You know, every business's situation is defferent. Whether it be a co. in bus. for 20yrs and 5 crews or dba. I know some guys who are dba's and go in the summer and some in the winter.
I've been in bus. for 17+ yrs now and I used to take the wife and kids in the summer because of school breaks, but now, kids are gone and the wife and I can wait till late fall or winter. We used to take weekends and camp but im selling it now to be able to afford a better trip with the wife with only a few small things left to do before turkey day..
Remember this, have fun, relax, and most of all try not to feel guilty for being gone.