The Laid-Back Magic® Way: A Disney World Planning Podcast

Dana Stanley
  • 5.0 (62)
  • PLACES & TRAVEL
  • UPDATED WEEKLY
The Laid-Back Magic® Way: A Disney World Planning Podcast

Planning a Disney vacation shouldn’t leave you feeling overwhelmed, stressed, or questioning if you’re “doing it right.” You want a trip your family will remember for years—but between endless online advice and all the moving parts, it’s easy to feel buried in details and unsure where to start. Here’s the good news: It’s not your fault. The problem isn’t you—the rigid, one-size-fits-all strategies forget every family is different. That’s where I come in. I’m Dana Stanley, creator of Laid-Back Magic® and a mom of three who knows exactly what it’s like to balance magical family dreams with real-life challenges. After over 16 years of planning Disney trips, I’ve learned that success isn’t about chasing perfection or treating your vacation like a To Do list—it’s about finding what works for your family and leaving room for the magic. On this podcast, I share simple, actionable tips, mindset shifts, and expert insights to help you plan Disney trips that feel even better than they look on paper. You’ll also hear real-life trip recaps, honest reviews, and guest perspectives to inspire your next vacation. I know how important this trip is to you, and I’ve been there—balancing nap times, budgets, and the pressure to make everything perfect. But I promise you: Disney World can be manageable, magical, and most importantly, laid-back. Subscribe now and join me every Monday as we plan your next favorite family memories together, the Laid-Back Magic® way. Your dream vacation is closer than you think—let’s make it happen! Let's connect! Somewhere Worthwhile Website → https://somewhereworthwhile.com/home Instagram → https://somewhereworthwhile.com/instagram Join the Laid-Back Magic® community → https://somewhereworthwhile.com/laidbackmagic Shop the guides → https://somewhereworthwhile.com/guides Read the blog → https://somewhereworthwhile.com/blogpage

Episodes

  1. 6D AGO

    11: Planning a Family Trip to Disney World? Here’s What No One Warns You About

    Get all the links mentioned in this episode in the full show notes HERE! Let’s be real—planning a family trip to Disney World can feel like a ton of bricks when you’re trying to manage all the personalities, interests, and dynamics in a family. In today’s episode, I’m pulling back the curtain on what really goes down when you’re managing expectations—from toddlers to in-laws—on a family trip to Disney World. Whether you're navigating a multigenerational family vacation or just trying to survive a meltdown-filled park day, we’re diving into the real magic: family dynamics, and how to handle them without needing a second vacation to recover. In this episode, I’ll spill: Why someone will 100% have a meltdown—and what you can do about it before it becomes a group activity on your family trip to DisneyHow to prep your people (big and small) so expectations match reality—without feeling like you’re hosting a TED Talk for your family at Disney WorldThe secret to splitting up without feeling like you’re ruining the “togetherness” of your multigenerational family vacationsMy go-to method for making each person on your family trip to Disney feel like the trip was designed just for them Here’s the thing—planning the logistics is one thing, but managing the emotions, expectations, and energy of your family at Disney World is another level entirely. So whether you’re heading out on one of those epic multigenerational family vacations or simply tackling your first family trip to Disney, this episode is going to give you a little more confidence. Here’s the big question: What’s your biggest challenge when it comes to managing the people (not just the plans) on your family trip to Disney World? Let me know your thoughts over on IG:  @somewhereworthwhile. LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    19 min

  2. APR 14

    10: Why Eleuthera, Bahamas Is the Best-Kept Secret for Family Vacations

    Get all the links mentioned in this episode in the full show notes HERE! Thinking of ditching your Disney itinerary for something a little more…barefoot?  In this episode, we’re trading Lightning Lane stress for pink sand and seashells in Eleuthera, Bahamas—aka the dreamy, no-schedule-needed spot that’s become my family’s not-so-secret escape. This island has become one of our most treasured places outside of Disney World, and I have a feeling it could be that for you, too.  This episode is your go-to guide for planning family vacations to the Bahamas—but make it chill, make it low-key, and make it magical by trying out Eleuthera over the popular tourist spots.  In this episode, I’m covering: How to actually get to Eleuthera, Bahamas with kids (hint: it involves at least two planes)Where to stay for your Bahamas family vacation so you’re never too far from a pristine beach.What makes family vacations to the Bahamas actually fun with littles—10 things to do that won’t leave you overwhelmedAnswers to “is Eleuthera safe?” and other FAQs I get all the time.Everything you didn’t know you needed to pack for Bahamas with kids. And yes, I’m also revealing where to find the cutest library, the calmest beach, and the best boba spot on Eleuthera, Bahamas (that my 8-year-old now considers sacred ground). So if you’re craving a Bahamas family vacation—this episode might be just the step in the right direction.  Need more info on where to stay? Let me know your questions over on IG: @somewhereworthwhile. LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    33 min

  3. APR 7

    9: Dining in Disney World: Your Questions, Answered!

    Ever feel like you need a PhD to figure out dining in Disney World?  Between navigating character dining in Disney World, the chaos of quick service, trying to answer “is the Disney Dining Plan worth it?”, and debating whether that mousse shaped like corn is actually good (spoiler: it is), it can feel like a full-time job.  Luckily, I’ve taken that job on for you. You're welcome. In this episode, I’m answering your burning questions about dining in Disney World, including where to eat in the parks, what I really think about the Disney Dining Plan, and how to make Disney World dining reservations that don’t mess with your Lightning Lane strategy.  Here’s what I’m covering: Why less is more when it comes to character dining in Disney World—and which ones are actually worth itMy honest take on the Disney Dining Plan and the million-dollar question: is the Disney Dining Plan worth it?The surprisingly tricky way Disney World dining reservations can mess with your Lightning Lane plans—and how to avoid itMy go-to picks for the best dining in Disney World, including a few favorites you’ll find near the Boardwalk and in EPCOTThe real truth about dining in Disney World Magic Kingdom (ahem, it's not the park’s strongest area) If you’ve ever found yourself Googling the best Disney restaurants for kids while simultaneously microwaving nuggets and trying to figure out how to do dinner without crying (you or them, either applies), this episode is for you. So, what’s your go-to strategy for dining in Disney World? Are you a plan-it-all-at-60-days type or a “we’ll grab a pretzel and figure it out” kind of gal? Let me know over on IG:  @somewhereworthwhile. RESOURCES FROM THIS EPISODE: Read the full show notes HERE! Episode 6: Why We Can't Stop Booking Disney's BoardWalk Resort Plant-based options LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    24 min

  4. MAR 31

    8: Monthly R.E.P.O.R.T. (Ina Garten, Favorite Luggage, a Sleep Hack & More)

    Today, we’re doing things a little differently. Instead of diving deep into Disney World planning, I’m bringing you something new: my first-ever R.E.P.O.R.T. episode.  Think of it as a peek inside my brain, but with actual recommendations—things I’m reading, eating, playing, obsessing over, recommending, and treating myself to this month.  If you’ve ever found yourself endlessly scrolling for the best books for women to add to your nightstand, searching for a toddler travel essentials list that won’t make you overpack, or struggling with kid friendly weekly meal plans (because why do they need three meals every single day?), this episode is for you. Let’s get into it. In this episode, I’m covering: Why I think Ina Garten’s latest book is one of the best books for women to read at any stage of life (and why Ina is way more inspiring than I expected)Some of my favorite items on my toddler travel essentials listThe simple sleep hack that’s finally helping me get real restMy tip for kid friendly weekly meal plans that don’t involve making 87 Target runsOur latest favorite movie that has been playing on repeat in my house What’s one thing you’ve been reading, eating, playing, obsessing over, recommending, or treating yourself to this month? Let me know your thoughts over on IG:  @somewhereworthwhile. DM me your favorites or tag me if you try any of mine. Can’t wait to hear what’s making your life easier (or at least more fun) this month. RESOURCES FROM THIS EPISODE: Read the full show notes HERE! Be Ready When the Luck Happens by Ina Garten  Digital alarm clock My favorite luggage Join my newsletter Your BFF Kate  LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    14 min

  5. MAR 24

    7: Disney World With a Baby: Here’s Everything I’ve Learned

    Packing for Disney World with a baby feels a little like preparing for a mini expedition—except instead of climbing Everest, you're navigating nap schedules, figuring out the Disney World stroller situation, and figuring out what rides can babies ride at Disney World without a meltdown (yours or theirs).  But here’s the thing—it can be magical and manageable. As a mom of three, I’ve done Disney World with a baby at every stage. And along the way, I’ve learned what actually works, what’s worth bringing, and what you can 100% leave at home. From Disney baby care center hacks to Disney World stroller strategies that will make your life easier, I’m sharing all my best tips—because while your baby might not remember this trip, you will, and I want those memories to be the good kind. In this episode, I’m covering: The unexpected baby travel hack that made our hotel room actually functional.Naps at Disney World with a baby—how to make them happen without missing all the fun.The real deal on the Disney baby care center—what’s inside and how it can save the day.The ultimate Disney World stroller game plan—because stroller parking chaos is real, and we are not about that life.What rides can babies ride at Disney World? More than you think—but some are surprisingly great (and some, not so much). Have you been to Disney World with a baby? What’s your biggest tip or must-have item? Let’s chat over on IG: @somewhereworthwhile. RESOURCES FROM THIS EPISODE: Read the full show notes HERE! BabyQuip Rentals My Favorite Double Stroller Electrolytes I Love Disney’s Baby Care Centers Embroidery Locations at Magic Kingdom: Curtain Call Collectibles, Fantasy Faire  Embroidery Location at EPCOT: Gateway Gifts Embroidery Location at Disney Springs: Wonderful World of Memories LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    25 min

  6. MAR 17

    6: Why We Can't Stop Booking Disney's BoardWalk Resort

    If you’re deep into Disney World planning, your search history probably looks something like this: “where to stay at Disney World”, “best Disney resort for toddlers”, “Disney Boardwalk restaurants”, and “how to survive Disney transportation without losing my mind”.  Sound familiar? If so, you’re in the right place. Choosing the right resort is a big deal—especially when you’ve got kids, a stroller, and an overflowing park bag to manage. But let me make this easy for you: Disney Boardwalk resort is the one we keep coming back to, and today, I’m breaking down exactly why. From its unbeatable location to its charming, seaside-inspired vibes, the Disney Boardwalk has us in a chokehold (in the best way possible).  But don’t worry, I’m also spilling the quirks—because no resort is perfect (and yes, I have some feelings about the Disney Boardwalk resort pool situation). In this episode, we’re diving into: The Disney Boardwalk resort location hack that could save you from the dreaded park transportation meltdowns—and why walkability matters more than you think.Why the Disney Boardwalk restaurants might be the best hidden gems for last-minute dining reservations (but also, why I still need chicken nuggets to make a comeback).The real deal with the Disney Boardwalk resort pool—is it a win for families, or is something major missing?How to book a deluxe resort for way less than Disney’s website prices—yes, even at the Disney Boardwalk.The #1 reason I think the Disney Boardwalk might just be the best Disney resort for toddlers (even though it’s missing a key feature!). So, have you ever stayed at the Disney Boardwalk resort, or is it on your list?  And if you’re still deciding where to stay at Disney World, what’s at the top of your resort must-haves? Let me know your thoughts over on IG @somewhereworthwhile. RESOURCES FROM THIS EPISODE: Read the full show notes HERE! DVC Rental Store LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    18 min

  7. MAR 10

    5: Disney World Crowds Are No Joke—Here’s How to Survive the Busiest Days at Disney World

    Let’s be real—if you're planning on spring break in Disney World, you need a strategy.  Picture Disney World crowds, then multiply it by ten. That’s what you’re walking into. But don’t panic!  In this episode, I’m breaking down how to survive and actually enjoy even the busiest days at Disney World (without waiting in 90-minute lines back-to-back). Whether you're spending spring break in Disney World, or any other days during Disney World peak season, I’ve got you covered. Here’s what you’ll learn in this episode: The #1 mistake most people make when visiting during Disney World peak season—and how to avoid itWhy your resort choice could make or break your spring break in Disney World (and the best resorts for skipping transportation headaches)Lightning Lanes: Are they worth the money, and what’s the right way to use them to avoid long waits on the busiest days at Disney World?The one thing you should wear to avoid losing your family in the Disney World crowds (seriously, it works!)How to master mobile ordering during Disney World peak season so you’re not standing in line when you could be riding Space Mountain Surviving the busiest days at Disney World doesn’t have to be a nightmare! With the right game plan, you can still have a magical, stress-free experience—even with the Disney World crowds. What’s your best tip for handling Disney World crowds? Let me know your thoughts over on IG: @somewhereworthwhile. RESOURCES FROM THIS EPISODE: Read the full show notes HERE! Crowd Calendar Lightning Lane Toolkit Mobile Checkout Magic Kingdom Dessert Party LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    13 min

  8. MAR 3

    4: Avoid These 5 1/2 Disney World Planning Mistakes

    Ever feel like Disney World planning is an extreme sport that no one prepared you for? If you’ve ever second-guessed your Disney World dining reservations, underestimated Disney transportation, or thought “Eh, I’ll figure it out when I get there”—I’ve got news for you. That’s how you end up stressed, exhausted, and eating overpriced popcorn for dinner.  In this episode, I’m breaking down common Disney World planning mistakes that could turn your dream trip into a logistical nightmare—whether it's not understanding how Disney transportation works or messing up your Disney World dining reservations.  Plus, I’m sharing essential Disney World tips for first timers so you can spend more time soaking in the magic and less time frantically searching "best way to get from Epcot to Magic Kingdom FAST." What you’ll learn in this episode: Why Disney transportation can make or break your day—and how one wrong move could leave you scrambling to make it to your Disney World dining reservations on timeThe biggest Disney World planning mistake most people make when booking their trip—and why it’s not just about budgetHow to avoid dining disasters by understanding exactly when and how to book Disney World dining reservations (because you don’t want to be stuck eating overpriced pretzels while watching other people enjoy Cinderella’s Royal Table)Disney World tips for first timers that actually help—including one thing you should do before you even pack your bags (trust me, it’s a lifesaver!)A little-known Disney transportation trick that could save you hours of walking, waiting, and wondering why you didn’t just book a Minnie Van through Lyft If Disney World planning has you feeling more stressed than excited, don’t worry—you’re not alone. But with the right approach (and some solid Disney World tips for first timers), you can actually enjoy the trip you’ve been dreaming about. So tell me—what’s the biggest Disney World planning mistake you’ve made, or the one you’re afraid of making? Let’s talk about it over on IG: @somewhereworthwhile!  RESOURCES FROM THIS EPISODE: 10 Mistakes to Avoid When Planning for Disney World Episode 2: Is the Magic Kingdom Dessert Party Worth It? Calendar Calculator My Disney Experience App LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides a...

    16 min

  9. FEB 24

    3: My (Very) Unexpected Path to Disney Content Creator

    Ever wondered how someone goes from filming weddings to talking about planning trips to Disney World for a living? Yeah, me too.  Because five years ago, I didn’t even know what a Disney content creator was—let alone think I’d be one. In today’s episode, I’m rolling back the tape (yes, actual tape—shoutout to my fellow 90s kids with VHS collections) and sharing how I went from wedding videographer to full-blown Disney mom, making planning trips to Disney World stress-free, and magical.  Spoiler: It involves a little bit of luck, a whole lot of research, and some very questionable business names along the way. So, if you’re a mom balancing kids, chaos, and a love for planning trips to Disney World—or maybe just dreaming about turning your own passion into something bigger—this one’s for you. Let's chat about how this whole wild ride started. In this episode, you’ll hear: How one wedding changed everything—and sent me on a path toward becoming a Disney content creator (completely by accident).The surprising ways my wedding videography career actually helped me master planning trips to Disney World (turns out, brides and Disney moms have a LOT in common).The Instagram moment that sparked my pivot from filming “I dos” to being a Disney content creator and helping moms who are planning trips to Disney World.Why I almost named my business something truly terrible—and how it finally evolved into what it is today. So tell me—if you could start a business around your biggest passion, what would it be? Let’s talk over on IG: @somewhereworthwhile. I’d love to hear your dream (or just your best Disney memory). RESOURCES FROM THIS EPISODE: Lisa & Nick's Disney Wedding Video LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    19 min

  10. FEB 24

    2: Is the Magic Kingdom Dessert Party Worth It? Here’s What You Need to Know Before You Plan Your Disney Trip

    Imagine this: you're at Disney World, the sun's setting, and you're about to experience the Magic Kingdom fireworks like never before. Intrigued? Well, in this episode, I dive into everything you need to know about the Tomorrowland Terrace Dessert Party, from the pros and cons to which Disney Dessert Party option might be the best fit for your family.  We’ll chat about why I book a Magic Kingdom Dessert Party every time (despite my occasional grumbles), the difference between the Pre-Party, Post-Party, or Seats & Sweets, and how to plan your Disney trip to make the most out of your night.  Here’s what I’m covering in this episode:What is a Disney Dessert Party, and how does it work? Get the inside scoop on what makes these events magical (or not).The cost vs. magic factor: Why the $350 price tag might be worth it—or why it might not.Pre-Party, Post-Party, or Seats & Sweets? Which Magic Kingdom Dessert Party should you choose for your family? I’ll help you decide.Pro tips for making the most of your night: How to maximize fun while keeping the meltdown potential at zero.Is it allergy-friendly? The lowdown on gluten-free and dairy-free options at the Tomorrowland Terrace Dessert Party. If you’re getting ready to plan your Disney trip and considering adding a Magic Kingdom Dessert Party to your lineup, this episode will help you make the best decision for your family. So, have you been to a Disney Dessert Party? If not, which one would you choose? Let me know your thoughts over on IG:  @somewhereworthwhile. RESOURCES FROM THIS EPISODE: Read the full show notes HERE! Disney website: Pre-Party Disney website: Sweets & Seats Disney website: Post-Party LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    31 min

  11. FEB 24

    1: Why 22% of People Regret Their Disney Trip (and How to Plan a Trip to Disney That Actually Feels Magical)

    Planning a Disney trip should be exciting, right? But somehow, 22% of guests leave Disney World feeling disappointed. So, what went wrong? In this episode, I share exactly why some trips fall flat and how to plan a trip to Disney that actually feels magical for your family. We’re diving into the five steps I use to create a Disney trip that’s manageable, memorable, and (dare I say) even fun to plan. Forget the stressful, go-go-go vacation. This episode is all about slowing down, setting intentions, and learning how to plan a trip to Disney that feels just as good in real life as it looks on Instagram. In this episode, you’ll learn:Why some Disney trips flop, and how to plan a trip to Disney that keeps you out of that 22% who leave feeling “meh.”How to set intentions for your 2025 Disney trip: This mindset shift will change how you approach every aspect of planning—from resorts to dining to attractions.Why forcing Disney’s schedule on your family can backfire—and what to do instead.How saying no to viral “must-dos” can actually save your sanity (and make your 2025 Disney trip even better). So, what’s your biggest Disney trip planning challenge? Let me know your thoughts over on IG: @somewhereworthwhile. I’d love to hear from you! RESOURCES FROM THIS EPISODE:FREE Journal Ride Downtime Yahoo Article: I spent so much money at Disney World waiting for the magic to happen. LET’S CONNECT!Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    15 min

  12. FEB 4

    Introducing… The Laid-Back Magic® Way Podcast!

    Hey there, I’m Dana Stanley—creator of Laid-Back Magic®, a mom of three, and your go-to guide for Disney World tips and secrets!  If you’re a busy mom looking to finally plan your Disney trip without feeling overwhelmed by the heat, crowds, and costs, then you’re in the right place.  I created The Laid-Back Magic® Way Podcast to help you travel to Disney with a fresh perspective, a relaxed mindset, and a whole lot of magic. Whether you’re dreaming of your first trip or your hundredth, I’m here to show you that there’s a better way to plan your Disney trip—one that leaves you with more time for making memories with your family. Every Monday, I’ll be sharing a new episode filled with actionable advice, Disney World tips and secrets, honest reviews, and behind-the-scenes stories that cut through the clutter of overwhelming Disney planning.  If you’re ready to take a deep dive into practical tips, expert insights, and a fresh approach to plan your Disney trip, then hit that subscribe button now! Also, follow me on Instagram @somewhereworthwhile for even more behind-the-scenes magic, and get ready to transform the way you travel to Disney.  LET’S CONNECT! Somewhere Worthwhile Website Instagram Join the Laid-Back Magic® community Shop the guides Read the blog Podcast music by Podington Bear, track: 'Filaments', licensed under CC BY-NC, courtesy of Free Music Archive.

    2 min

Trailer

5
out of 5
62 Ratings

About

Planning a Disney vacation shouldn’t leave you feeling overwhelmed, stressed, or questioning if you’re “doing it right.” You want a trip your family will remember for years—but between endless online advice and all the moving parts, it’s easy to feel buried in details and unsure where to start. Here’s the good news: It’s not your fault. The problem isn’t you—the rigid, one-size-fits-all strategies forget every family is different. That’s where I come in. I’m Dana Stanley, creator of Laid-Back Magic® and a mom of three who knows exactly what it’s like to balance magical family dreams with real-life challenges. After over 16 years of planning Disney trips, I’ve learned that success isn’t about chasing perfection or treating your vacation like a To Do list—it’s about finding what works for your family and leaving room for the magic. On this podcast, I share simple, actionable tips, mindset shifts, and expert insights to help you plan Disney trips that feel even better than they look on paper. You’ll also hear real-life trip recaps, honest reviews, and guest perspectives to inspire your next vacation. I know how important this trip is to you, and I’ve been there—balancing nap times, budgets, and the pressure to make everything perfect. But I promise you: Disney World can be manageable, magical, and most importantly, laid-back. Subscribe now and join me every Monday as we plan your next favorite family memories together, the Laid-Back Magic® way. Your dream vacation is closer than you think—let’s make it happen! Let's connect! Somewhere Worthwhile Website → https://somewhereworthwhile.com/home Instagram → https://somewhereworthwhile.com/instagram Join the Laid-Back Magic® community → https://somewhereworthwhile.com/laidbackmagic Shop the guides → https://somewhereworthwhile.com/guides Read the blog → https://somewhereworthwhile.com/blogpage

Information

You Might Also Like

To listen to explicit episodes, sign in.

Stay up to date with this show

Sign in or sign up to follow shows, save episodes, and get the latest updates.
Select a country or region

Africa, Middle East, and India

Asia Pacific

Europe

Latin America and the Caribbean

The United States and Canada