DD will be coming along in June, at which time DS will be 2y8m. He's a good walker (including zoos, museums etc) but also a good stroller rider most of the time now and even takes some stroller naps still... though it's hard to tell what he'll be like in a few months. We're strongly considering bypassing the double altogether, but is that a mistake? We're big neighborhood walkers and out-and-about all the time; our life also includes a lot of travel (including a planned 2wk international trip at the end of my maternity leave, when we'll have a 3mo old and a 2y11mo old). Our current fleet includes:
Keyfit Caddy
G-Luxe
BJCM (+ snuzzler)
we might receive a Liteway Plus on loan
We also have a range of baby carriers that work birth through toddlerhood.
Happy to hear from those who have experienced either route with a similar age gap!