We just returned from Disney with our 5 year old and 21 months old.
I had purchased a Kindergo Umbrella Stroller - It was fabulous.
Made of Aluminum and therefore light, it had a basket, a rain cover and a head cover, as well it reclined into three different positions. When folded it had a shoulder strap to carry with and a 5 point harness - my daughter likes to climb. The mesh basket was big enought to hold a small soft cooler with the days snacks and juice boxes in it. It was the best stroller for travelling I ever bought. Also it is nice and high and even my 6 foot 4 inch husband was able to push it comfortably. It also had a mechanism where you could change the length of the seat making the longer seat and extended leg room more comfortable for sleeping.
On the airplane we were able to put in the overhead compartment without issue and my 5 year old was able to push the stroller with ease - it handled great.
We are using it again next year when we go.
The stroller was purchased in Toronto and I paid 120.00 CDN for it - a lot for an umbrella stroller - but in my opinion very worth it.
Best of luck