from how you described your car usage "never see the dragstrip", and " i want to feel a little extra hp when i get a chance to take it out", i would recommend the following.
Windage tray = no
converter = no (unless you put a much larger than stock cam in it).
Double roller = only if you are replacing the chain anyway, otherwise no need.
Save your money for making the car look good...just my 2 cents from how you described your car usage.