Well Hello Magic: A Disney Planning & Experience Podcast

Jessica Mickelson

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In their own words

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 centers on realistic Disney itineraries, Lightning Lane strategies for families, crowd planning, budgeting…

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Best episodes of Well Hello Magic: A Disney Planning & Experience Podcast

Short reviews from the PlayNext desk, based on the episodes we processed.

079: 2024 Christmas Recap and Planning Tips for Christmas 2025

A practical Christmas planning recap with enough trip detail to make the advice feel earned.

This episode turns a Christmas trip recap into usable Disney planning notes. It connects the holiday stay to February timing for Disney Vacation Club bookings, the usual window for resort decorations, and the way Halloween timing shapes the Walt Disney World season.

Podcasts like Well Hello Magic: A Disney Planning & Experience Podcast

Episodes

  1. 1

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

    This episode discusses nostalgic family Disney trips and upcoming announcements from Destination 23, including updates to Hollywood Studios and other Disney destinations.

    ·28m
  2. 2

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

    This episode provides strategies for planning a perfect day at Magic Kingdom in 2025-2026 by categorizing travelers and offering tailored advice to maximize highlights without burnout.

    ·54m
  3. 3

    080: Disney Destination Overview

    The host discusses various Disney destinations, focusing on personal experiences with Walt Disney World and Disneyland to help listeners decide which might be best for their family vacations.

    ·31m
  4. 4

    124: The Disney CEO Race: How Josh D’Amaro Won Disney’s Top Job with Amanda From Once Upon A Marathon

    This episode features Amanda from Once Upon A Marathon discussing the recent CEO transition at Disney, focusing on how Josh D'Amaro won the top job and the business dynamics behind the change.

    ·1h 53m
  5. 5

    123: Preparing for Our First Disney Cruise as a Family on the Disney Dream | What I Bought, Booked & Planned

    The host shares her family's personal preparations for their upcoming first Disney cruise on the Disney Dream, including purchases, packing strategies, and planning tips.

    ·29m
  6. 6

    117: Behind the Magic with Kellie Krueger from We Don't Wear Ears

    This episode features an interview with Kelly Kruger, a long-time Disneyland pass holder and content creator who shares practical tips and insights for Disneyland trip planning with her family.

    ·1h 11m
  7. 7

    112: Fort Wilderness Tips, Jollywood Nights with Kids, and Why We Love Disney’s Hilton Head Island Resort

    This episode shares personal Disney travel experiences, including tips for Fort Wilderness camping and Jollywood Nights with kids, along with a review of Disney's Hilton Head Island Resort.

    ·35m
  8. 8

    111: Behind the Magic with Guest Creator Melissa from Happy Haunts Plan Magic

    This episode features an interview with Melissa from Happy Haunts Plan Magic, a Disney travel planner who shares her experience as one of the first people to sail on the Disney Destiny cruise ship.

    ·53m
  9. 9

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

    The host celebrates the 100th episode of her Disney podcast by sharing personal reflections on the milestone, discussing holiday planning tips for parents, and offering advice on Disney-related activities and shopping deals.

    ·24m
  10. 10

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

    This episode provides honest advice on avoiding common Disney planning mistakes for first-time visitors, focusing on realistic tips to ensure the best possible trip.

    ·40m
  11. 11

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

    This episode shares personal Disney travel tips and planning strategies while discussing upcoming trips and seasonal considerations.

    ·28m
  12. 12

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

    The host explains why she canceled a planned Disney World vacation due to stress and work-life balance concerns, sharing a personal story about choosing family time at home over the trip.

    ·22m
  13. 13

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

    This episode discusses whether Universal Studios' new Epic Universe park in Orlando will compete with Disney parks, based on the host's personal experiences with Universal's current offerings.

    ·33m
  14. 14

    088: Planning Summer at Walt Disney World

    The host shares her detailed thought process for planning an extended summer vacation to Walt Disney World, including why she chooses summer despite the heat, leveraging discounts, and managing a large family group.

    ·26m
  15. 15

    113: Behind the Magic - Guest Creator Brittany from Travels by Brittanyb

    This episode features Brittany Benjamin, a Disney content creator who shares her journey from being a fan planning her first family trip to becoming part of the podcast's community.

    ·1h 14m
  16. 16

    109: Mickey’s Very Merry Christmas Party, Jollywood Nights, and Tips for Surviving the Holidays at Home

    This episode reviews Mickey's Very Merry Christmas Party and Disneyland Jollywood Nights at Walt Disney World, offering tips for experiencing the holiday season and planning visits during less crowded times.

    ·47m
  17. 17

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

    This episode provides essential tips for navigating Disney World during the extended spring break season, including advice on park capacity, hopping strategies, and crowd management.

    ·25m
  18. 18

    118: Is the Disney Dining Plan Worth it in 2026??

    This episode analyzes whether the Disney Dining Plan is worth it for families in 2026, exploring how pandemic changes and family dynamics affect its value.

    ·29m
  19. 19

    121: Behind the Magic with Camille Dashana from Sparks of Magic

    This episode features an interview with Camille Dashana, exploring how Disney has shaped her life from childhood visits to Disneyland to raising her kids at the parks, covering Disney events as media, and applying Disney's intentional storytelling to her business and motherhood.

    ·57m
  20. 20

    105: Best Places to Work at Walt Disney World + Last-Minute Halloween Tips

    This episode discusses the best places to work remotely at Walt Disney World while sharing personal travel preparation struggles and last-minute Halloween tips.

    ·38m
  21. 21

    106: Behind the Magic – Guest Creator Amanda from Once Upon A Marathon

    This episode features Amanda from Once Upon a Marathon discussing Run Disney events, including upcoming races at Disneyland and training tips.

    ·1h 27m
  22. 22

    110: Behind the Magic – Guest Creator Shakira from Occasions by Shakira

    This episode features an interview with Shakira, a military mom and creator behind Occasions by Shakira, discussing how she started her blog focused on adding magic to motherhood through holiday celebrations and family memories.

    ·55m
  23. 23

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

    This episode provides an updated guide to all Disney World resorts, based on the host's extensive personal stays and experiences, to help listeners plan their vacations.

    ·1h 17m
  24. 24

    119: The Magic of Friendship: A Galentine’s Celebration Inside the Disney Community

    This episode celebrates Galentine's Day with three Disney-loving women creators discussing friendship, community, and their shared experiences in the Disney parks.

    ·42m
  25. 25

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

    Two Disney content creators discuss their recent 4-day working trip to Disney parks, focusing on their experiences as military spouses and the unique aspects of planning Disney visits through military channels.

    ·1h 35m
  26. 26

    122: Disney Cruise Line for First Timers: Ships, Costs, Dining, Navigator App, and Mistakes to Avoid

    This episode provides a first-timer's guide to Disney Cruise Line, covering ships like the Disney Dream, costs, dining, the Navigator app, and common mistakes to avoid for families and new cruisers.

    ·37m
  27. 27

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

    This episode shares tips and personal experiences for planning a magical Disney vacation during the winter holiday season, focusing on Christmas trips to Walt Disney World.

    ·43m
  28. 28

    083: How to Plan Your Disney Day

    A mom shares her personal experience of missing a Disney princess race weekend due to her daughter's dance competition and outlines her plans for upcoming summer Disney park days with tips on using Lightning Lane and early starts.

    ·29m
  29. 29

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

    A sister discusses her love for Disney and its magical impact on family experiences during a 100th podcast celebration interview.

    ·44m
  30. 30

    079: 2024 Christmas Recap and Planning Tips for Christmas 2025

    Jessica recaps her family's 2024 Christmas Disney trip, offering practical tips for planning a 2025 vacation.

    ·44m·4 clips
  31. 31

    078: Lightning Lane Multi Pass and Single Pass Tips & Tricks

    Jessica Mickelson dives into the Lightning Lane Multi Pass and Single Pass system, sharing tips based on recent trip planning.

    ·25m·2 clips
  32. 32

    125: Walt Disney World Solo Trip Recap: 3 Days, 3 Resorts, EPCOT Updates & Cruise Planning

    The host shares a detailed recap of her whirlwind three-day solo trip to Walt Disney World, covering where she stayed, new experiences, unexpected moments, and insights for solo travelers.

    ·36m
  33. 33

    077: All the Changes coming to Disney World in 2025

    Jessica returns to her Disney planning podcast after holiday trips, sharing insights from her family's recent Walt Disney World visits and strategies for managing travel with teenagers.

    ·33m·3 clips
  34. 34

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

    The host shares a recap of their recent content creator trip to Disney's Festival of the Arts, Dolphin Resort, and Hollywood Studios, while discussing their journey in monetizing their Disney-focused content without charging followers.

    ·35m
  35. 35

    116: Disney World Do’s and Don’ts: What Actually Makes or Breaks Your Trip

    This episode provides practical do's and don'ts for planning a successful Disney World trip that balances magic with realistic expectations for families and travelers.

    ·53m
  36. 36

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

    A Disney enthusiast shares her family's approach to enjoying summer trips to Walt Disney World without stress, including planning strategies and personal updates.

    ·27m
  37. 37

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

    This episode provides a comprehensive guide and personal rankings of all character dining experiences at Walt Disney World, based on the host's extensive family trips and preferences.

    ·42m
  38. 38

    104: Behind the Magic – Guest Creator Paula from Practically Perfect Family: Laughter, Magic & Resilience

    This episode features an interview with content creator Paula from Practically Perfect Family discussing her journey into Disney-focused content creation, her social media presence, and her experiences with brands.

    ·1h 1m
  39. 39

    114: Disney World 2026: What to Expect, What’s New, Closures, and Planning Changes

    This episode discusses what to expect at Disney World in 2026, including construction updates, planning changes, and why it's a great year for a family vacation.

    ·28m
  40. 40

    120: Disney World Lightning Lane 2026: Pre-Booking Rules, Sell-Out Data & Best Time to Ride

    This episode provides essential guidance on Disney World's Lightning Lane system, covering pre-booking rules, sell-out patterns, and strategies to reduce stress for visitors.

    ·47m
  41. 41

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

    The host shares her process for planning a last-minute Disney World trip in just 10 days, walking listeners through her live planning steps using a free Disney Outline tool.

    ·31m
  42. 42

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

    The host shares personal experiences from recent Disney trips and discusses the realities of being the lead planner for family vacations, including tips and insights.

    ·47m
  43. 43

    108: Behind the Magic – Guest Creator Brianna from Expedition Watson

    This episode features an interview with content creator Brianna from Expedition Watson, discussing her Disney-related work, social media presence, and personal connection with the host.

    ·59m
  44. 44

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

    The host discusses plans for attending Mickey's Not-So-Scary Halloween Party at Walt Disney World in October 2025, including trip details and excitement about meeting other Disney creators.

    ·31m
  45. 45

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

    A family shares their experience and planning strategies for successfully completing the four park challenge at Walt Disney World in one day with kids and grandparents.

    ·39m
  46. 46

    107: Mickey's Not So Scary Halloween Party Trip Report

    The host shares a personal trip recap of attending Mickey's Not So Scary Halloween Party at Disney with their family, discussing family costumes, scheduling challenges, and advocating for allowing teenagers to trick-or-treat.

    ·30m
  47. 47

    082: How to Use Standby Skipper in 2025

    This episode explains how to use Standby Skipper in 2025 as a strategy tool for navigating Disney parks, covering its functionality, changes, and integration with Lightning Lane and pre-booking systems.

    ·32m
  48. 48

    087: Resort Only Stay at Walt Disney World

    This episode discusses planning a resort-only stay at Walt Disney World, focusing on the benefits for Disney Vacation Club members and how it fits into different trip styles and budgets.

    ·28m
  49. 49

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

    ·39m
  50. 50

    115: Behind the Magic with Guest Creator Matt Richardson

    This episode features an interview with Disney Parks enthusiast and video creator Matt Richardson, discussing his content creation process and experiences.

    ·1h 1m
  51. 51

    127: Taking a Baby to Disney World for the First Time: What No One Tells You

    Jessica argues that first-time Disney moms need to 'advocate for yourself' and tap out without guilt, since postpartum can last up to two years and change how rides and heat feel.

    Apr 14, 2026·35m·2 clips
  52. 52

    126: Everything You Need to Know About Disney’s Value Resorts (Before You Book)

    Jessica evaluates Disney’s five value resorts, including All-Star Sports, All-Star Music, All-Star Movies, Pop Century, and Art of Animation.

    Apr 8, 2026·49m·2 clips
  53. 53

    076: Christmas Movie Countdown

    The host discusses Disney holiday movies available on Disney+ and shares family favorite Christmas movies, along with tips for creating cozy movie traditions.

    Nov 20, 2024·24m
  54. 54

    075: Mastering Disney’s Lightning Lane: Your Ultimate Guide to Stress-Free Park Days at Walt Disney World

    Nov 9, 2024·39m
  55. 55

    074: Christmastime at Walt Disney World Resort 2024

    The host discusses the start of Disney's holiday season, upcoming Christmas decorations, and her family's upcoming Disney trips, including tips for traveling with a scooter.

    Nov 5, 2024·24m
  56. 56

    073: Navigating Disney Price Increases, Holiday Magic & Festival of the Arts

    Oct 25, 2024·25m
  57. 57

    072: Lighting Lane Multi Pass and Single Pass: The Basics and Park Strategy

    Oct 22, 2024·27m
  58. 58

    071: Disney Cruise Line: The First Time on The Wish

    Sep 24, 2024·32m
  59. 59

    070: The Beauty of Turning 40: Embracing Life's Wisdom and a Disney Adventure

    Aug 19, 2024·30m
  60. 60

    069: 2024 D23 Expo Announcements for Walt Disney World and Beyond

    Aug 11, 2024·33m
  61. 61

    068: Troubleshooting LLMP and LLSP

    Aug 9, 2024·29m
  62. 62

    067: Planning Mickey's Not So Scary Halloween Party for 2024

    Aug 9, 2024·31m
  63. 63

    066: Celebrating Christmas at Walt Disney World Resort

    Aug 1, 2024·29m
  64. 64

    065: Disney's New Lightning Lane System: Everything You Need to Know

    Jul 17, 2024·38m
  65. 65

    064: Disneyland Resort 2024

    Jul 12, 2024·40m
  66. 66

    063: The Disney College Program Experience with Erin, DCP Alum

    Host Jessica interviews Erin about her experience in the Disney College Program, discussing the application process, work roles, and personal growth.

    Jun 25, 2024·45m
  67. 67

    062: Magic Kingdom Area Resorts

    The host reviews Disney’s four Magic Kingdom-area deluxe resorts: Wilderness Lodge, Contemporary, Polynesian Village, and Grand Floridian.

    Jun 19, 2024·46m·2 clips
  68. 68

    061: Walt Disney World Trip Recap with Guest Creator: Kris from Happily Ever Park Hoppers

    Two friends recap their recent girls trip to Walt Disney World, discussing their experiences with the Disney dining plan and planning future trips.

    Jun 6, 2024·1h 29m
  69. 69

    060: Crescent Lake Resorts at Walt Disney World

    May 31, 2024·26m
  70. 70

    059: DVC Direct, Resale and Renting Points

    May 24, 2024·29m
  71. 71

    058: Tiana's Bayou Adventure, Disneyland, Summer and Christmas at Walt Disney World

    May 17, 2024·33m
  72. 72

    057: 2024 Character Dining Overview and Rankings

    May 9, 2024·33m
  73. 73

    056: MNSSHP 2024 Everything You Need To Know

    May 7, 2024·27m
  74. 74

    055: Guest Creator: Kris from Happily Ever Park Hoppers

    Apr 25, 2024·28m
  75. 75

    054: How to Use My Disney Experience

    The host explains her plan to provide free Disney World planning tips across platforms, focusing on using the My Disney Experience app.

    Apr 21, 2024·35m
  76. 76

    053: Genie+ for a Large Groups and Multigenerational Families

    Apr 18, 2024·27m
  77. 77

    052: Animal Kingdom Genie+ Strategy for 2024

    Apr 16, 2024·30m
  78. 78

    051: Disney Dreamers Academy 2024

    Apr 10, 2024·27m
  79. 79

    050: EPCOT Genie+ Strategy 2024

    Mar 29, 2024·27m
  80. 80

    049: Disney News March 2024

    Mar 27, 2024·24m
  81. 81

    048: Genie+ Hollywood Studios in 2024

    Mar 20, 2024·27m
  82. 82

    047: Disneyland, Walt Disney World, First Timers & Birthdays

    Mar 7, 2024·24m
  83. 83

    046: 2024 Magic Kingdom Genie+ Overview

    Feb 29, 2024·26m
  84. 84

    2024 Genie Service Introduction

    Feb 21, 2024·3m
  85. 85

    045: Genie Service in 2024

    Feb 21, 2024·32m
  86. 86

    044: Solo Trips, 1900 Park Fare, Disney Dining & Dining Alerts

    Feb 15, 2024·24m
  87. 87

    043: How to plan a Disney vacation! Disneyland Here we come!

    The host discusses planning a Disneyland trip after a long absence, offering a step-by-step guide for listeners planning their own Disney vacations.

    Feb 7, 2024·24m
  88. 88

    042: January 2024 Trip Recap and VIP Tour at Walt Disney World

    Jan 31, 2024·30m
  89. 89

    041: Packing for All Seasons at Walt Disney World

    Jan 12, 2024·24m
  90. 90

    040: January 2024 Disney Trip Prep

    Jan 6, 2024·24m
  91. 91

    039: Disney Christmas Recap & 2024 Trip Planning

    Dec 15, 2023·26m
  92. 92

    038: Holidays at Walt Disney World and Magic at Home

    Oct 31, 2023·25m
  93. 93

    037: Guest Creator & Travel Planner: Melissa From Foolish Mortal Travel Co

    Oct 17, 2023·40m
  94. 94

    036: Life Updates and Destination D23 Updates

    Sep 29, 2023·23m
  95. 95

    035: Disney and Social Media: Are expectations ruining your Disney Vacation?

    Sep 13, 2023·33m
  96. 96

    034: Genie+ After Almost Two Years

    Sep 6, 2023·26m
  97. 97

    033: Star Wars: Galatic Star Cruiser Recap

    Aug 23, 2023·38m
  98. 98

    032: Troubleshooting Walt Disney World

    Aug 15, 2023·26m
  99. 99

    031: Guest Creator: Amanda - Once Upon a Marathon

    Jul 25, 2023·1h 12m
  100. 100

    030: Planning, Prepping & Packing for a Walt Disney World Vacation

    Jul 18, 2023·21m
  101. 101

    029: DVC Rental Store, DVC Ownership & Deluxe Resorts

    Jul 11, 2023·28m
  102. 102

    028: Planning Disney For a Large Group

    Jul 7, 2023·23m
  103. 103

    027: Holidays at Walt Disney World

    Jun 21, 2023·22m
  104. 104

    026: Should you do runDisney?

    Jun 15, 2023·29m
  105. 105

    025: Preparing for Summer at Walt Disney World

    May 23, 2023·25m
  106. 106

    024: April Trip Recaps and More

    May 17, 2023·27m
  107. 107

    023: 2024 Changes at Walt Disney World

    May 9, 2023·25m
  108. 108

    022: Disney Days without Genie+ Tips and Tricks

    Jessica provides strategies for enjoying Disney parks without purchasing Genie Plus, including tips on managing wait times and budgeting.

    Mar 22, 2023·26m
  109. 109

    021: Realistic Disney Day 8 - Planning Process & Hollywood Studios

    Mar 7, 2023·30m
  110. 110

    020: Standby Skipper, Genie+ & Strategy

    Feb 28, 2023·32m
  111. 111

    019: WHD Top Ten Disney Mistakes

    Feb 7, 2023·26m
  112. 112

    018: Babies, Toddlers, Big Kids: Tantrums and Tools for a Peaceful Vacation

    Feb 1, 2023·28m
  113. 113

    017: Disney Traps: Why Disney Vacations are UNLIKE any other vacations.

    Jan 26, 2023·25m
  114. 114

    016: Animal Kingdom Genie+ Strategy

    Jan 23, 2023·23m
  115. 115

    015: Hollywood Studios Genie+ Strategy

    Jan 10, 2023·25m
  116. 116

    014: Magic Kingdom Genie+ Strategy

    Dec 22, 2022·30m
  117. 117

    013: Enjoying the Christmas Season

    Dec 1, 2022·23m
  118. 118

    012: Genie+ Strategy for Epcot

    Nov 29, 2022·24m
  119. 119

    011: Genie Service Introduction

    Oct 19, 2022·27m
  120. 120

    010: Is Genie+ Worth it?

    Oct 12, 2022·25m
  121. 121

    009: Conflict Resolution at Walt Disney World

    Oct 4, 2022·25m
  122. 122

    008: When Disney Vacations Go Wrong – How Our Six-Day Family Trip Fell Apart (and What We Learned)

    Sep 28, 2022·28m
  123. 123

    007: D23 Disney Expo Announcements

    Sep 13, 2022·25m
  124. 124

    006: How to Plan a Walt Disney World Trip in 15 minutes

    Sep 6, 2022·23m
  125. 125

    005: Booking Disney Dining & Enchanted Extras

    Jul 19, 2022·27m
  126. 126

    004: Plan A Disney Trip in 6 Weeks

    Jul 10, 2022·28m
  127. 127

    003: Multigenerational Disney Trip Planning (Four Months Out)

    Jun 21, 2022·24m
  128. 128

    002: Character Dining, why you should and shouldn’t book!

    May 18, 2022·30m
  129. 129

    001: Well Hello Disney Introduction

    May 8, 2022·16m