What I Wish I Knew Before Planning Our First Disney World Trip

by | Apr 28, 2026 | Featured, Walt Disney World

Planning your first Disney World trip? These are the tips you’ll want to know when planning your first Walt Disney World vacation.

Planning your first trip to Walt Disney World can feel both exciting and overwhelming. With four theme parks, dozens of resorts, and endless dining options, it’s easy to feel lost before you even book your tickets. If you’re planning your first Disney World vacation, these practical tips will help you avoid common mistakes, make the most of your time, and create magical memories your family will never forget.

Planning Your First Disney World Trip: Expert Tips for First-Time Visitors

Disney Friends are the best! They plot, plan, and share to help you have the very best family adventure. But if you’re like me, you might be starting to find it all a little overwhelming. After all, this is about making dreams come true and creating memories that last a lifetime. You want it all to be perfect, and that might just be starting to suck the fun out of this for you.

Photo by Danny Shuster

If I could, I would send Past-Gregg this message in a bottle back in time, but instead, I’m sending it to you to help you enjoy your planning as much as your Disney Friends do!

Don’t Keep Your Disney Trip a Secret

If this trip is still at the “daydream” stage, feel free to keep it to yourself, just in case. But if it is actually happening, tell the kids. I know, some folks disagree. We’ve all seen videos of super-surprised children losing their minds with excitement, and I bet every one of those families had a great time.

We decided to hold out until a week before go-time to tell our kids (then four and seven). Truth be told, I think we were trying to avoid months and months of “How many days until Disney, Daddy?” In doing so, we created extra drama trying to avoid spoilers from extended family, and when the time came to tell them, the little stinkers didn’t believe us!

Disney Springs Marketplace view from the water

Photo by Brett Svenson

I am not the sort of Dad who pranks his children at all, but it was obvious that this seemed more likely than the idea that we were actually Disney-bound. I had to show them the reservation online before they accepted it. It was not a great video, and I had robbed myself of the chance for the next item:

Plan Your First Disney World Vacation Together

We figured this out eventually, and from little ones to tweens and now teens, our kids have been the best planning partners we could have ever asked for. Sharing news about attractions both new and “new to us”, restaurant reviews, online resort tours and ride-through videos, we’ve had a lot of fun planning together even when we couldn’t be in the parks.

Planning for that first trip, though, shrouded in secrecy as it was, was “grown-ups only,” which made it tough to know which of the million things to do would be the most important ones to the kids. In the end, I got lucky, when my daughter volunteered some information.

First Disney World Trip Tips – Walt Disney World Planning Guide, Magic Kingdom, Cinderella Castle at night from Main Street

Photo by Cliff Wang

“Know what I would want to do if we ever went to Disney World?” she asked out of the clear blue sky.

“What’s that?” I replied, wondering if this mission was no longer covert.

“Meet Anna and Elsa,” she said with grim determination.

I had no idea. We had not really been prioritizing character meets because they were both so shy, and I almost missed out on the thing she cared about the most because we were keeping it a surprise instead of planning together.

(She did meet Anna and Elsa. She did not speak a single word and then talked about it constantly for days. I cried like a banshee.)

Savvy Souvenir Shopping is Super

This is a tough one, because every day you will find yourselves in the biggest and most beautiful toy stores you have ever seen. It’s hard to set a limit when you don’t want to be the guy saying “no” all the time. My wife solved this one, of course.

“Grandma has given you each X dollars to spend on the trip, and you can decide what you want the most,” she said. I don’t remember what the value of X was, but I know it was something that seemed acceptable to Mom and Dad and like an incalculable fortune to a 4-year-old. Taking Grandma on as a co-conspirator was genius since she wasn’t there to change the rules. Some very careful shopping was done, the bank remained unbroken, and much-loved stuffies were secured.

Download Rope Drop Guide App

Rope Drop Guide is a comprehensive Disney trip planning app designed to simplify every step of your vacation—from pre-trip research to in-park decision-making. From crowd calendars to live wait times and personalized park itineraries, the app can help make the best of your day at Disney (plus it comes free with your WDW Magazine subscription membership!).

Rope Drop Guide smartphone images

Resting is Not a Waste Of Time

There’s so much to do, and it feels wrong to let any of it go, but leave room in your plans for naps, resort pools, and quality time flaked out in the air-conditioned comfort of your Disney Resort. Believe me, as a first-time visitor, you are not prepared for how much walking is involved in a visit to a Disney park, and your trip may be a multiple-day affair. Now, remember how much longer your legs are than theirs. Build in a rest plan and be prepared to adjust it as needed.

Disney's Art of Animation Resort, Big Blue Pool exterior

Photo by Danny Shuster

I learned this the hard way on the evening of day four at a dinner reservation at ‘Ohana, where my daughter fell asleep at the table from pure exhaustion, having eaten exactly one shrimp, easily the most expensive single shrimp I have ever bought, much too the delight of her brother.

You Can Do This

You are planning this adventure because you want to create something special for your family, and the pressure of trying to make everything perfect for your first Disney World trip can feel overwhelming at times. Just remember that no matter what happens, your kids are sure to have a joyous, memorable time because they will be with you. Find the good in as much as you can, and the humor in the rest, and you will share an experience you will always remember.

Latest Stories

Could Your Disney Vacation Be Better With a DVC Rental?

If you're like most families planning a Disney World vacation, you've probably spent hours comparing resort prices. Maybe you've looked at Deluxe Resorts like Disney's Polynesian Village Resort or Disney's Beach Club Resort, only to decide they're simply out of your...

The 7 Most Surprising Parts of My First DVC Stay at Disney World

Disney Vacation Club is a timeshare program operating across Walt Disney World, Disneyland, and other destinations across the U.S. Members have access to special perks and experiences that regular park and resort visitors do not, so we went on a mission to find out...

The Best Disney World Rides to Ride When Your Toddler Skips Their Nap

No nap? No problem. Here’s where to go when your toddler’s running on pure Disney magic. I’ve been to Disney Parks enough times with a toddler to know one thing for sure: Even the best-laid plans crumble when nap time doesn’t happen. You can have the perfect park...

The Disney World Holiday Planning Hacks Everyone Overlooks

The holidays are the most magical time to visit Disney World, and also the most crowded and expensive. The good news is that a few overlooked planning tricks can help you skip the worst of both. Planning a trip to Disney World over the holidays can feel daunting. The...

Disney’s Lakeshore Lodge

For a peaceful waterfront retreat with distinctly Disney storytelling, Disney’s Lakeshore Lodge blends the beauty of nature with inspiration from films including Bambi, Pocahontas, Encanto, Brother Bear, and Fantasia. Opening July 1, 2027, on the shores of Bay Lake,...

epcot-clothing_creations-shop_chiu

Authored by
Gregg Taylor

Gregg Taylor, Disney World Expert and Dad | Gregg has been with WDW Magazine since 2020, where he serves as Membership Coordinator. He has been planning and executing awesome Walt Disney World adventures for more than a decade. Gregg has written and produced nearly two hundred full-cast audio drama episodes for the Decoder Ring Theatre podcast, as well as a number of direct-market print and audiobook adventure and mystery novels in the continuity of DRT’s programs Black Jack Justice and The Red Panda Adventures. His comic-book adaptation Mask of the Red Panda, created with artist Dean Kotz, was published digitally by Monkeybrain comics and in a collected print edition by IDW Publishing. Gregg was nominated for a 2016 Canadian Screen Award for Best Original Interactive Production Produced for Digital Media.