As this will be our first trip I feel a lot of pressure that if he doesn't enjoy himself it will be our first and ONLY trip.
He told me that he likes to just go with the flow and not have a plan we have to follow.
He also told me that he doesn't want to have to worry about money while we are there??? So i'm guess meal plan is a good idea?
I guess I'm just looking for a way to take some of the pressure off and still do everything I can so this is not a one time thing.
Anyone else with Disney resistant family members?
Yike. Disney is kind of hard to do without at least a little rudimentary planning. I mean, dinner reservations are STRONGLY recommended verging on mandatory, at least if you plan on eating on-site. From there, it makes sense to be in the park closest to your ADR on whatever given day. And if you choose not to use FastPasses you'll end up wasting a lot of your time...but those passes necessitate more planning.
My wife is a convert. We went last October for our tenth anniversary and although it was a joint trip, at the outset it was mostly me. I did most of the planning--which I find almost as much fun as actually experiencing--and she was content to be in the background. She also said, and several times, that this would almost certainly be our one and only trip to Disney. Her vacation philosophy (and it's one I share to some degree) is why go somewhere you've been when there's a whole planet you haven't been to yet?
That was before we went.
On our second last day, we attended the DVC seminar and were very strongly tempted to buy in. Only some Disboard research convinced us it wouldn't be financially beneficial for us, given that we are not dripping money. (And yes, even resale is too pricey for us right now.) But the thing is, we actually considered DVC. The woman who had said she'd only go once found herself wanting to LIVE in the Disney.
And it wasn't because Disney specifically catered to any of her interests, either. In fact, she didn't even get to see much of AK and animals are her passion. (She is extremely heat sensitive and despite preventative measures the temperature that day was too much for her.)
Rather, it was the atmosphere. We were treated like royalty and yet we felt almost as if we hadn't left home. Old Key West will do that to you. The "welcome home" vibe is real and very agreeable.
Anyway, I'd at least have him put some input into where he'd like to stay. You can book your ADRs with his likes in mind. Yes, the meal plan is a good idea.
Happy DISing!