Checked-in, Again: Cindy’s “Side-to-Side” Sailing on the Disney Dream and Disney Treasure

In this episode of the DCL Duo Podcast, we’re joined by our friend Cindy, who recently pulled off a rare and ambitious Disney Cruise Line move—a “side-to-side” sailing. Cindy disembarked one Disney ship and checked right back in to board another, going from the Disney Dream to the Disney Treasure without missing a beat.

We chat about what it takes to plan a side-to-side, how it differs from a back-to-back cruise, and what surprised her most about switching ships mid-adventure. Cindy shares her thoughts on embarkation logistics, luggage transfers, comparing ship features, and how it all stacked up across two very different DCL experiences.

If you’ve ever thought about doubling your DCL fun—or just want to hear how to pull it off with minimal stress—this episode is packed with insight, laughs, and just a little cruise envy.

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Disclaimer:

The views expressed in this podcast are our own and do not reflect the views of the Walt Disney Company, Disney Cruise Line, or any other travel provider discussed or mentioned.

04.20.25 Matt Ballard | "Hope So" vs "Hope"