"Life, Liberty and the pursuit of Happiness". Those iconic words forever engraved in the American mythos encompass the bitter irony of life. Think about it... Isn't pursuing happiness the best way to be unhappy and dependant? The future is, and will always, be uncertain.
Don't get me wrong. It's not that I don't want to be happy, but I believe that the pursuit of Happiness (note the capital H) will only bring disappointments. It is easier to imagine that a future event will bring you joy than facing the uncertainty of life. By creating those scenarios you revel in conditional happiness-when this happens, I will finally be satisfied-but more often than not, even if you reach this milestone, things quickly get dull and the pursuit resumes.
"It is quite impossible to unite happiness with a yearning for what we don't have. Happiness has all that it wants, and resembling the well-fed, there shouldn't be hunger or thirst" — Epictetus, Discourses, 3.24.17
I'm borrowing ideas from the school of stoicism, but I could easily quote any sādhus to make my point. I believe we should live in the present and find joy in the simple things. And by things, I don't mean stuff. Stuff will not make you happy. Don't plan hoping they will bring happiness. Do what feels right to you, things that aline with who you are. Some of your adventures will make you happy and some won't fullfil you as much, but you won't be miserable pursuing what cannot be pursued.
The yogis believe the self is satcitananda, eternal, fixed in truth and blissful. Get over the bullshit that life is about the pursuit of happiness and peel off the layers that prevent you from living your life.