I'm travelling with a friend to Orlando. We haven't seen each other in nearly ten years. We're spending ten nights together in a large house in Davenport.
Readers of one of my other threads will know my friend and I have bickered a bit recently -- I've gone nuts with planning and endless updates, she's maybe busier than I am right now and is getting frustrated with it all. There's also an issue with money. We're at different stages in our lives (I'm nearly 50, she's 30) and I'm fairly relaxed about spending a lot of money. She has a tight budget. I've offered to pay for much of the trip, e.g. ADRs, and I know she's not super-comfortable with this. (From my perspective I'm paying because I want to do these things and we can't if I don't pay.)
In my normal life I live alone and I'm mostly pretty fine with that. Spending ten very long days together is beginning to feel like a recipe for disaster.
So I've suggested that she look at my schedule and pick items she'd like to do together. I'm encouraging her to make her own plans, but suggesting that we check-in with each other and share stories, e.g. over a meal or during a ride or show. And that we mostly ride in together. (We may have different ideas about when we want to leave. We have a car, but I hear good things about Uber.)
instinctively this feels right for me and makes me more excited about the trip. I've heard that being solo (some of the time) at Disney World is not the worst thing in the world.
I'd be interested in anyone's thoughts -- especially if they've had similar experiences.