If you don't have the right tools, I think its best to invest in the tools, or take it to a shop.
If you don't do this type of work frequently, it may be best to pay a shop, but don't pay anyone who says "old system, change everything".
Every A/C shop will pull vacuum and hold it on the system before recharging. If the vacuum drops while holding, there is a leak, moisture, or both. Pulling vacuum removes the air and boils out the moisture. Neither should be in your A/C system.