Answer: Drinking a lot of anything will give you insomnia because what typically happens is you'll fall asleep but then wake up later in the middle of the night, because at this point the alcohol has converted into glucose (which gives you this burst of unwanted energy and wakefulness). I'm surprised this happens with just one glass, usually with me it takes an entire bottle! You must have extremely low body weight, so perhaps gaining a few extra pounds would help? As for the headaches, probably sulphites (used as a preservative) are the culprit. Some people are very sensitive to sulphites and have a severe allergic reaction. I would make a list of the brands that don't give you a headache and stick to those. I would also suggest trying an organic brand to see if that makes any difference. Giving up red wine altogether seems a tad extreme!