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Deep rooted plants such as tomatoes, zucchini, corn, and perennial fruits and vegetables, do best in planters at least 22 inches tall, or shorter if the ground below is usable.
Tomatoes in gardens have an advantage over container plants -- they can spread their roots out far and deep in search of water. Even so, the same rule of thumb about even soil moisture applies. Tomato plants need about 1 to 1 1/2 inches of water each week to fruit, according to Ohio State University. There's no need to measure, so long as you maintain an even soil moisture. At the beginning of the growing season, this may mean watering in the morning until the soil is thoroughly damp and remains damp all day.