Each year for my birthday, I insist on getting family photos done. I love the memories we get to preserve, and each year the kids get slightly bigger. (Last year Annie wasn't even with us!)
Each year it seems like a big job finding matching outfits, deciding on a time, and then giving the kids "the talk" about how to behave and listen to our photographer. And each session we do I leave hoping we have something to frame and use for out Christmas cards. And each year, when we get our picures back, I feel so blessed.
So if you're on the fence about taking family photos, my advice is just to do it! You will love being in the pictures and saving them to look back on.