Well Hello Magic: A Disney Planning & Experience Podcast
Jessica Mickelson is the voice behind Well Hello Magic, a Disney-loving mom of four, former therapist, podcast host, content creator, and trusted expert in Disney vacation planning for families, moms, and first-time travelers. She is also part of a proud military family, bringing an added layer of understanding to planning trips around real-life schedules, budgets, and seasons of change.
A lifelong Disney fan raised on Main Street magic and Mickey-shaped memories, Jessica helps families confidently plan trips to Walt Disney World, Disneyland, and Disney Cruise Line without overwhelm, burnout, or blowing the budget. Her approach to Disney trip planning focuses on realistic expectations, thoughtful strategies, and creating meaningful experiences that work for real families.
As a mom who has done Disney with toddlers, teens, grandparents, large groups, and multigenerational families, Jessica shares real-world Disney planning advice rooted in emotional insight and hands-on experience. From stroller-friendly itineraries to thrill-ride strategies, from solo trips to girls’ weekends and group vacations of 14 or more, she gives listeners the tools to plan Disney vacations that feel magical and manageable.
On the Well Hello Magic podcast, Jessica shares Disney vacation tips, park planning strategies, Lightning Lane guidance, event guides like Mickey’s Not-So-Scary Halloween Party and Mickey’s Very Merry Christmas Party, and honest reflections on the emotional side of Disney travel. Episodes feature expert guests and fellow Disney-loving moms who understand the balance between preparation, flexibility, and enjoying the moment.
Beyond the podcast, Jessica creates daily Disney and family travel content on Instagram and YouTube, blending humor, helpful hacks, and heartfelt storytelling into practical videos for Disney travelers at every stage of life.
Well Hello Magic: A Disney Planning & Experience Podcast
101: Planning a Disney Vacation during the Winter Holiday: How to Create Holiday Magic Without the Overwhelm
In this week’s episode, I’m sharing my full planning and preparation process for our 2024 Disney Christmas vacation — and how you can start getting ready for 2025 and 2026 if you want to be in the parks during the most magical time of year.
I walk you through every detail of our trip, from Mickey’s Very Merry Christmas Party and Moonlight Magic at Animal Kingdom to our stay at Disney’s Animal Kingdom Lodge – Kidani Village. You’ll hear why we chose to skip Jollywood Nights last year, how we added cozy touches like sleigh rides, the Hoop-Dee-Doo Revue, and Chip ’n’ Dale’s Campfire, and all about the holiday outfits we picked to match the festive atmosphere.
We also explore the resort side of the holidays — from the incredible gingerbread houses at the Grand Floridian and Beach Club to the breathtaking Christmas trees at Wilderness Lodge, Animal Kingdom Lodge, and beyond.
Throughout the episode, I’ll teach you how to plan an intentional Disney Christmas vacation — one that balances the sparkle and excitement of the season with a sense of peace and joy. If you’re dreaming of a Disney holiday trip in 2025 or 2026, this episode will help you capture all the winter magic without the overwhelm.
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