In the summers I do that probably 3-4 times a week, just restless and going out to push and just roll. Now during the winter I can't do that, the streets are covered in snow.
I don't really ever go out skating thinking that I'm gonna land some certain trick, I just roll around for the love of it. I might stop at some spot while rolling around, practice some tricks for a while and then keep rolling.
I never plan like "Now I'm gonna go to the skatepark and land this and that", I just go "Let's go to the skatepark, meet some people and roll around and have fun".