I need to transition into eating dairy - does anyone have any experience with this?

I have been vegan for 2 years and vegetarian for a few before that. This coming spring I am studying abroad in a culture that doesn't have much vegan food, so chances are I will have to at least break veganism if not vegetarianism. It has been suggested that I ease back into eating dairy occasionally so that my body will be ready for it. Does anyone have any experience with this, or could give plans/advice?

Edit: I will be living with a homestay for 8 weeks, eating most meals with the family. It is a lot of burden to ask them to cook differently for me, when they are already generously providing me with room and board, so I won't be refusing a meal if it's all that they have.