Wine and craft cocktails an extremely personal pastime, drawing from the background, culture, and habits of each person making the drinks.
When it comes to wine, typically you want to drink light-to-dark, just as when you plan a meal you start with delicate tastes and work towards heavier tastes.
In the end, it comes down to what an individual enjoys, and what combination works best for that person. Every person's sense of taste is different. Decide for yourself what combinations of wine and food taste good to you.