Updated: October 9, 2023

So you want to Plan a Disney Vacation…

Planning a vacation to Walt Disney World can seem like a daunting task, but I'm here to help. Let me break down the steps you need to take to plan the most magical trip. And as a bonus, I'll even share some Disneyland tips from a Walt Disney World perspective. So, if you're feeling overwhelmed and don't know where to start, don't worry - I've got you covered!

When planning your Walt Disney World vacation, the first step is to determine your budget. On average, a family of four can expect to spend around $5,500. However, it is possible to make the vacation much cheaper or to significantly increase the expenses. Regardless of your budget, you can still have a magical vacation. It is important to establish a realistic budget and then add a buffer of 10%. To give you an idea of a realistic amount, the cheapest park tickets are around $109 per day per person. Start with this number and set a budget that works for your family.

Disney’s Contemporary Resort 2023

Here are some FAQs to help you start planning your Disney Vacation.

How far in advance can you book Disney Vacation?

Did you know that you can typically book a Disney vacation 499 days in advance, depending on the availability of the calendar year? Disney is set to release the 2024 calendar on May 31st. So, let's take a deep dive and explain how to book your Walt Disney World vacation. 

Hollywood Studios 2023

How come I can't always book 499 in advance?

Disney typically releases their calendar around May for on average, 18 months. This is always subject to change. With the release of WDW dates on May 31st, we hope they will release the entire calendar year for booking until December 31st, 2024. (I will update this once we get the dates in the next two weeks.)

If you try to book right now on May 15th, you can only book till December 31st. But once the calendars are out, you can then book your room up to 499 days in advance. This is why you can only sometimes book your room 499 days in advance. 

What do I need to book a room in advance?

$200! That's right, $200 allows you to put a deposit on your Disney resort room and ticket package. This will enable you to pay your balance off monthly because Disney does not offer payment plans. But you can pay your balance or partial payment anytime by logging onto your My Disney Experience Account. 

 Explain Paying off the balance for my disney vacation?

Disney does not offer payment plans. But it only requires a $200 deposit on your entire package if you book your hotel, park tickets, and Disney Dining Plan you can set up a self-set payment plan, so if you do not pay, your balance will be due 30 days before. But if you set yourself up for success and plan to pay monthly, you can ensure your vacation is paid off before the 30-day mark.

What accommodations does Walt Disney World Resort have?

Walt Disney World Resort offers a range of over 20 Disney Resort Collection Hotels that cater to varying preferences and budgets. These hotels are categorized into three groups: Value, Moderate, and Deluxe. The Value group hotels are perfect for budget-conscious travelers who still want to experience the magic of Disney. The Moderate group hotels offer a little more luxury and amenities, while the Deluxe group hotels provide the ultimate Disney experience with premium accommodations, dining options, and recreational activities. These hotels are strategically located within the resort, providing easy access to the various theme parks, water parks, and other attractions, making your Disney vacation even more memorable.

Does Walt Disney World have Discounts?

Chef Mickey’s 2023

Walt Disney World announces their prices for admission and accommodation and then offers deals throughout the year. These discounts and promotions are aimed at existing Disney customers and can range from discounts for Disney+ subscribers, Disney Visa cardholders, and annual pass holders to off-peak discounts to attract more visitors. It's recommended to check periodically for these discounts and take advantage of them if they become available, even if you've already booked your trip. Disney will honor the discount and save you money. Military families can expect discounts to be announced in November. For those looking for a discounted package, Port Orleans Riverside is a great option for a resort that will likely have a discount.

Also, Undercover Tourist is the number one trusted retailer of authorized theme park tickets, resorts, rental cars, and more! Take these discounts seriously. Every discounted room, ticket, and rental car adds more money to your pocket and gives you extra for some Disney Enchanted Extras. They even have a budget calculator that will break things up for you and value, moderate, and deluxe so that you can find the best price point for your purchase. The best part is they have a 365-day return policy! And you cannot beat that!

Booking Windows for Walt Disney World?

  • Disney World Dining Reservations: 60 days in advance of your dining date

  • Disney World Ticket Only Orders: 365-499 days in advance of your booking date

  • Disney World Vacation Package Reservations: 365-499 days in advance of your booking date

  • Disney World Room Only Reservations: 499 days in advance of your booking date

How far in advance should I plan my Disney Vacation?

It depends on how many days you want to be there and how much you know about Walt Disney World. If you are new to the World of Walt Disney World, or the last time you went was a child. I always advise that you take at least a year to plan. Just like if you were traveling overseas to Japan, England, or China, you want to really do your research so that you know how to effectively maximize your time there without being stressed out. Walt Disney World is the size of San Francisco, with over 26 Disney Resort Collection hotels, six different parks, three golf courses, and an enormous entertainment district with 99 shops, 68 dining establishments, and 16 attractions shows and events. 

How do I pick my dates for my Disney Vacation?

When it comes to Well Hello Magic, there's one important lesson to take away: don't let the crowds get to you. The crowds won't ruin your Disney vacation, they'll just require a little more strategic planning. Whether the parks are packed or not, you can still have an amazing time at Walt Disney World by focusing on what your family loves about Disney and building your trip around those things. It's important to avoid getting caught up in the fear of missing out and instead stay focused on what you want to accomplish in the parks. One great tool to help you plan is Undercover Tourist's crowd calendar, which uses over 20 years of ticket sales and data to predict crowd levels. If you're looking to visit during a time with low crowds, September historically has the lowest, followed by August and January (excluding the Marathon race weekend and the 3-day holiday). We've traveled to Walt Disney World in every month and can attest that it's doable as long as you have a strategy in place.

Perfectly Princess Tea - Grand Floridian 2018

Monorail Red January 2022

Weather at Walt Disney World

November - February in Walt Disney World

Florida starts to cool down in November. Depending on where you're from, you may need a light layer, but by December, it gets cooler. The moisture in the air makes Florida feel colder than in dry climates, which makes the air feel colder. When travelling to Florida in winter, it's best to pack for all seasons, and bring blankets for the kids in the evening because it can get that cold!

March - May in Walt Disney World

It's getting quite hot over here! I was really surprised by how warm it was in March. I wasn't expecting it to be so warm. While it's not quite Florida-hot yet, it's definitely warm enough to require both pants and shorts, and possibly even a light jacket. We found that March was a great time to visit Disney, as it was warm enough to enjoy all the water activities, but still cool enough to be comfortable.

June - October in Walt Disney World

Summer is scorching outside. Make sure you pack all the necessary items to survive the heat. July, August & September are the hottest months, so plan accordingly. If you're visiting during summer, make sure to schedule a day at the water park. This time of year is very popular, as schools are out of session and many families travel to Orlando.

How long should you stay?

In a perfect world, we would get all the time we needed when we vacationed. But with Walt Disney World being the size of San Francisco at 43 square miles or two times the size of Manhattan, there is so much to do and see in one trip. It's important to know that in ONE Walt Disney World trip, you will only scratch the surface of what Walt Disney World has to offer. In deciding your trip length, it will be essential to determine how many days you want at the park, how many rest days you will need, and if you'll spend time doing activities outside the parks. 

My perfect trip to Disney is ten days. If I could go yearly and spend ten full days down in Disney without having to work, you could build the perfect trip. 

This is my timeline: 

Day 1 - Arrival at Disney Springs

Day 2 – Epcot

Day 3 - Magic Kingdom

Day 4 - Rest

Day 5 - Hollywood Studios

Day 6 - Water Park

Day 7 - Animal Kingdom

Day 8 – Rest/Ft. Wilderness Campground – Dinner & Campfire

 Day 9 - Leisure Park Day or Park Hopper Day

Day 10 - Go Home

I want to emphasize that even with a 10-day timeline, you will only be able to scratch the surface of all the amazing things that Walt Disney World has to offer. Your vacation will still be incredible and full of exciting activities and attractions. And it is not very common for my family to have a 10-day vacation at Walt Disney World Resort, we are lucky to do this once every two or three years.

Even if we only have five to six days due to our work schedules, we still have an amazing time. It's better not to try to visit every single park, even on shorter trips like four days. The recommended length of stay at Walt Disney World depends on your vacation goals and interests.

Some people prefer to spend a few days exploring one or two parks, while others may want to visit all four parks and spend a week or more. It's also important to consider the size of the crowds, as larger crowds make it more challenging to experience everything you want.

Remember, you do not have to visit all four parks to have an amazing time. And, if you follow my steps in planning your Disney vacation, I can assure you with 100% certainty that you will want to come back.

Benefits of staying on Walt Disney World Resort Property

Staying on Disney property comes with numerous benefits, some of which are:

  • Early Park Entry: Guests can enter any Walt Disney World theme park 30 minutes before normal operating hours.

  • Priority Individual Lightning Lane Access: Guests can make Lightning Lane selections at 7 AM.

  • Free Transportation: Guests can take complimentary transportation to and from the airport, parks, and Disney Springs.

  • Early Dining Reservations: Guests can make dining reservations up to 60 days in advance.

  • Extended Theme Park Hours: Guests staying at Disney Deluxe Resort Hotels or Disney Deluxe Villas can enjoy extended evening hours in select theme parks on select nights.

  • Convenient Access to the Parks: Guests can charge all their food and merchandise to their room.

  • Discounts on MagicBands: Guests who order MagicBands or MagicBand+ in advance can access a discount.

Other benefits include:

  • Disney Dining Plans (New plans arriving January 9, 2024)

  • First Dibs on Restaurant Reservations, Including Character Meals

  • Free Parking at the Resorts and Theme Parks

Walt Disney World Holiday Seasons and Parties

Walt Disney World has events year-round. The calendar below is just a rough sketch of different events every year. This can change, more can be added, and some can be changed. But the holiday season begins around mid-August with Mickey's Not So Scary Halloween Party.  Also there are additional events like After-Hours Events, H20 Glow Nights and special ticketed events that will be on the calendar.

MNSSHP September 2022

MNSSHP August 2022

Do I still need park reservations at Walt Disney World?

Starting from January 9, 2024, date-based tickets for Disney parks will no longer require you to make a Park Pass reservation. This applies to date-based tickets which are most likely included in a resort package. However, before this date, it is important to note that you must check the availability of Park Pass before choosing a date and purchasing tickets. Once you have your tickets, it is always a good idea to reserve your park dates. If you are traveling during a low-crowd season, I recommend to book reservations at least 30 days prior. On the other hand, if you are traveling during the holiday season and have specific days you want to visit each theme park, it is advisable to book at least 60 days in advance.

In 2020, the Parks Pass system was introduced by Disney to manage park capacity. It is a straightforward process where you need to make a corresponding Parks Pass reservation to visit a park on a specific day. The Parks Pass availability is divided into three categories. The first one is for guests with Disney hotel or select partner hotel reservations, the second one is for Passholders without hotel reservations, and the third one is for all other guests with ticket reservations.

It's important to note that on the dates you have selected, there may not be any available space for "Theme Park Ticket Guests" in some parks. However, space may still be available for "Disney Resort Guests." If this is the case, you will need to stay at a Disney or partner hotel in order to access that particular park.

It's important to note that Parks Pass reservations have an impact on park hopping.

Here's what you need to know:

  • You must make a Parks Pass reservation for the park you plan to visit on a specific day.

  • You must start your day by visiting the park you have a reservation for.

  • Starting at a set time (usually 2PM) and subject to park capacity, you are allowed to hop between parks without needing any additional reservations.

Should I use a Travel Agent to plan my Disney Vacation?

There are many reasons to have a travel agent or advisor to help plan your Disney Vacation. But you must decide if it is best for you and your family. You are the best person to plan your Disney Vacation. But with the expense of Disney and the time it takes to prepare, it never hurts to have a helping hand. Also, Walt Disney World is different from many places because it constantly changes and evolves. Most travel agents can stay on top of these changes and give you the information you need for your Disney Vacation. Having a travel agent does not mean you lose control of your trip. It just gives you a helping hand in booking experiences you want to have on your vacation. There are a few I really like, @happyhauntsplandisney, @jamie_plans_magic for Walt Disney World and @theaktripplanner for Disneyland.

Disney Enchanted Extras

Walt Disney World has so many unique experiences that you can add into your Disney Vacation. Here are a few examples of experiences my family has done in the past. Bibbidi Bobbidi Boutique is a magical place located at Magic Kingdom Park where children can enjoy a royal makeover experience. At Droid Depot, which can be found at Disney's Hollywood Studios in Galaxy's Edge, you can build your own droid. Fantasmic! is a spectacular show that will leave you speechless. You can also enjoy animal encounters at Disney's Animal Kingdom. Additionally, you can have a unique photo session with iconic Disney backdrops through Capture Your Moment at Disney Springs or set an appointment at the Parks to capture the moment in time. You can book these by calling Calling (407) 939-7529 or head to the Enchanted Extras Collection website to see the different experiences that are offered.

How do I book my Walt Disney World Vacation?

I prefer to call Walt Disney World when making my reservations. The current number is (407) 934-7639. Of course, you can also make reservations online at https://disneyworld.disney.go.com/ but speaking to someone on the phone lets you find out all the deals happening at Disney. And if you have no interest in waiting on the phone to make reservations, get a travel agent!  

If you are feeling overwhelmed, you might be interested in my Magic Made Easy course. It is an all-in-one planning community where you will learn about all the options available at Walt Disney World and be taught how to make the best decision for your family's needs.

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Thank you for visiting the Blog Well Hello Magic! Here are some next steps!

Embarking on a Disney vacation may seem like a daunting task, but with the right guidance, it can be a truly magical experience. Join our planning community and course, where my expertise will guide you through every step of the process. Make every moment count and create unforgettable memories with your family. Enroll in our course today and let's make your Disney vacation dreams a reality. Magic Made Easy

Need the current list of the character meals at Walt Disney World? Click here!

Need an outline of what you need to check off your Disney Prep list? Click here!

Who is the momma behind Well Hello Magic? Click Here!

I am so happy to be on this journey with you.

Jessica Mickelson

Hi I am Jessica of Well Hello Magic! I am so glad you are here. I am a Disney kid turned Disney Parent, and I am currently raising my four mouseketeers with my very own Flynn Rider. In 2009, we got married and celebrated our wedding day at Disneyland! We are a proud Military family, Disney Vacation Club members, D23 Gold Members, and we always find unique ways to keep the magic alive at home. My primary goal is to help you minimize stress while at the Disney parks so that you and your family can enjoy a vacation that you will never forget. I am a cookie baker, and own a sign business as well. Thank you for being here!

https://www.wellhellomagic.com
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