We just came back from our first stroller free trip since 2000 but in reality it was only 3 trips with a stroller.
My 12 yo dd had a baggalini cross body bad. It was small but it fit her thermos water bottle and her phone and hair ties, sun glasses. It was mainly for her to carry her own water.
My 9yo dh had a cinch/sinch sac. He kept his sun glasses, thermos water bottle and when he wasn't wearing his hat it was in there (we use hats for characters to sign) as well as his iPod so he could take pictures and kik his friends pictures from the park.
My 7yo had my older baggalini. I planned on carrying it but she wanted a new one and there was no way I was going to spend $40 on the same bag but a different color. Of course she moaned but in the end she stopped carrying her stuff.
My dh carried my 7yos water plus 2-3 extra water bottles, his sunglasses and not much else. He used a light weight back pack. He kept saying he was going to use the backpacks he uses for travel but those are heavy/bulky.
Me, I carried a baggalini cross body well sort if. It had a long enough strap to do that. I carried dh & my water bottles in it, my phone snacks for the kids and when needed my camera (dslr).
I don't do autograph books since they just get put in the closet so my kids do hats and most of the time they wear their hat. I just hold the sharpie.
I didn't bring rain ponchos at all. One night we could of used them but we hung out in Norway for a 1/2 instead. The ponchos are heavy and we looked at the radar before we left for the evening and if it showed little to no rain we weren't worried. A little sprinkle in 100* temps is nice!
We don't carry the mugs either. We don't need them. We don't do the dining plan so we drink water for lunch and dinner (bottled, not FL). Our water was cold and my kids still had ice in theirs despite the hot temps. I refilled them during the mid day break. We only used the resort mugs if we went to the pool or on our pool days. I did see people with their mugs clipped to their bags/belts. I had a clip that I was able to clip the hats on my bag as well. If buying a bottle of water in the parks wasn't equivalent to buying a 24 pack at
Walmart I would just carry my camera and phone.
Oh and it was actually nice with out the stroller. I forgot what that was like.