Stroller advise for 6yo, 4yo, 1.5yo family

GB Pockit Air All-Terrain Compact Stroller​


They sell it at buy buy baby. It won’t let me post the link but if you google it, it pops right up. It’s super nice because it fits in the Bob basket perfectly!
We live in Chile so no target, amazon, buy buy baby, etc 😭
I guess I could have it delivered to the hotel but I don't love that idea. Thanks so much
 
My kids were essentially the same ages as yours on our last trip, and the Joovy Caboose worked well. I did bring a soft sided carrier, and actually ended up carrying the 4 year old in it once, during a particularly intense meltdown of hers. I typically only "wore" the 2 year old in line.

For our next trip, I am considering renting a Baby Jogger City Mini Double, because our Joovy Caboose frame has gotten a little bent out of shape, which makes it more difficult to push. I also think it would be more comfortable for a larger child to climb in and out of, since we typically have a bag hanging on the back. My two older kids will be 9 and 12 and my 6 year old is has a very low tolerance for discomfort. I don't expect my 12 year old to ride at all (unless his baby brother wants to push him) but my 9 year old is prone to meltdowns.
 
We just got back from Disney with an infant, just turned 7, and just turned 5 year old. I took a double stroller. My 7 yr old walked everywhere. One evening the baby stayed behind with dad and DS5 and DS7 both walked. I think instead of taking two strollers, the 6 yr old can probably walk unless there are some special needs or other special circumstances. In the past I took my oldest son to the parks at age 5 without a stroller and he did just fine. A stroller for a 6 yr old doesn’t hurt and will certainly save some whining, but I don’t think it’s necessary in your case with two younger siblings.
 















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