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
043: How to plan a Disney vacation! Disneyland Here we come!
I am excited to share that we have finally overcome our 'Disney Blues' after eight long years and are now eagerly planning our trip to Disneyland. However, our reservation at the Grand Californian for September 2020 had to be cancelled due to the pandemic. Nevertheless, we are determined to build our dream vacation and make the most of our trip.
We cannot wait to experience the magic of Disneyland, from the classic rides like Pirates of the Caribbean to the newer attractions like Star Wars: Galaxy's Edge. Our plan is to explore every corner of the park and compare it to our home park at Walt Disney World.
We are also looking forward to trying out all the amazing places to eat, meeting the beloved characters, and enjoying the shows and parades. Disneyland offers so much, and we are confident that this will be a memorable experience for us. I am excited to share my inner thoughts as I take the first steps in planning my family's magical vacation.
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