Break it down and decide how you will deal with each major issue that needs to be sorted so you can return to Canada. It might help to deal with each family member separately.
So, what will you need to be re-settled? A home, source of funds, new clothes? Your husband? Probably the same thing. Your son's needs will include a school. So, where do you plan to live? Have you begun house/apartment hunting? Are you bunking with family until you find a place of your own? If so, then get something in writing from said family member, and save any correspondence you might have from house-hunting.
Make sure you keep track of your finances, too. You need to earmark some funds as your "settlement funds", so you have funding until you find work. Have you begun looking into work for yourself and your husband? You might not have a concrete job offer yet, but what about efforts at looking and networking? Document those too.
While looking into a home, you also need a school for your son if he is a minor. You need to document what you are doing in the way of finding a school for him as well.
Finally, don't forget to document the proof that you are also leaving Trinidad, as that is the corollary to re-settling in Canada. Will you be shipping any of your household goods? Have you looked into a freight-forwarder? What about withdrawing your son from school, what are the rules, what paperwork will you need to submit to his current school and to get from them for his new school? What about your current jobs? Have you advised them that you will be returning to Canada and put them on notice?
Showing your plans for re-establishment is basically asking you to document what you would do anyways, if you were able to move without considering Immigration. There has to be a plan for it to succeed, all they are asking you to do is show it in writing.
