Just water the b***** things in the evening, don't wet the foliage. This way they have the night to take up water without the stress of the sun. There is so much Bull Sh** spoken about watering plants, Don't water in sunlight or the droplets of water act like magnifying glass and burn the leaf, Don't water at night. Hose over the plants with week feed as folia feed. Don't get the leaves wet Etc. Etc. Look at what the commercial growers do. I have known us watering 24 hours a day in hot dry weather, we try to not have the plant wet in humid conditions.
A 6ft tomato plant can use 10 pints or more water a day, so water accordingly. When you water make sure the water goes DEEP. not just the top 2 or 3 inches , its better to water well once a week with the water going 12 to 15 inches down. After watering, hoe the surface lightly to leave a loose top half inch or so, this will stop most of the loss of water from evaporation as it breaks the capillary action that draws the water to the surface, also prevents any weeds that would compete for the water. As an alternative to milk containers you can cut the bottom off 2 litre(4pint) and sink the bottle leaving a 1 inch rim easier to fill, or plant the bottle neck up and punch holes in the bottom, slower watering and slow to fill.