Walt Disney World with Tots…

Disney has been my little piece of heaven on earth for as long as I can remember. I generally get teary-eyed when I arrive and teary-eyed when I leave. I love seeing families having fun together and grown adults dancing down Main Street.

Last December, my pal Amy and I hit the road for a girls trip with her adorable two year old daughter, Sailor. This would be Sailor’s first trip to Disney World and I had a very specific vision of what it I thought it would be like. This would be my first trip with a toddler. 

As a loving auntie, I had pre-purchased her ears, bought her a Minnie Mouse bigger than she is, and her mom had prepared the most adorable outfits ever – all with red polka dots to celebrate her Minnie Mouse obsession. 

I am so glad I had this experience because it truly made me realize the extreme difference in going with and without kids which has assisted in planning more realistic itineraries for clients! 

A few things I learned along the way: 

1. You are on toddler time – not your time. They need to nap – and you will need to rest periodically as well! We found an adorable and quiet place tucked away on Main Street across from the Emporium so Sailor could nap before we started our very long, fun-filled day (she fell asleep in the security line because she had a blast at Chef Mickey’s). 

2. You will ride their favorite attractions multiple times – and it will break your heart when you have to tear them away from it and they cry. Sailor could have stayed on Goofy’s Barnstormer all day and been content. 

3. Slow down. Let the kiddos be kids, take in all the sights and go at their own speed. They will be fascinated with things you would probably miss if you weren’t with a kid. See through their eyes and enjoy! 

4. Think ahead. I was extremely impressed with  Amy’s packing skills. She thought of everything. When we stopped for ice cream, she let Sailor enjoy and get messy because she was prepared with a change of clothes. 

5. Character Dining is where it’s at… for our two park days, we had three character dining meals. We did buffets each time to get the most out of our money and Sailor LOVED these experiences – probably more than the parks! We did Chef Mickey’s, Hollywood & Vine, and a Polynesian breakfast. The characters come to your table so you don’t have to fight the crowds. It’s a win-win. The dining experiences are where I got emotional with the kiddo… she shrieked with joy and was smiling, dancing, and having the time of her life. It truly was a precious sight to see. 

6. Don’t underestimate the beauty of the memory maker. We ended up with around 100 pics from our couple of park days. This is perfect for actual family photos – I know so many moms who get left out of pics because they are usually the ones taking the pictures. 😉 This trip was the first time I had ever experienced the memory maker first hand and I don’t believe I will ever visit without the memory maker again. 

7. Take too many pictures and videos. I took around 3,000 pics on my phone during our time at the parks. Videos of Sailor dancing, her face when she first saw her favorite characters… these are times you won’t get back with kids – enjoy and capture these memories. 

All in all – the vision I had of the trip was absolutely nothing as I expected. I have never been to Disney and not rode Space Mountain. I have never been and not opened and closed down the park. I was more exhausted the first day in the park than I’ve probably ever been in my life… but it was such a fun, heart warming experience. I’m so thankful I have friends who let me in on these sweet moments of their kids lives… and allow me to pass on the Disney obsession with the younger generation. Such a great trip and a lot of fun to see the parks through the eyes of a child again! 

We are ready to help you plan your own magical getaway. Contact a DDT agent to get started. We will find something that will fit your budget so you can make memories you’ll treasure forever! 

Miranda Masters 

[email protected]

Scroll to Top

Erica Dipyatic

Travel Specialist

From… Cranberry, PA
With DDT since… 2024
Favorite Destination/Resort you’ve been to… Croatia, or a Virgin Voyages cruise
Dream Vacation… Island and port hoping in the Mediterranean, down the Croatian coast
I love to book… Girls/guys trips, Couples getaways, Group adventures, Cruises and Croatia

Skyler Gring

Travel Specialist

From… Mt. Lebanon, PA
With DDT since… 2024
Favorite Destination/Resort you’ve been to… Walt Disney World and countries in Europe – most recently, Portugal
Dream Vacation… Adventures by Disney River Cruise in Germany to see the beautiful German towns at Christmas with my family
I love to book… Disney Destinations

Kaylee Shoats

Travel Specialist

From… Jefferson Hills, PA
With DDT since… 2024
Favorite Destination/Resort you’ve been to… Italy (but also love a good Walt Disney World trip)
Dream Vacation… Greece, and Disney’s Aulani Resort
I love to book… Disney Destinations and cruises

Krystle Callari

Travel Specialist

From… Buffalo, NY
With DDT since… 2024
Favorite Destination/Resort you’ve been to… Disney Cruise Line’s Private Island Castaway Cay, and Skagway, Alaska
Dream Vacation… Polynesia – Hawaii and New Zealand
I love to book… Walt Disney World, Disney Cruise Line, Universal Parks and Resorts Vacations

Nicole Kornblatt

Travel Specialist

From… Harrisonburg, Virginia
With DDT since… 2024
Favorite Destination/Resort you’ve been to… Sandals Royal Bahamian
Dream Vacation… Over the water bungalow!!
I love to book… Sandals and Beaches Resorts, Disney Cruise Line, Viking River Cruises, Destination Vow Renewals

Amy Rocke

Travel Specialist

From… Mars, PA
With DDT since… 2023
Favorite Destination… Surf City, NC
Dream Vacation… Bora Bora
I love to book… Disney Destinations, Sandals Resorts, Royal Caribbean Cruise Line

Emily Lamphere

Travel Specialist

From… Pittsburgh, PA
With DDT since… 2023
Favorite Destination/Resort you’ve been to…Beaches Turks & Caicos
Dream Vacation… Amalfi Coast
I love to book… Disney Destinations, Universal Parks and Resorts Vacations, Sandals and Beaches Resorts

Amber Martin

Travel Specialist

From… Lexington, Kentucky
With DDT since… 2023
Favorite Destination/Resort you’ve been to…Walt Disney World, The Polynesian Village
Dream Vacation… A Mediterranean Cruise
I love to book… Walt Disney World, Disney Cruise Line, Sandals Resorts

Bridget Henry

Travel Specialist

From… Orlando, FL
With DDT since… 2022
Favorite Destination/Resort you’ve been to… Japan
Dream Vacation… I would love to see Antarctica and play with the penguins!
I love to book… Disney Destinations, Cruises, International travel

Kim Daley

Travel Specialist

From…Peters Twp., PA
With DDT since… 2022
My favorite Destination/Resort you’ve been to… Walt Disney World
Dream Vacation… Bora Bora
I love to book… Disney Destinations, Universal Parks and Resorts Vacations

Jenna Powell

Travel Specialist

From… McMurray, PA
With DDT since… 2022
Favorite Destination/Resort you’ve been to… Italy
Dream Vacation… A river cruise on the Rhine River
I love to book… European vacations, Disney Destinations, Universal Parks and Resorts Vacations

Olivia Wegner

Travel Specialist

From… Orlando, FL
With DDT since… 2022
Favorite Destination/Resort you’ve been to… Sandals Dunn’s River in Jamaica
Dream Vacation… Mediterranean Disney cruise
I love to book… Disney Parks and Disney Cruises, Sandals Resorts, Family All-Inclusive Resorts

Katie Mattison

Travel Specialist

From… Saint Petersburg, FL
With DDT since… 2022
Favorite Destination/Resort you’ve been to… Bermuda
Dream Vacation… World Cruise aboard a luxury ship
I love to book… Cruises, Groups, Tropical and European destinations

Brittany Digon

Travel Specialist

From… Washington, PA
With DDT since… 2021
Favorite Destination/Resort you’ve been to… Walt Disney World
Dream Vacation…Disney Cruise on the newest ship, the Disney Treasure
I love to book… Disney Destinations, Sandals Resorts, Universal Parks and Resorts Vacations

Madison Ott

Travel Specialist

From… Estero, FL
With DDT since… 2021
Favorite place I’ve been… London, England
Dream vacation… Antarctica
I love to book… Disney Destinations, Universal Parks & Resorts

Kaly Gluth

Travel Specialist

From… Amity, PA
With DDT since… 2021
Favorite Destination/Resort you’ve been to… Sandals Royal Bahamian
Dream Vacation… A luxurious all-inclusive in the Caribbean or island-hopping in the Cyclades
I love to book… Sandals and Beaches Resorts, Disney Destinations

Beth Kleist

Travel Specialist

From… Monroeville, PA – 12 Miles East of Pittsburgh
With DDT since… 2020
Favorite Destination/Resort you’ve been to…10 Day Cruise, over Christmas, to 5 different Islands.
Dream Vacation… Over-the-water Bungalow in Bora Bora!
I love to book… Cruises, Disney Destinations, All-Inclusive Resorts

RaeAnn McFall

Travel Specialist

From… Bethel Park, PA
With DDT since… 2019
Favorite Destination/Resort you’ve been to… Sandals LaToc and Disney Cruise
Dream Vacation… Greece
I love to book… All-Inclusive Resorts, Disney Destinations, Sandals Resorts

Bethanne Kania

Travel Specialist

From… Pittsburgh, PA
With DDT since… 2018
Favorite Destination/Resort you’ve been to… Atlantis in the Bahamas
Dream Vacation… Turks & Caicos
I love to book… Disney Destinations, Sandals Resorts

Krissy Penn

CTA | Travel Specialist

From… Pittsburgh, PA
With DDT since… 2018
Favorite Destination/Resort you’ve been to… Sandals Royal Curaçao
Dream Vacation… A World Cruise to see and experience EVERYWHERE!
I love to book… Disney Destinations, All-Inclusive Resorts – especially Sandals Resorts, AmaWaterways

Erica McCutcheon

Travel Specialist | Founding Member

From… Chicago, Illinois
With DDT since… 2016
Favorite Destination/Resort you’ve been to… Walt Disney World – Contemporary Resort theme park view, and Maui, Hawaii – Fairmont Kea Lani
Dream Vacation… Disney’s Aulani Resort & Spa, and a Disney cruise to Norway and Scotland
Love to book… Walt Disney World and Disney Cruise Line

Miranda Masters

Travel Specialist | Founding Member

From… Chattanooga, TN
With DDT since… 2016
Favorite Destination/Resort you’ve been to… Edinburgh, Scotland
Dream Vacation… Switzerland!
I love to book… City travel, Disney Destinations, National Park trips, European trips, girls trips

Celeste Lazzaro

Travel Specialist | Founding Member

From… Canonsburg, PA
With DDT since… 2016
Favorite destination/resort you’ve been to… Ritz Carlton Kapalua
Dream Vacation… Overwater Bungalow Suite at the Four Seasons Bora Bora
I love to book… Walt Disney World, Sandals and Beaches Resorts, Disney Cruise Line

Kristi Metcalfe

Travel Specialist | Founding Member

From… Hillsborough, NJ
With DDT since… (year) 2016
Favorite Destination/Resort you’ve been to… Sandals St. Lucia
Dream Vacation… Hawaii with the kids
I love to book… Sandals and Beaches Resorts, Disney Destinations, Inclusive Collection by Hyatt

Ellen Gerwitz

Travel Specialist | Founding Member

From… Orlando, FL
With DDT since… 2016
Favorite Destination/Resort you’ve been to… Walt Disney World’s Coronado Springs Resort
Dream Vacation… Trans-Atlantic Cruise from Europe to U.S. (and we have it booked for 2025!)
I love to book… Walt Disney World, Disney Cruise Line, Sandals and Beaches Resorts

Christine Chimento

Lead Travel Specialist

From… Staten Island, NY
With DDT since… 2023
Favorite Destination/Resort you’ve been to… Four Seasons Resort Bora Bora
Dream Vacation… Greek islands & Capri
I love to book… Walt Disney World, Aruba, custom trips such as Napa Valley

Chelsea Volkar

Lead Travel Specialist

From… Greensburg, PA
With DDT since… 2020
Favorite Destination/Resort you’ve been to… Tied for Disney’s Polynesian Resort at Walt Disney World, and Disney’s Grand Californian at Disneyland
Dream Vacation… Alaskan Cruise on DCL
I love to book… Walt Disney World, Disneyland, Disney Cruise Line

Jen Wolstoncroft

Senior Lead Travel Specialist

From… Pittsburgh, PA
With DDT since… 2019
Favorite Destination/Resort you’ve been to… Disney Wish – Disney’s Castaway Cay
Dream Vacation… Travel throughout Europe- land and sea
I love to book… Disney Destinations, Universal Parks and Resorts Vacations, Royal Caribbean Cruise Line

Jess Devore

Lead Travel Specialist | Founding Member

From… Washington, PA
With DDT since… 2016
Favorite Destination/Resort you’ve been to… Beaches Turks and Caicos
Dream Vacation… Italy
I love to book… Sandals and Beaches Resorts, All-Inclusive Resorts, Disney Destinations

Kristie Cobleigh

Top Senior Lead Travel Specialist | Founding Member

From… Canonsburg, Pennsylvania
With DDT since… 2016
Favorite Destination/Resort you’ve been to… Disney Cruise to Northern Europe including England, Iceland, Norway, France and Denmark
Dream Vacation… Australia or Bora Bora
I love to book… Disney Destinations, Sandals and Beaches Resorts, Royal Caribbean Cruise Line

Alex Ballenger

Onboarding & Training Specialist | Travel Specialist | Founding Member

From… Orlando, FL
With DDT since… 2015
Favorite Destination/Resort you’ve been to… Disney Cruise Line and traveling Europe
Dream Vacation… Adventures By Disney Private Jet Tour
I love to book… Disney Cruise Line, Royal Caribbean Group, Sandals and Beaches Resorts.

Liz & Bill Winter

Owners | Founders

From… Venetia, PA
Established Dreamers Do Travels in… 2015
Favorite Destination/Resort you’ve been to…
Liz – Beaches Turks & Caicos and Disney Cruise Line
Bill – Disney Cruise Line – especially Disney’s Castaway Cay
Dream Vacation… a really long Disney cruise, sailing concierge level!
I love to book… Disney Cruise Line, Sandals and Beaches Resorts

Liz & Bill Winter

Owners | Founders

From… Venetia, PA
Established Dreamers Do Travels in… 2015
Favorite Destination/Resort you’ve been to…
Liz – Beaches Turks & Caicos and Disney Cruise Line
Bill – Disney Cruise Line – especially Disney’s Castaway Cay
Dream Vacation… a really long Disney cruise, sailing concierge level!
I love to book… Disney Cruise Line, Sandals and Beaches Resorts