I do get rid of the saucers that are usually attached to the self watering containers. Most of the hanging baskets now are of this type of container. It is really hard to find a traditional hanging basket. I do drill extra holes in the bottom and sides of the containers. Alternatively, I use the 6-10 inch nursery pots and just put wires on them and use that for hanging baskets instead.
I only bought a larger self watering pot once. It killed everything, so I have avoided them since. I don't even have saucers under any of my traditional pots, except I do double pot bamboo and ficus since they like to escape and it is hard to get rid of them once that happens.