How to Plan a Perfect Walt Disney World Trip

Make your next Orlando vacation nothing short of magical

Hilton Grand Vacations Explorer profile picture.
Casey R.
Mother wearing sparkly Minnie Mouse ears smiling and holding young daughter wearing a Disney Princess costume.

Summary: Walt Disney World® vacation planning starts here for your most magical Orlando vacation yet.

A Walt Disney World® trip has been on my travel bucket list for as long as I can remember. However, as someone who lives in Australia, it felt out of reach. There’s a lot of the world to see between Melbourne, Australia, and Orlando, Florida. And it isn’t cheap to trek halfway around the world to see a mouse, even if it is the Mouse.

When we purchased timeshare with Hilton Grand Vacations, we had Hawaii in mind. We vacationed in Hawaii often and were spending a fortune on accommodations.

Little girl holding a Mini Mouse toy and popping bubbles at a theme park in Orlando, Florida.

vacation ownership with Hilton Grand Vacations felt like the perfect solution, and as a bonus, we could use our ClubPoints to travel throughout the United States, including Florida.

Suddenly that bucket list trip seemed a little closer to reality.

We were so excited to make our Disney dreams come true that we chose our dates and began planning our Walt Disney World trip almost a year and a half ahead of time. I know that sounds like a bit much, but you need some planning for a trip that big.

A couple on a roller coaster rides smiling at each other at a theme park in Orlando, Florida.

The Best Time To Visit Orlando

Panoramic shot of two men on a golf course in Orlando, Florida.

For us, one of the biggest decisions was when to visit. We didn’t have a lot of criteria, but a few factors were important to us.

We wanted:

  • Good weather

  • Fewer crowds (if that was even possible)

  • The opportunity to maximize points

I used resources like Disney Tourist Blog and Touring Plans, which offer an in-depth look at the best times to travel, including each season’s pros and cons.

Historically, the month of September has the lowest volume of visitors. The weather is often not too hot or too cold, and most importantly, all of the Hilton Grand Vacations Orlando resorts were well within my points range.

Dad and son smiling and playing in the splash pad at Las Palmaras by Hilton Grand Vacations in Orlando, Florida.

With all our criteria met, we decided on a September trip.

About the Author Casey R.
Hilton Grand Vacations Explorer profile picture.

A Member since 2016, Casey’s home resort is Hilton Grand Vacations Club on Paradise in Las Vegas. Casey is from Australia, and when traveling the globe, she loves to embrace different cultures. She does this by exploring off the beaten path, eating unique foods, and lounging around the pool or beach. Casey loves to travel with her husband and appreciates all the brilliant places they have visited together. She enjoys having breakfast in her HGV kitchen, and values this money-saving hack while traveling. Casey is a night owl who loves reading books and sipping cherry limeade cocktails by the pool.

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