Hi, I'm
Samantha Gray
FAMILY VACATION SPECIALIST
Based in Hattiesburg, MS
My love for intentional family time is what sparked my journey into travel planning—and now I help other families create magical, stress-free vacations of their own. With a special focus on Disney World and Disney Cruise Line, I bring firsthand experience and mom-tested tips that make traveling with little ones smoother and more magical. From stroller strategies to snack hacks, I’ve got you covered!
Let's Get Started
Samantha's Travel Story
Every advisor has a story. Here's a look at the trips, places, and people that shaped how Samantha plans yours.
Favorite Places
Certifications & Training
Certifications
- College of Disney Knowledge
- Universal Studios Orlando & Hollywood
Working with Samantha
Share Your Vision
Tell Samantha who's traveling, when, and what makes a vacation feel magical for your family.
Get a Custom Plan
Receive personalized resort, cruise, or destination options curated to fit your style and budget.
Travel Worry-Free
From booking to boarding pass, you'll have an expert in your corner the entire journey.
What does Samantha specialize in?+
Does it cost extra to book with Samantha?+
How quickly will Samantha respond?+
Where is Samantha based?+
Your Dream Trip Starts Here
Tell Samantha about your vacation vision. Pick the path that feels easier — chat it out or fill the form.
Prefer to chat instead?
Have a quick conversation with Samantha's assistant. Same questions as the form, but easier — and you can ask anything along the way.
Prefer to reach out directly? samantha.gray@cupcakecastlestravel.com
Trusted & Accredited
© 2012 - 2026 CCTC Travel Group, LLC. All rights reserved.
CCTC Travel Group, LLC is registered with the following state licenses: Florida Seller of Travel Registration No. ST42417, California Seller of Travel Registration No. 2143399-40, Washington Seller of Travel Unified Business ID (UBI) # 604 562 798. All Disney artwork, logos and properties © Disney. Ships Registry: The Bahamas.
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