Multi-Generational Travel: What NOT to Do! episode artwork

EPISODE · Nov 19, 2025 · 17 MIN

Multi-Generational Travel: What NOT to Do!

from All Things Travel Podcast · host Ryan Hedstrom & Julie Shaffer

Planning a trip with multiple generations of your family? Before you book, listen to this essential episode! Travel advisors Ryan and Julie share hard-won wisdom about the most common mistakes families make when planning multi-gen vacations—and how to avoid them.From the planning phase through your actual trip, they cover everything: why you need to nail down dates BEFORE contacting your travel advisor, the importance of having a "team leader" for your group, and why trying to do everything together is a recipe for stress (spoiler: those Disney families of 20 walking in a line aren't having as much fun as you think).Discover why cruises and all-inclusives work so well for multi-gen groups, how to handle different budgets within the same family, and the critical conversation about who's paying for what. Julie shares real stories from her own family trips and client experiences, while Ryan offers practical tips about room configurations, meeting points, and making sure everyone's expectations are aligned.The hosts emphasize that while planning some group activities is important, the magic often happens in the unplanned moments—cousins running to each other in the Magic Kingdom, spontaneous trivia sessions on the cruise ship, or simply sharing a meal together. They also tackle the delicate balance of ensuring the person treating the family doesn't have their preferences overlooked.Whether you're planning a cruise, Disney vacation, or all-inclusive getaway with grandparents, siblings, and kids in tow, this episode will help you create a memorable trip that brings your family closer together—without the drama.Support the showLove the podcast? Help us continue to create great travel content by supporting the show. You can do that here: https://www.buzzsprout.com/1197029/supporters/newReady to plan your vacation?  Most families are confused and overwhelmed when planning a vacation. We work with you to plan a trip perfect for your family. Saving you time, money, and stress! Visit our website www.allthingstravelpodcast.com and click on "Plan Your Next Vacation"Join the travel conversations and the fun in our Facebook Page and Instagram Page!Please share the show with your travel buddies!!  Click this link and share the show!Never miss an episode and help us take you to the top with us by following and leaving a 5-Star review on your favorite podcasting app!

Episode metadata supplied by the publisher feed · Published Nov 19, 2025

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Planning a trip with multiple generations of your family? Before you book, listen to this essential episode! Travel advisors Ryan and Julie share hard-won wisdom about the most common mistakes families make when planning multi-gen vacations—and how to avoid them. From the planning phase through your actual trip, they cover everything: why you need to nail down dates BEFORE contacting your travel advisor, the importance of having a "team leader" for your group, and why trying to do everything ...

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Multi-Generational Travel: What NOT to Do!

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This episode was published on November 19, 2025.

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