Pre-Trip Report: Kate and Jess’ “Guilt Trip” to Walt Disney World (August 2025) — Where I Long To Be: A Magical Trip Report Podcast

Kate, who was last on the show to talk about her resort only/golf trip to Disney, is back and this time she has brought her sister Jess along! They are planning a trip for their two families to head to Walt Disney World. They are going to be enjoying Old Key West Resort, celebrating Jess’ daughter Lili’s birthday, and taking advantage of all the fun there is to be had. While Kate and her crew are Disney veterans, this will be Jess and her kids’ first time ever!

Trip Dates: August 16-24, 2025
Pre-Trip Interview: recorded 8/9/25

Episode Specific Links:

If you are looking for help planning your own magical trip, please reach out to Kate!
Follow Kate and Jess on Instagram - @kate_at_playcationtravel and @jessamoonfeather
Listen to Kate’s previous appearances on the podcast
Mears Transportation
Cooling Towels (Amazon link, not an affiliate link)

Be Our Guest:

Do you have an upcoming trip you'd like to share? Submit your trip information here to be considered as a podcast guest.

Get in Touch:

If you would like to reach out to Virginia for something other than a trip report guest submission (for that use the link above!), you may email whereilongtobepodcast@gmail.com.

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