Though I've seen very few people do this, we've always just done one single and baby wore for the other child. It seems like everyone always says to have strollers for both. I found it easy to just have one stroller that either child can fit in. (We liked having one that could recline flat in case the younger child was picky about napping). My husband did not babywear so it was just me and it wasn't an issue. We had one trip with an 11 month old who was in a sling most of the time. He wasn't walking yet and he wasn't exactly used to a stroller too. We did 7 different theme parks over 8 days and pushed it - and I managed just fine. (Our middle child was in the stroller and our 6 year old walked fast to keep up with us quite well).