Last summer, my boyfriend read about, and decided to try, upside-down tomato plants in his backyard. Even though it seemed to make sense - less bugs to climb up the main stem, more air circulation around the leaves, easy to water, your garden isn't taken over w/tomatoes - we were a bit skeptical. Turns out, all the hype is true... upside-down tomato plants ARE pretty awesome.
Here is an article with step-by-step instructions on making your own upside-down planters. I think we'll adjust these so that there is a little more depth at the top of the bucket (when hanging upside down). Erik secured a wooden board with holes drilled through it to almost the very top. Water would run in and get soaked up by the dirt, but it will be nice to have a little more space this year to let the water pool then slowly drain. Last year, I had to circle through frequently to make sure they had enough water.