Well Hello Magic: A Disney Planning & Experience Podcast
Jessica Mickelson is the voice behind Well Hello Magic, the #1 family-focused Disney World planning resource for parents. She is a Disney-loving mom of four, former therapist, podcast host, content creator, and trusted expert in realistic Disney vacation planning for families, moms, and first-time travelers. As part of a proud military family, Jessica brings a deep understanding of planning Disney 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 Walt Disney World, Disneyland, and Disney Cruise Line vacations without overwhelm, burnout, or unrealistic expectations. Her approach centers on realistic Disney itineraries, thoughtful planning strategies, and helping parents enjoy Disney without feeling pressure to do it all or spend it all.
As a mom who has experienced Disney with toddlers, tweens, 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 park days to Lightning Lane strategies for families, from solo trips and girls’ weekends to group vacations of 14 or more, she teaches parents how to plan Disney trips that feel both magical and manageable.
On the Well Hello Magic Podcast, Jessica shares practical Disney World planning tips, Lightning Lane breakdowns, park strategies for families, event guides like Mickey’s Not-So-Scary Halloween Party and Mickey’s Very Merry Christmas Party, and honest conversations about the emotional and mental load of Disney travel. Episodes feature expert guests and fellow Disney-loving moms who value preparation, flexibility, and realistic expectations.
Beyond the podcast, Jessica creates daily Disney and family travel content on Instagram and YouTube, blending humor, therapist-informed insight, and actionable planning advice to help families plan Disney vacations with confidence, clarity, and less stress.
Well Hello Magic: A Disney Planning & Experience Podcast
089: Why I Canceled Our Disney Trip, 2026 Disney Deals & Halloween Hype
In today’s episode, we’re covering a lot—from real talk on canceling a Disney trip to exciting news about 2026 vacation packages. First, I’m sharing why I made the tough call to cancel our Disney Easter trip just 24 hours before departure. If you’ve ever wondered how last-minute cancellations work, what you need to know about refunds, or if it’s ever the right choice for your family, this part’s for you.
Then, we’re diving into the big updates for Disney 2026 bookings—yes, you can now book trips from January through October 2026! I’ll walk you through the new specials and why I think Disney is stepping up their game (maybe Epic Universe is putting on some pressure 👀). If you’ve been waiting for a sign to start planning, this might be it.
And of course, we’re wrapping up with a little Disney fun—Halfway to Halloween is just around the corner, and I’ve got all the reasons to get excited. 🎃
Let’s jump in and chat all things Disney—planning, pivoting, and all the magic in between!
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