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Main Street Magic - A Walt Disney World Podcast

764: The Happiest Challenge That Ever Sailed: 10 Hours on “it’s a small world”

Main Street Magic - A Walt Disney World Podcast

Jeremy Stein

Walt Disney World, Disney Springs, Society & Culture, Animal Kingdom, Walt Disney, Epcot, Citywalk, Wdw, Universal Dining, Disney World, Kids & Family, Universal Studios, Places & Travel, Hollywood Studios, Disney, Universal Orlando, Magic Kingdom, Disney Resorts, Disney Dining, Islands Of Adventure

4.6690 Ratings

🗓️ 18 April 2025

⏱️ 37 minutes

🧾️ Download transcript

Summary

We take you behind the scenes of one of the most unique — and heartwarming — challenges we’ve ever taken on: riding “it’s a small world” at Magic Kingdom for 10 straight hours to raise money for the Dream Team Project, which supports Make-A-Wish. That’s right — boat after boat, loop after loop, song after song — all for a cause that’s close to our hearts. We share what inspired us to take on this seemingly never-ending voyage, how the idea came to life, and why giving back through the Main Street 16 Challenge Weekend has become such an important part of what we do. You’ll hear the highs, the unexpected moments of hilarity, the not-so-magical parts, and the emotional impact of seeing our community come together to support something bigger than all of us. Throughout the day, we were joined by incredible friends, fellow Disney fans, and Main Street Magic listeners who hopped into boats with us — whether for one loop or several — and helped turn this challenge into a celebration of connection, kindness, and of course… a little bit of madness. We also cover how this event ties into the larger Main Street 16 Challenge Weekend, including race day fun, the scavenger hunt through Disney Springs, and our continued mission to support the Dream Team Project. Whether you love the ride or dread the tune, this episode is packed with magic, meaning, and memories. Tune in for the full recap and find out just how many loops we survived (spoiler: a lot).

Transcript

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0:00.0

On today's episode, we set sail on an unforgettable journey, one that lasted 10 straight hours aboard.

0:05.2

It's a small world.

0:06.3

Today's April 18th, 2025, and this is episode 764 of the Main Street Magic podcast.

0:12.9

Jeremy and Rhonda are more than a little fond of Disney World, so they made this podcast to share it all with you.

0:21.2

Reports and resorts.

0:23.0

Top ten lists of all sorts.

0:25.2

Main Street Magic's bringing it home for you.

0:30.4

Hello and welcome to another episode of Main Street Magic.

0:33.2

I'm your host, Jeremy Stein, and as always, I'm joined by my lovely wife, Rhonda.

0:36.7

Hey, guys.

0:37.2

If you want to be part of the community and join the conversation, get Stein, and as always, I'm joined by my lovely wife, Rhonda. Hey, guys.

0:41.2

If you want to be part of the community and join the conversation, get the latest theme park news, as well as live streams from the parks and resorts, head to Facebook and search

0:45.4

for the Main Street Magic community and ask to join.

0:48.5

Make sure you check us out on the web at mainstimagic.com as well as follow us on Facebook, Twitter, and Instagram at Maine

0:54.4

ST Magic, and on TikTok at MSM podcast.

0:58.0

Planning a trip to Disneyland or Walt Disney World can be overwhelming and at times just

1:01.8

downright frustrating.

1:03.1

But don't worry because mouse dining removes the frustration of booking Disney dining

1:06.7

reservations, alerting you when they spot availability for your desired restaurant,

1:10.7

date, meal,

1:11.6

and time. Visit MSMFriends.com to use this free service.

1:16.5

And don't forget to hit the subscribe button so you can get brand new episodes every Tuesday and Friday.

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