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
088: Planning Summer at Walt Disney World
We’re heading to Walt Disney World this summer for 10 full days of magic — and what started as just our family’s adventure has now turned into a full-on family reunion! Midway through the trip, we’ll be joined by my husband’s side of the family, adding NINE more people to the fun. We’re talking all four parks, both water parks, an unforgettable night at H2O Glow, and some good eats at The Boathouse at Disney Springs.
In this episode, I’m sharing how we’re planning for both halves of the trip, what it’s like coordinating a large group (for only part of the time), and how we’re making the most of summer at Disney — including poncho and Crocs weather, navigating those midday thunderstorms, and finding the sweet spot between rope drop and park close without melting in the Florida heat.
Plus, I’ll walk you through why this might be one of the quietest summers we’ve seen in a while (hello, Epic Universe 👋🏾), and how to take advantage of summer discounts and flexible planning during this season.
If you’re planning a summer Disney trip, this one’s packed with real talk, pro tips, and everything you need to know to survive — and THRIVE — at Walt Disney World in the summer heat.
☀️ Grab your fan, your refillable water bottle, and let’s go!
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