Answer: In regions with hot summers, the larger the container, the better. A cherry tomato will grow in a hanging basket, and a standard tomato can be grown in a five gallon bucket or half a whiskey barrel planter. An oversized windowbox can hold several basil plants along with a clump of chives and some cilantro. These plants (and perhaps a parsley plant or two) would also do well in a half barrel along with a tomato plant because they all like a rich soil that is evenly moist yet not soggy. Standard window boxes as a rule are not deep enough or wide enough to provide enough room for the roots of tomatoes, but could hold the herbs if you are willing to water very often (perhaps twice a day) in the heat of summer.
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