1 - is there a barb on your pump connection? If not then you'll never be able to tighten it enough.
2 - I would tend to use compressible 0-clamps instead of jubilee clips, much rounder grip and a lot more compressive strength.
3 - by placing a diversion route for the water you are as you say offering the water a path of least resistance, so therefore the answer to this is to make the path of least resistance a little harder, try replacing this tubing with tubing of a smaller diameter