want to paddle camp with your friends.
I don't know how good you are in a kayak, but if the water around that hypothetical island is too tough for most canoeists, it's going to be too tough for many kayakers.
If you wanted to go camping with those guys, it would be easy enough to design a trip route and plan that would leave everyone happy.