Watering your container gardens requires a few details. The best way to maintain and keep your container from drying out to quickly is to schedule 1 day per week (stick to that day!) for succulents.
You will find variations throughout the seasons, such as the Summer time when plants get more heat and direct sun. At this time, plants may need twice a week watering more thoroughly. If you find that while you are watering it is draining out the bottom, this is a cue to water again. When a container is very dry, water will seep out the bottom because it is not holding the moisture.