09/18/2026
This family goes to Disney together every year. This time, they wanted to bring Grandma and that one change reshaped how we planned the whole trip.
Transportation came first. We booked the Contemporary specifically for the monorail access as well as a walkway to Magic Kingdom and an easy ride to everywhere else. Then we rented an ECV, because May heat is no joke and nobody wanted Grandma wearing herself out trying to keep pace with everyone else.
We also added two extra rest days. Real recovery time between parks, plus more time just enjoying the resort together as a family. And when it came to dining, we booked more reservations in one day than this family would normally choose not just because every single one was something Grandma was genuinely excited about but also to give them a slower park day pace.
This trip wasn't planned around the parks. It was planned around her. They wanted this one to be everything, because trips like this together don't come around often.
Traveling with grandparents? Send this to whoever's planning your next family trip, then DM me and let's build it around them.