A boat that is tender to sit in is going to be much more difficult to fish or take pictures out of, so if that's what you want to do, consider a boat with more initial stability. A boat with very high initial stability will be more difficult to handle in big waves, because it will tend to try to sit flat relative to the water rather than the horizon. The consequences of this tendency are left as an exercise for the reader. Another thing to consider is the final stability of the boat. High final stability is desirable for any boat, but it may take some time to develop the balance and skill to take advantage of it.
Paddlers are all different.
The fit of the cockpit will vary from boat to boat. A person's requirements for a boat may change as the person's skill level changes. Often people want to purchase a boat they can 'grow into'. This implies a distinction between boats that are comfortable for beginners and boats that are comfortable for experts. Expert' boats generally have lower initial stability than 'beginner' boats, and 'beginner' boats often increase initial stability at the expense of final stability.