If you're wanting the health benefits of cherry juice it's recommended to drink at least 8 ounces of cherry juice per day as a minimum.
But you certainly can drink more than 8 ounces of cherry juice per day if you want too.
If you drink a glass of cherry juice an hour or so before bed it will help you sleep as well which is a natural sleep aid for people suffering from insomnia.
Cherry juice is good to drink but if you take certain medications such as blood thinners it can react with those medications so you should speak with your doctor if you take blood thinners or other medications to be sure that the tart cherry juice won't interfere with the medications you take.
Cherry Juice contains a plant compound called quercetin that is what interacts and interferes with some medications.
If you are taking medications such as blood thinners drinking a cup of small glass of cherry juice at night or in the daytime should do no harm.
My mother takes medications and she drinks a cup of cherry juice at night to help her sleep and it's been a problem.