“You haven’t told them yet?!” is usually followed by, “how did you make it all year without them knowing?” or “oh my goodness, they’re going to lose their minds!” I can assure you, the struggle to not tell Miss O about our big family trip to Disney World was really, really, real.
Because I’m a planner by nature and profession, I look to my trusty packing template for everything from a week long, international conference to a weekend at my mother’s condo 45-minutes away. My colleagues think I’m crazy, but they’re not laughing when I can do a two-day conference trip with just my backpack and still look professional. Once I figured out some fun Disney shirts for our upcoming trip to Disney World, I knew it was time to break out my packing template and get to work.
“Are you gonna do those matching shirts?” Hands down this is the most common question I was asked anytime I got into a conversation about planning our family trip to Walt Disney World. Part of me wanted to embrace the stereotype and be that family. The other part, knew my family wouldn’t be into it, but I still debated doing it ironically. Clearly there was something to this that I needed to explore.
When the big planning for our trip to Walt Disney World was finally finished with hotel, airfare, dining, park plans and FastPass reservations secured, I could finally focus on the fun stuff. I couldn’t wait for Miss O to meet some of her favorite Disney characters before the magic of princesses and pirates faded for her. I wasn’t sure exactly how character interactions worked these days, but I knew those lines were no joke.
I was not raised with a love of outdoor activity and the only time I’ll run is if I’m being chased. I certainly wasn’t planning on running through any of the four Disney World parks on our visit, but I’ve also seen the security lines in the Orlando airport, so I wasn’t ruling out having to run through the terminal to make our flight home. It’s bad enough traveling alone as an adult, but once you get a tired kid in tow, all bets are off. I also wasn’t sure just how tired the aforementioned child would be by the end of a 5-day Disney experience. That got me wondering if we were all going to make it through this trip at all.
One of the nicer things about traveling for work is getting a break from whatever is going on at the office for a bit. Fortunately for me, that meant I could focus on my next big deadline for our upcoming Disney World trip: FastPass+ reservations. Unfortunately, that meant praying to the WiFi gods for a strong connection in a hotel right before I needed to leave to actually attend the conference. Priorities really get you sometimes, don’t they?
Over here in the Jackpot, we love Halloween. Like, drive around looking at neighbors’ decorations, dress up for work, family costume wearing, LOVE Halloween. The second I found out about Mickey’s Not So Scary Halloween Party at Disney World, I knew Miss O needed to go. We had just entered the “what time of year should we go?” phase of our trip planning and I laser focused on fall so we could go to the party, too. Then I looked up the ticket price and almost died.
One of the hardest things to get sorted for a Disney Trip is a park plan. Once you’ve figured out when you want to go and where you want to stay, you’ve got to sort out your wish list of things to do. If you’re doing a week-long, multiple park, family trip like us, then comes sorting out what days for what parks, what dining reservations to make, and what rides/shows/character meet and greets for FastPass reservations. If it sounds daunting, it absolutely is.
Ticket prices for Disney are insane. I’m not going to argue that with anyone. The value and ROI for those prices are always debatable and, I will always maintain, are relative to your situation. Many of us take for granted the fact that we can even consider whether we’d like to spend the money on this kind of thing, so I make no presumption everyone agrees with me on this. For our first trip together as a family, I was ready to go all in, but it didn’t make entering my credit card number any less painful.
There’s a vast sea of pins out there featuring Mickey waffles, Mickey ice cream bars and even Mickey Pretzels as the highlight of anyone’s trip to Disney! There are t-shirts devoted to pledging love for churros, Dole Whips and all sorts of treats from Pandora, too. Yet there I was drowning in a great swell of despair. I’ve gotten used to disappointment from being unable to eat gluten, so this wouldn’t be any different for me, I guess. Then I started digging deeper…
Suburban Jackpot 