Geekin' On WDW | Trip Reports From A Community of Disney World Fans

This week on the Geekin’ on Walt Disney World Podcast, we welcome back one of our longest-running Super Geeks and great friends — Glen Kessler! Glen joins us with not just one, but two completely different Disney World trips taken just one week apart.

From a high-energy boys-only adventure packed with early rope drops, waterpark fun, and Fort Wilderness hijinks…

to a relaxing, heartfelt half marathon weekend with Rebecca and friends…

this episode is full of great stories, park hacks, food recommendations, and emotional moments that remind us why we love Disney so much.

Listen to Episode 644:

We’re on Apple, Spotify and our Libsyn link is: https://geekinonwdw.libsyn.com/two-trips-two-weekends-and-twice-the-magic-two-glen-kessler-trip-reports-ep-644

Glen first takes us through a long weekend with his three boys — a perfectly planned trip filled with strategy, spontaneity, and those little magical moments you can’t script.

Then it’s back to Disney just four days later for a runDisney half marathon weekend. Between France Pavilion brunch, surprise meet-ups with friends, Beacon Barrel fun, and a powerful finish-line moment, Glen brings heart and humor to every part of this episode.

Whether you love Geekin’-style park hacks, family trip stories, runDisney energy, or Disney dining adventures, this episode has it all.

Glen is one of our best storytellers — heartfelt, funny, and always thoughtful. You’re going to love this episode.

Are you ready to plan your next magical vacation?

My wife Margita, our good friend Auntie Judy, and I would love to help you create your next Disney adventure. Whether it’s Disney World, Disneyland, Universal, a Disney Cruise, or even Disneyland Paris — we’ve got you covered.

And if you’ve already booked a trip, it always warms our hearts when listeners transfer their bookings to us as a thank-you for the show.

Reach out via Facebook Messenger or email me at **t[email protected]**

(And don’t worry — the email is always in the show notes of your podcast app!)

We love talking Disney trips and tips with you, and we’d love to help you create your next magical adventure!

A huge thank-you to all our Patreon supporters!

Your contributions help keep the podcast going and allow us to bring more Disney stories and Super Geek conversations to your ears every week.

Join the fun at:

Patreon.com/GeekinOnWDW

You’ll get bonus audio, behind-the-scenes conversations, and recordings from our trips.

The post Two Trips, Two Weekends, and Twice the Magic — Two Glen Kessler Trip Reports – Ep. 644 first appeared on Geekin' On WDW Podcast.

Glen Kessler joins us with not just one, but two completely different Disney World trips taken just one week apart.

Welcome Disney Geeks!
This week on the Geekin’ on Walt Disney World Podcast, we welcome back long-time Super Geek Kayleen Stunz, who brings us two magical Disney World trip reports from Summer 2025.

Kayleen shares a joyful, energetic, and unforgettable big family vacation — with eight adults and five little ones — plus a totally different style of Disney magic during a September couples getaway with her husband, Scott. From multigenerational memories to peaceful lounge time and hilarious mishaps, this episode is packed with heart, humor, and real-world Disney wisdom.

Available on Apple and Spotify

Kayleen’s June trip brings the entire family together:
8 adults + 5 kids (ages 10 to 3 months!)
Two two-bedroom villas at Disney’s Grand Floridian
Rope drops, Genie+ strategies, character meals, and big smiles

Kayleen and Scott returned in September for a much more relaxed, gourmet, and lounge-focused Disney trip.
Three nights at Saratoga Springs + one night at Coronado Springs (including the funniest story of the episode!).

Ready to book your next Disney adventure?

My wife Margita and our friend Auntie Judy — the Travelin’ Tiaras — are here to help!
They’ll work with you to plan a stress-free, magical vacation at:

Walt Disney World
Disneyland
Disneyland Paris
Disney Cruise Line

You can book with them or transfer your existing booking.
Reach out at [email protected] or message us on Facebook.

We LOVE hearing from you!
If you’d like to be featured on a future episode of the podcast:

Email me at [email protected]
Or message me on Facebook

Join our incredible community:
Geekin’ on WDW Family Facebook group — one of the kindest Disney groups around!

A big thank-you to our Patreon supporters!
Your generosity keeps our magical stories flowing and helps us bring more geeky joy to the community.

Join us at Patreon.com/GeekinOnWDW for bonus episodes, behind-the-scenes audio, and live trip recordings.

The post Big Family Trip & Couples Getaway — Kayleen’s Disney World Summer Trips – Ep. 643 first appeared on Geekin' On WDW Podcast.

This week, Super Geek Kayleen Stunz returns with two Summer 2025 Disney World trip reports — a big multigenerational family vacation and a relaxing September couples getaway. Fun stories, great tips, and plenty of Disney magic!

This week, we’re sailing north — way north! — for an epic Alaska Cruise Comparison Show.
We welcome three long-time Super Geeks — Jeff Kessler, Deirdre Watts, and Selena Roll — who each took different cruise lines to Alaska this summer.

Jeff cruised with Norwegian, Deirdre with Disney Cruise Line, and Selena with Royal Caribbean — and they’re here to share every detail, from breathtaking glaciers to unforgettable meals, and the differences in onboard experiences.

If you’ve ever dreamed of an Alaskan adventure, this episode will help you choose the perfect ship for your next voyage.

Are you ready to plan your next Disney vacation — or maybe your own Disney Cruise to Alaska?
My wife Margita and our good friend Auntie Judy are the Travelin’ Tiaras, your Disney travel experts!

They’ll help you plan a stress-free, fun-filled Disney World, Disneyland, Disney Cruise Line, or Disneyland Paris vacation — and the best part? Their services are completely free when you book with us or transfer an existing booking.

Email: [email protected]
Facebook Messenger: Travelin’ Tiaras

“I’ve talked with a lot of Super Geeks who rave about the beauty and adventure of Alaska cruises, so I couldn’t wait to bring you this special comparison episode. Let’s hear from three of our pals comparing Norwegian, Royal Caribbean, and our beloved Disney Cruises.”

Have you cruised to Alaska before — or are you planning one soon?
Share your experiences and questions in our Geekin’ on WDW Family Facebook group!
It’s the best place to connect with fellow Disney Geeks, swap stories, and get tips for your next magical trip.

If you love what we do and want to keep the magic flowing, please consider supporting us on Patreon.com/GeekinOnWDW.
You’ll get access to bonus recordings, behind-the-scenes fun, and our private Super Geek community!

The post Sailing to Alaska: Comparing Disney, Royal Caribbean & Norwegian Cruises – Ep. 642 first appeared on Geekin' On WDW Podcast.

This week, we're sailing north — way north! — for an epic Alaska Cruise Comparison Show. ❄️ We welcome three long-time Super Geeks — Jeff Kessler, Deirdre Watts, and Selena Roll — who each took different cruise lines to Alaska this summer.

It’s a father–daughter reunion over 11 years in the making!
In this heartwarming episode, I’m joined by my original co-host — and the smartest Disney daughter in the world — Lindsay!

Lindsay and I take a nostalgic trip down memory lane as we talk about growing up Disney, starting the Geekin’ on WDW Podcast together, and how her time in the Disney College Program shaped her love of magic, service, and creativity.

She also opens up about her passion for Epcot, her behind-the-scenes experiences at Downtown Disney and the Beach Club, and how the Four Keys of Disney training still influence her professional life today.

And because this is Lindsay — we geek out about Broadway, too! From Phantom of the Opera to Hadestown, we explore how Disney truly “saved Broadway” and why live theater has become such a meaningful part of our lives.

Plus, we read listener questions and comments from Super Geeks including Tom Ellison, Kayleen Stunz, Wendy Fox, Natalie DeAloia, Roxanne Steele, Daniel Ginger, Kevin Curtis Allen, and Glen Kessler.

“The Geek is strong with this one! The mics are on, the memories are flowing with my favorite co-host of all time — Lindsay!”

Ready to plan your next Disney vacation?

My wife Margita and our good friend Auntie Judy are the Travelin’ Tiaras — your Disney travel experts!

They’ll help you plan a stress-free, fun-filled Disney World, Disneyland, Disneyland Paris, or Disney Cruise Line vacation — and the best part? Our services are completely free when you book with us or transfer your existing Disney booking.

Reach out on Facebook Messenger or email [email protected] — we’d love to help you create your next magical adventure!

Want to share your own Disney World trip report on the podcast?
Message me on Facebook Messenger or email [email protected].

Come join the Geekin’ on WDW Family Facebook group — one of the friendliest, most supportive Disney communities on the internet!

Huge thanks to all our Patreon supporters who help keep this podcast going strong. Your contributions make it possible for me to share more trip reports, behind-the-scenes stories, and bonus recordings.

Join the fun at Patreon.com/GeekinOnWDW — and get access to exclusive bonus content, including my live September trip recordings.

The post Growing Up Disney: Lindsay’s College Program Stories & Magical Reflections – Ep. 641 first appeared on Geekin' On WDW Podcast.

Lindsay and I take a nostalgic trip down memory lane as we talk about growing up Disney, starting the Geekin' on WDW Podcast together, and how her time in the Disney College Program shaped her love of magic, service, and creativity.

It’s a fun-filled episode packed with resort-hopping stories, dining adventures, and even a wild evacuation moment on Ratatouille that only a true Geek could appreciate!

Judy shares her unique take on our four-resort “monorail crawl” — where we switched rooms several times and sampled some of Disney’s finest DVC resorts.

You’ll hear about:

Judy also shares her favorite magical moments — from meeting up with fellow Geeks in the parks to why she always reminds travelers to “be flexible” and enjoy the magic as it comes.

Are you ready to plan your next Disney vacation?

My wife Margita and our good friend Auntie Judy are the Travelin’ Tiaras — your Disney travel experts!

They’ll help you plan a stress-free, fun-filled Disney World, Disneyland, Disneyland Paris or Disney Cruise Line vacation — and we know lots of you love handling your own bookings, but it always makes our day when listeners transfer their trip to us for a little advice or as a thank-you for the show.

Our friend Bubba just transferred his booking to us — thanks Bubba! I heard about it at dinner last night.

Reach out on Facebook Messenger or email us at [email protected] — we’d love to help you create your next magical adventure!

If you’re not already part of the Geekin’ on WDW Family Facebook group, come join us!
It’s one of the friendliest Disney communities you’ll find — filled with trip reports, park tips, and daily Disney joy shared by listeners from around the world.

This week, many of our Super Geeks are celebrating their Wine & Dine runDisney races — congrats to everyone who crossed that finish line!

I’m so grateful to everyone who supports the podcast through Patreon — you’re a big part of what makes this community so special.
Your contributions help me keep creating new trip reports, connecting with Super Geeks, and sharing the stories we all love.
If you’d like to join in, visit Patreon.com/GeekinonWDW and enjoy exclusive bonus content, including my live trip-report recordings from our September adventure.

It’s always a blast recording with Auntie Judy — her stories, humor, and heart make every episode special.
From monorail memories to resort-hopping magic, this episode is packed with fun insights and the kind of laughter only our Geekin’ Family can bring.

The post Disney’s Grand Floridian to the Poly Tower: Auntie Judy’s Monorail Resort Hopping – Ep. 640 first appeared on Geekin' On WDW Podcast.

Judy and Ken joined Margita and me for an unforgettable September stay along the monorail loop — including first-time experiences at the Grand Floridian Villas, Bay Lake Tower, and the brand-new Polynesian DVC Tower!