Mine will have just turned 4 and almost 2. I have a city select and a single mclaren volo. We will be flying down there and spending 6 days in FL doing various things including Disney. DS1 will ride in the stroller, but hops in and out now. They both like to do whatever the other is doing whether is it riding or walking.
Would you haul the city select down there? Bring both seats or just one? just bring the volo that is small and easy?
Re: s/o - strollers at Disney
We went with BIL and his family when I was pg. Their kids were 10, 6 and 3. They rented a double stroller for their 6 and 3 y/o and it actually got a lot of use (especially since it was hot).
When we went in June with our 29-month-olds, we used our City Mini double and that worked well. My friend was there and her kids were 4.5 (I think? or 5?) and 2.5 and she just had a single stroller for her little guy and that was fine.
Mine are 4.5 and 20 mos. We took 2 one full size stroller (knowing that 20 month old would nap) and an umbrella (but not the $10 cheapie) for the 4.5 year old who does not nap. I'm glad we took both stollers because the 4.5 year old only walked maybe 1/2 the time and took a nap 3 of 4 day we were there! Also, I think it was easier to navigate crowds with two small strollers rather than if we'd had one double. I'm glad we took the smaller umbrella because the ones you rent are full-size strollers and again...the crowds.