Jessica Mickelson

Well Hello Magic: A Disney Planning & Experience Podcast

Society EN ↓ 128 episodes

Jessica Mickelson is the voice behind Well Hello Magic , a top family-focused Disney World planning podcast and trusted resource for parents. She is a Disney-loving mom of four, former therapist, military spouse, content creator, and expert in realistic Walt Disney World vacation planning for families, moms, and first-time Disney travelers. 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 cente...

Author

Jessica Mickelson

Category

Society

Podcast website

Www.wellhellodisney.com

Latest episode

May 12, 2026

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Episodes

103: The Ultimate Guide to Every Disney Character Dining Experience at Walt Disney World 14.10.2025

Send us Fan Mail On today’s episode of the Well Hello Magic Podcast , we’re talking all about one of the most popular Disney experiences for families — character dining at Walt Disney World Resort . ✨ We’ll go over every single character meal currently available , plus a few beloved experiences that are now part of Disney history (goodbye Bon Voyage Breakfast and Supercalifragilisticexpialidociou...

102: How Disney Shaped Our Family Legacy: Guest Podcaster My Sister Nicolette 10.10.2025

Send us Fan Mail This week’s episode is extra special because my sister, Nicolette, joins me for a heartfelt conversation about our family’s multigenerational love for Walt Disney World. We grew up as true “Disney kids,” with parents who made magical memories a family tradition — and that legacy still shapes who we are today. Together, we reminisce about our earliest park trips, the ways Disney ha...

101: Planning a Disney Vacation during the Winter Holiday: How to Create Holiday Magic Without the Overwhelm 07.10.2025

Send us Fan Mail 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 Dis...

100: What’s Next for Well Hello Magic? Disney Podcast 100th Episode Celebration 01.10.2025

Send us Fan Mail It’s officially 100 episodes of Well Hello Magic ! ✨ I cannot believe we’ve reached this milestone together, and I’m so grateful for every single one of you who has listened, shared, and supported the podcast over the past 2 ½ years. While today’s episode isn’t the special family feature I’ve been teasing (that one is still in the editing room!), I wanted to use this space to sha...

099:The Biggest Disney Planning Mistakes Families Make and How to Do It Right 16.09.2025

Send us Fan Mail Planning a Disney trip is one of the most exciting things a family can do, but it can also be one of the most overwhelming. With so many rides, restaurants, resorts, and extras, it’s easy to feel like you need to do everything, eat everything, and see everything in just a few days. The truth is, most families approach Disney the wrong way, and it leaves them stressed, overschedule...

098: The Best Disney Resort for Your Vacation + A Complete Rundown of Every Resort 03.09.2025

Send us Fan Mail Planning a Walt Disney World vacation and not sure which resort is right for your family? In this episode, I give you a complete rundown of every single Disney resort, including the location, pros, and cons of each one, so you can confidently decide where to stay. Here is what you will find in this episode: Value Resorts Disney’s All-Star Movies Resort Disney’s All-Star Music Reso...

097: What’s Coming to Disney: Destinations 23, Hollywood Studios Updates & More 27.08.2025

Send us Fan Mail On today’s episode of the Well Hello Magic podcast, we’re breaking down some of the biggest updates in the world of Disney. First up, we’re diving into Destinations 23 , Disney’s fan-favorite event where new announcements and big reveals are expected. I’ll share what we know so far, brainstorm some of the exciting possibilities, and talk about what fans like us are most hoping to...

096: Lead Planner Life & Summer Disney Trip Catch-Up 19.08.2025

Send us Fan Mail  this episode, we’re diving headfirst into the world of Disney trip planning — specifically, what it’s really like being the lead planner . You know…the person in charge of flights, G+ strategy, resort picks, dining reservations, and making sure your cousin doesn’t Venmo you two weeks after the trip is over. 😅 Whether you’re coordinating a multigenerational vacation, a besties’ w...

095: Everything You Need to Know About Mickey’s Not-So-Scary Halloween Party 2025 05.08.2025

Send us Fan Mail In this jam-packed episode of the Well Hello Magic Podcast, Jessica takes you through everything you need to know about Mickey’s Not-So-Scary Halloween Party for 2025.  From dates and pricing to parades, fireworks, and rare character sightings, Jessica breaks down exactly how to plan a stress-free, magical Halloween night. If you're looking to make the most of every moment or...

094: How We Conquered the Four Park Challenge at Walt Disney World — With Kids, Grandparents, and Zero Regrets! 01.08.2025

Send us Fan Mail Ever wondered if you could visit all four Walt Disney World theme parks in one day  with kids, teens, and grandparents in tow? In this episode of Well Hello Magic: The Podcast, I’m walking you through every magical (and exhausting) step of our family’s Four Park Challenge to celebrate my niece’s birthday. From rope drop at Animal Kingdom at 7:00 AM to leaving Magic Kingdom at 1:00...

093: How to Plan a Last-Minute Disney World Trip in Just 10 Days (Yes, It’s Still Magical!) 04.07.2025

Send us Fan Mail Have you ever decided to plan a last-minute trip to Walt Disney World and felt completely overwhelmed? In this episode, I’m sharing exactly how I’m planning our own family Disney vacation with just 12 days to go. We already have our Disney hotel and theme park tickets booked, but now it’s time to make the magic happen. I’ll walk you through what to do first when planning a spontan...

092: Surviving Summer, Cool Kids Summer at Disney and so much more: How Our Family Does Summer at Walt Disney World Without the Meltdowns 02.07.2025

Send us Fan Mail Planning a summer trip to Walt Disney World? Wondering how families survive the Florida heat, long park days, and sticky strollers without losing the magic? In this episode of Well Hello Magic, I’m diving into everything you need to know about Cool Kid Summer —Disney’s seasonal lineup of perks, entertainment, and character surprises happening now through early September 2025. I’m...

091: How to Plan Your Perfect Day at Magic Kingdom for 2025 - 2026 21.05.2025

Send us Fan Mail Planning a day at Magic Kingdom doesn’t have to feel like a marathon—or a meltdown waiting to happen. In this episode, I’m sharing a full walkthrough of how to plan a realistic Disney day for every kind of traveler: families with little kids, multigenerational groups, couples looking for fun and food, and everything in between. We’ll break down each of Magic Kingdom’s six lands (y...

090: The Top 10 Disney Don’ts: What I Never Do at Walt Disney World (and You Shouldn’t Either) 02.05.2025

Send us Fan Mail Planning a Disney vacation can feel like navigating a whole new world—especially if you're heading to Walt Disney World with kids or tackling your first family trip to the parks. In this episode, Jessica from Well Hello Magic shares the Top 10 things she never does at Disney —and why you shouldn’t either. This isn’t about making a perfect Disney World itinerary . It’s about s...

089: Why I Canceled Our Disney Trip, 2026 Disney Deals & Halloween Hype 23.04.2025

Send us Fan Mail 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 fam...

088: Planning Summer at Walt Disney World 10.04.2025

Send us Fan Mail 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 ea...

087: Resort Only Stay at Walt Disney World 03.04.2025

Send us Fan Mail In this episode, I’m taking you on a special journey through our upcoming resort-only stay at Walt Disney World, where we’re skipping the theme parks and embracing the magic of the resorts. We’ll be staying at the vibrant Art of Animation Resort and having the best time ever, just soaking up the relaxation by the pool and indulging in some fun resort activities. I’ll walk you thro...

086: Survive and Thrive: Disney World Tips for Navigating Peak Spring Break Crowds 26.03.2025

Send us Fan Mail Spring break at Walt Disney World can be an exciting but challenging time to visit, with peak crowds, longer wait times, and high energy all around. In this episode, we're sharing essential tips to help you survive and enjoy the magic during one of the busiest times of the year. From managing the crowds to optimizing your park days, we’ve got you covered! What we’ll cover: Ho...

085: Disney vs. Epic Universe: Can Universal Studios Finally Compete? 20.03.2025

Send us Fan Mail In this episode of Well Hello Magic , we’re taking a deep dive into one of the biggest game-changers in Orlando theme parks—Universal’s Epic Universe . This brand-new park is set to reshape how families plan their Florida vacations, and we’re here to break down every detail. Will Epic Universe finally shift the balance of power in Orlando, or will Walt Disney World remain the reig...

084: Our Epic 4-Day Disney Trip with Kris from Happily Ever Park Hoppers 04.03.2025

Send us Fan Mail Get ready for a magical episode as I welcome my friend Kris from Happily Ever Park Hoppers to the podcast! We’re both Disney moms—I have four kids, and she has two teenagers—so this trip was a rare opportunity for us to experience Disney without our families. We’re also both military wives, which gives us a unique perspective on Disney travel and how we make the most of military d...

083: How to Plan Your Disney Day 25.02.2025

Send us Fan Mail 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...

082: How to Use Standby Skipper in 2025 14.02.2025

Send us Fan Mail Welcome back, everyone! In this updated 2025 guide, I'm here to teach you how to use StandbySkipper to master your Walt Disney World experience. This podcast is your ultimate resource for everything related to StandbySkipper, Lightning Lane booking, and streamlining your theme park adventures. If you've ever felt overwhelmed by the process of booking Lightning Lane selec...

081: Trip Recap and Overview of Festival of the Arts, Dolphin Resort, Hollywood Studios and The Super Bowl Parade 11.02.2025

Send us Fan Mail On this episode of the Well Hello Magic podcast, I talk about my content trip with Disney bestie Kris from @happilyeverparkhoppers for a full trip recap filled with all the magic, fun, and surprises from our latest visit. We dive deep into our experience at EPCOT’s Festival of the Arts , where we explored stunning visual displays, indulged in some of the best festival-exclusive ea...

080: Disney Destination Overview 28.01.2025

Send us Fan Mail Welcome to the ultimate Disney destination podcast, where we take you on a magical journey to all your favorite Disney locations around the globe! Whether you're a Disney superfan or someone planning their next adventure, this podcast is your one-stop shop for exploring the enchantment that Disney offers beyond the parks. In each episode, we'll dive deep into the iconic...

079: 2024 Christmas Recap and Planning Tips for Christmas 2025 24.01.2025

Send us Fan Mail Welcome to this special holiday episode of our podcast! In today’s show, I’ll be sharing all the details of our amazing 2024 Disney Christmas trip , along with tips and tricks for planning your own Disney vacation during the festive holiday season. Why Start Planning Now? If you’re dreaming of a Disney Christmas getaway, it’s never too early to start. In fact, Disney Vacation Club...

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