Stroller walking meadow autumn crocus

Strolling with my Homies

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.

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Disney FastPass Kilimanjaro Safaris Walt Disney World

Stalking Disney FastPass+ Reservations

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?

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Trick or Treating Disney-style

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.

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Bullet journal make it happen calendar schedule motivation

Planning the Magic

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.

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Tickets

Tickets! Tickets, Please!

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.

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Hotel old neon sign

Cozying Up in the Cozy Cone

Now that I’m out of graduate school, my bandwidth is freaking out looking for anything to do because I must be forgetting to do an assignment about now, right?! Fortunately, our upcoming Disney trip is the perfect outlet. I’m not sure my family agrees with my grad level intensity, but it’s really hard to dial that down when you’ve been steaming along at 1000 mph with six-week intensive courses for two years.

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Planner pretty desk vase with flowers

Tis the Season…for Disney?

Since we haven’t been to Disney World in about a million years and have never gone with kids in tow, I wasn’t sure there was any such thing as a “best time to go” no matter how many Pinterest pins say so. With so many special events, seasonal promotions and scheduling considerations, one of the biggest challenges of planning a Disney trip is figuring out when to go. Going with the whole family certainly added a layer of complexity I wasn’t fully prepared for and wasn’t looking forward to debating.

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