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

Episode Summary

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.

Highlights from Episode 644

• Typhoon Lagoon arrival day with the boys — wave pool, Crush ’n’ Gusher, lazy river naps, and the perfect use of the new waterpark perk





• Boma buffet battle — carving-station domination and zebra dome challenges





• One-night stay at Kidani Village before the big Fort Wilderness surprise





• Fort Wilderness cabins — Halloween decorations, VIP cabin placement, and the runaway favorite activity: golf-cart cruising





• Two flawless rope-drop mornings — Glen explains exactly how they were FIRST at the tapstiles at both HS and MK





• All-you-can-eat French brunch at Chefs de France — a foodie dream with unlimited mimosas





• Half Marathon Weekend — injury recovery, group support, and Glen’s hilarious mid-race sandwich detour





• Beacon Barrel review — great food, great cocktails, and a standout cast member who made the experience





• Emotional monorail moment — Glen’s boys offering their seats and receiving pixie dust





• Why Disney friends make every trip special

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

Plan Your Next Disney Vacation with the Travelin’ Tiaras

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 **travelintiaras@gmail.com**

(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!

Support the Podcast on Patreon

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.