Haha, you are an extreme packer.
Levi and I travel frequently. I used to pack a lot, but I've cut way back. We just take the essentials unless we will be gone for more than just the weekend. I either pack all of his belongings in his carrier or his crate. I usually pack with the carrier, but if we are going somewhere unfamiliar to him, I bring his crate instead (he likes to nap in there occasionally).
We usually bring: harness, collar with ID tags, leash, sweater/jacket, belly band, his blanket, grooming wipes, food in travel containers, a bag of treats and a toy or two. All packed nicely in his carrier or crate.