7 Disney World Planning Tips for the Overwhelmed

Tackling a Disney World vacation for the first time is daunting. Everyone has Disney World tips, just like they have pregnancy advice. But if you’re like me, you want to know whose advice you are taking.

I am not a theme park addict, and I don’t choose to do Disney World on a budget. But I care about quality and value. I want to love what we are receiving for the money we are spending.

We have reviewed all of the luxury hotel options in Orlando for Luxe Recess, and we are always in search experiences at Disney World and beyond that are worthy of their cost. We have loved every second of our editorial research. Here are some faves.

Our Luxury Disney World Guide

Although Luxe Recess typically only features luxury hotels, I must acknowledge that any type of Disney World vacation is a family luxury. It is expensive, and although many families enjoy adding on as much excess as they can on to their Disney trip, that’s not my style.

To us, luxury at Disney World is feeling little stress and lots of joy and being connected as a family, being in the moment, shedding irony and sarcasm from our world view. (Read how Disney thawed my frozen heart!)

After a few trips, I learned to visit Magic Kingdom without waiting in line for rides. My logistical skills are crazy solid. We have found a pace that keeps our kids happy and a way to get back on a plane without feeling exhausted.

Join the Luxury Disney World Facebook group if we can answer your questions
when planning your next Disney vacation.

But to get you started, this is my list of Disney planning secrets relevant not just to luxury traveling families, but any who seek a low-stress way to enjoy a Disney World vacation. It can feel overwhelming, and you might not know where to begin.

Here are some ideas.

Disney Planning Tip #1: Keep it short and sweet

A Disney theme park, for most people, is a like rich chocolate dessert. The third park you visit, especially if you visit them in a row, starts to taste like the 17th Oreo, no longer sweet and a really bad idea. Disney FOMO is super dangerous. We don’t want to miss out on anything, and before you know it, you have over-scheduled a vacation that will leave you needing another vacation.

We find that those vacations when we visit only one or two parks are our favorites, just like those wild weekends in Las Vegas before parenting. A little goes a long way. When you see the price incentive to buy a 5-day park ticket instead of a 3-day park ticket, this puts the pressure on visiting the parks each day. On those non-park days, we like to to sit by the pool, go to the spa, or take an eco or food tour or walk Disney Springs.

We always start our Walt Disney World vacation at Disney resort hotels (Read our reviews of our Walt Disney World Resort faves like the Grand Floridian, Beach & Yacht Club, and Contemporary) and then check into a different hotel for true relaxation.

Or we drive to another city like Naples or Palm Beach for a more traditional beach resort. Our goal is to leave Florida refreshed. It’s a vacation.

Disney Planning Tip #2: Plan way in advance

I can’t stress this enough

The is the most important Disney World tip. Ideally, you need at least seven months to plan a knockout Disney vacation where everything you want is available. I know that sounds crazy. This is the mistake most first-timers make. They don’t realize how far in advance one needs to secure reservations for meals at the most popular restaurants and activities. If you want a Bibbidi Bobbidi Boutique appointment to transform your child into a princess before a meal at Cinderella’s Castle, you need a plan.

Open a My Disney Experience account before you do anything. You can book resort and restaurant reservations and buy park tickets and photography packages. You can access access park hours and special event information.

The second thing you should do is sign up for the Disney World Vacation planning videos. They are free, and even if you think you already familiar with the Walt Disney World Resort, they get you on the right mailing lists to receive discount resort offer codes. You can register for a My Disney Experience account at the same time, too.

Sign up for free Disney World planning videos to receive special discount offers.

The third thing you should do is subscribe to the MouseSavers newsletter. This monthly newsletter that comes out on the 15th of each month and focuses on every type of discount available, but its news section on all things related to the parks and resorts is also very helpful, including everything new, closed, or refurbished.

Reading this each month before your trip will help you start grasping all of the information that goes into planning. It will also give you a crash course in all of the Disney language and acronyms used!


Making Disney Dining Reservations

Approximately six months before your trip, dining reservations open up. Some coveted tables will go that day, like those at Cinderella’s Royal Table inside Magic Kingdom, for example. For me, I grab a table at California Grill during the Magic Kingdom’s fireworks, if there is a show that happens to start at 8 p.m. on any night in our vacation.

I try to arrange a breakfast inside Magic Kingdom before the park opens between 8AM and 8:15AM. We can finish breakfast and walk over to a popular ride like Pater Pan or the Seven Dwarfs Mine Train and be one of the first in line without needing a Fast Pass.

California Grill is my first restaurant to book in my Disney Planning Stage

One of the best restaurants on Disney property at the penthouse level of the Contemporary is a must for any visiting foodie.

Some people are confused by the date when tables become available to them and why they could be sold out on the first day. Disney allows you to book a table starting 180 days in advance of your check-in date for the duration of your trip. Many people stay a week or longer, so everyone who is checking in the week before you will have already had access to some of your vacation days. Disney pros typically plan the most hard-to-get reservations at the tail end of their trip for the greatest chance of getting them.

ur Disney Planning tips and secrets will ensure the best Disney World vacation

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So if you’re check-in day is October 1st and you’re planning on staying on Disney property until October 5th, remember that those people who checked in on September 30th who are staying until October 7th would possibly grab the reservation you were hoping for, even if you started booking your reservations the second you got the green light.

Booking Fast Pass Reservations

Your Fast Pass selection window opens sixty days before your arrival (assuming you are staying at an official Disney World resort or the Walt Disney World Swan & Dolphin. (Check your dates for rates) Be sure you link those Swan and Dolphin hotel reservations the week before in your My Disney Experience account since those won’t appear automatically without manually linking the reservations.)

If you are staying off site, you will have a 30-day window to book Fast Passes. The most popular ones are the new Pandora rides, the Seven Dwarfs Mine Train, the Anna and Elsa meet and greet, and Frozen Ever After.

Fast Passes still have their quirks. It may seem counter-intuitive to book a Fast Pass right when the park opens, but the best option is to grab three consecutive Fast Passes at the beginning of the morning. The reason why is that after you book a 9AM, 10AM, and 11AM Fast Pass, you have access to more. The fourth Fast Pass appears on the My Disney Experience App on your phone as soon as you check into your third ride. You can keep following this same process throughout the day until there are no more Fast Passes available, and they are not restricted to the same park as the first three Fast Passes are.

Tip #3: Avoid the crowds and chaos

Use a Crowd Calendar

Be smart about choosing your travel dates. The time of year is significant. Ever heard of a crowd calendar? Well it should be one of the first things to consult when choosing your vacation dates to Disney World.

Disney Planning

Colder months draw fewer crowds outside of the weeks around Christmas and New Year’s, but swimming weather isn’t guaranteed.

I figure out the month I would like to go, and I look to see how those times to visit look like based on the overall number of guests predicted at the theme parks in Orlando that week.

Then once the week is settled, I look at which park is best to visit each day. I turn to Touring Plans to start planning my trip in detail. I personally avoid the park that has extra magic hours for that day because it pulls the majority of guests staying as Disney Resorts for this benefit. The crowd calendars reflect this, too. Wait times are longer when more people are in town.

Holiday weekends like President’s Day, the Spring Break season in March through Easter, June and July are some of the busiest times of the year in addition to the last ten days of December and first four days of January. In truth, Disney World crowds are getting bigger, and there are now two seasons: busy, and busier.

If you are really averse to crowds, be willing to visit the parks during less than ideal weather. We can’t say we are fond of downpours while we are in the parks, but we have been to the parks when it has been cooler, even downright chilly, and it was just as enjoyable. If you don’t expect any pool time in Orlando, plan a long weekend at the end of January or the beginning of February. There are always chances for warm days, and the pools are all heated.

Disney Planning Tips for Not So Scary Halloween party

Fall brings wetter weather and seasonal parties and events for Halloween and Christmas.

Another benefit of visiting in January or February if you have young children is that most parks close at 8 or 9pm. When Magic Kingdom closes at 8pm instead of 10pm, that is a far easier task to catch the closing fireworks with children.

If you really want warm weather, head there after schools start at the end of September and October with your umbrellas, ponchos, and swimsuits packed. This is definitely a value seasons offering the Epcot Food & Wine Festival and the Mickey’s Not So Scary Halloween party as additional events to pull the drive market from Florida into town when the rest of the country is picking apples and leaf peeping.

Nerd Alert: Use a Spreadsheet!

Once you settle on your dates, you’ll find that mapping out the vacation with a column for each day makes this much easier. Go ahead and laugh that I use spreadsheets to organize our Disney World vacations. It makes organizing everything smooth, particularly accommodating last-minute changes, split hotel stays, coordinating park hours with restaurant reservations and Fast Passes.

Lots of smart planning upfront means that I can truly relax with my family at the parks. Our days are a mix of meal reservations and fast passes with huge blocks of unscheduled time to adventures take us in the moment. I find as a parent that conveying all of this upfront keeps everyone amenable to sticking with the plan.

Tip #4: Indulge in simple luxuries

Taxis, Uber, and Lyft at Disney World

If you like driving around and exploring, forget the Magical Express complimentary airport transfer service and rent your own car. If you hate driving rental cars and you don’t want to take a crowded bus, use Uber or a private car service to get you from the airport to the hotel, to and from parks, and within the resort area for restaurants at different hotels.

Sometimes I see families at the end of a park day looking completely exhausted, their children are completely freaking out, and they’re sitting there waiting for a bus to a hotel room that cost them several hundred dollars. Take a cab or get the Uber app. Don’t make a Disney vacation harder than it has to be. Yes, $20 for a taxi ride from a hotel to a park seems expensive.

But compared to the thousands of dollars you have invested in this vacation, don’t be penny-wise, pound-foolish. Make it easy on yourselves.

Future Transportation at Disney World: The Disney Skyliner

Guests at the Boardwalk, Yacht, and Beach Club are the first to have access to the new Minnie Vans, integrated with the Lyft app. They are a flat fee anywhere within the Walt Disney World resort. This service will roll out resort-wide at some point, but it makes the lack of a monorail at these resorts more appealing. Other future transportation at the resort includes a gondola that will transport guests in the air to Hollywood Studios and Epcot from the Pop Century, Caribbean, Art of Animation Resorts.

Tip #5: Be prepared

Shoes & strollers at Disney World

The two most important things to avoid at Disney World besides the many bodily fluids that fight their way into family travel are blisters and meltdowns. Your shield and sword are the right shoes and strollers.

Pack shoes that can withstand hours and hours of walking. Remember if you visit the parks in the winter, your feet haven’t worn those favorite sandals or flats since last summer and could result in blisters. I currently love wearing flats made by Crocs in the parks because they are waterproof. Make sure your kids are in sneakers and socks.

Spend the money on a stroller rental if your children are under the age of seven even if your children are well past the age of using a stroller at home. Nothing is more annoying for parents than the “I’m tired” whine before noon. Eliminate that chance.

Disney Planning Tips for the best Disney World Vacation

Cast members hand out stickers. Rent a stroller to avoid whining from children under 7. The strollers also prove helpful to stow non-valuables like a wet rain poncho!

You can rent Disney’s strollers on site for older children. They’re actually fantastic in terms of how well they maneuver and steer, and children can hop in and out of them very easily. But remember that getting into the parks sometimes can be a hike, and there’s nothing worse than having a child asking to be carried from the car to the monorail, from the monorail to the park. It’s a long way.

The private stroller companies like Magic Strollers will deliver a Baby Jogger Mini, single or double, right to your hotel room and pick it up on your check-out day if you don’t want to travel with your own stroller. I’ll share a true story. I rented with Magic Strollers once, and it was my first time using a Baby Jogger Mini. I fell in love with it, sold my other two fancy strollers by Bugaboo and McLaren the week I got home and bought my own.

There feels like little to no risk with stroller theft, so don’t bother buying the insurance. We tie a balloon or ribbon on our stroller handle to find it quickly in the massive stroller parking lots. We keep all of our park necessities in a simple drawstring backpack that comes with us on each ride.

Things to purchase for your Park Bag

Besides obvious things like sunscreen, hats, water, and tissues, I always have inexpensive rain ponchos in case of sudden downpours, an autograph book and sharpie (which is easier for the characters to use), and an inexpensive plastic table cloth for parade seating on sidewalks.


Tip #6: Make it about you, too

One of the biggest mistakes I think parents make is to plan a Disney World vacation all for the kids. Don’t. I often read people asking questions like, “Which restaurant would my daughter like more, California Grill or Narcoosee’s?” It’s Disney World. Your kids will be happy anywhere. Choose a meal you really look forward to. Choose to stay where you want to stay.

Disney Planning tips include the California Grill

Skip all of those character meals. A dinner during sunset or the fireworks (or both) at California Grill, for example, will be an oasis of great food and drink while being very family friendly.

Carve out downtime. Mix it up. Don’t immerse yourself in the park experience unless you want that for yourself, too. When you hear that voice inside you say, “It’s our first time, we want to do it all,” tell it to shut up…fast. There is too much to do for a first time visitor. Your desire to do too much will take away from the ultimate pleasure of the trip.

You are investing both time and money into an iconic family vacation whose photos will be your treasured memories for family history. Make sure you are actually having fun in those pics.

Don’t feel guilty about making choices to satisfy your own inner eight-year-old or your inner 48-year-old.

The joy you feel will become the true magic they remember from this vacation.

Tip #7: Bring in the professionals:
Disney VIP Tours

If reading these tips is still making your head spin, hire a VIP tour company like My VIP Tours who can take care of all of the Disney planning details before and during your Disney vacation. The concierge like services include a fabulous guide who will pick you up and escort you through the parks, ensuring you get on all the rides you want to with the least amount of wait, guide you to the best places to eat, and suggest what to see in the parks.

Our day with My Vip Tour was easily the most fun I have ever had at the parks in that, despite my ability to plan and organize a smooth park day, it was so nice to turn that responsibility over to another person. I got to have fun with my family by turning off that invisible mental load of needing to know what we were doing next and how to maximize our time.

Read my guide on everything you need to know before hiring a private tour: Disney verses the private companies, cost, and what to expect.

All photos in this story are the copyright of Luxe Recess, courtesy of Robin Hutson.

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8 Responses
  • Jessica
    April 5, 2016

    I am a huge fan. This post truly converted me as a reader. I don’t consider myself a luxury traveler, but I love how you expanded the definition into someone who not only enjoys the perks of vacation but doesn’t saturate themselves in excess. Especially how you discussed enjoying 2 parks and not over-packing your schedule so you can actually enjoy the luxury. I get it! Thanks for this excellent post and advice.

  • Sarah
    April 10, 2016

    This is a terrific post as it’s just so jam-packed with useful information. I’d never heard of the Crowd calendar or Mouse newsletter before. Seems to be that this is a must-read before a Disney trip.

  • Julie
    April 10, 2016

    This is probably the best Disney post I’ve ever read. I do not have a strong desire to visit Disney, but if I did I would pay a premium to avoid all the stress and headache. My favorite tip was using the Uber app to bypass lines and avoid the shuttle wait.

  • The Adventure Ahead
    April 11, 2016

    My goodness – your blog is stunning!
    We just got back from our first trip to Walt Disney World – I wish we had read this post before we left! Some really great information here!

  • Stacy
    April 12, 2016

    Fantastic list! Disney World is always a bit overwhelming it seems, no matter how well we’e planned. I think you’re so right about not trying to do too many parks. We typically just do Animal Kingdom (for Everest and the Safari) and Magic Kingdom and we NEVER go in the summer or during holiday periods. Crazy crowds and long lines w it little ones are the worst!

  • Kirsten
    April 12, 2016

    There’s a lot of fantastic information here. I never thought about using Uber or a taxi from the parks, but it makes perfect sense. I do love using Undercover Tourist for tickets and the crowd calendar. Very helpful! What a great giveaway!

  • Victoria
    April 14, 2016

    I know what you mean by a little going a long way. We typically visit for a. Day or Two then go on to have a beach or cruise experience. It would be difficult for me to do otherwise and frankly kids get overwhelmed to. Last year we spent only 6 hours in Magic Kingdom (passing by literally on the way to the cruise!).

  • Lyla Gleason
    April 16, 2016

    These are such good points. I’m going next week and we have so much planned it will be such a different experience from my childhood trips. Thanks for the great advice.

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