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
083: How to Plan Your Disney Day
Welcome to an episode of Well Hello Magic where we’re redefining the ultimate Disney day! In this episode, we explore the “Realistic Disney Day” method—a strategy that involves picking eight must-do activities or rides to ensure you get the most out of your visit without over-planning. This balanced approach leaves plenty of room for spontaneous magic, allowing you to truly savor every moment at the park.
We dive into how checking in with your kids throughout the day can make all the difference. After all, kids don’t start crying without reason! We share practical tips on asking the right questions—“Are you tired? Hungry? Do your feet hurt? Need a hug?”—to catch early signs of overstimulation and create natural breaks that keep the day joyful for everyone.
Plus, we unlock the secret to maximizing your park experience by using the Lightning Lane multi pass. Learn why saving your top-priority attractions for later in the day—especially when staying on Disney property—can give you a major advantage, letting you enjoy the best of both planned adventures and spontaneous delights.
Tune in for a heartfelt and practical guide to planning your perfect Disney day, one where the magic of the moment always finds room to shine.
Hey Welcome to Well Hello Magic!
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