It may seem like a simple, obvious suggestion but: don’t forget to bring a lot of music that you actually listen to. I think it’s tempting for us audiophiles when grabbing music to audition a system to gravitate to the really good recordings/audiophile stuff because we want to see just how good/realistic the system can sound. But are those discs really making up the bulk of your listening?
I learned long ago to bring everything I listen to, from crap to great, to see how the speaker works with the music that I truly love and want to play. The sort of "would I play this in the car" is a sort of marker for the music I want to play just because it’s the music I like, vs sheer sound quality.