The hardest part of traveling with kids

Our family is getting out of the office, out of the classroom, and out of the bubble to explore the beauty of the world in-person, from its people, history and geography to its architecture, food and culture.

We’re on a quest to experience 110 distinct cultures across all 7 continents by the summer of 2025, when our oldest, Reagan, heads off to college and our two youngest, Brooklyn and Colt, begin in-person high school.

Our semi-nomadic family lifestyle isn't all peaches and cream. In this episode, we dive into some of the biggest challenges related to our constant travel and how our kids feel about the journey.

Contents:

  • 0:00 Introduction

  • 1:42 How does Reagan feel about our travel lifestyle?

  • 4:26 What part of traveling with our kids are we embarrassed or ashamed of?

  • 7:12 How does Brooklyn feel about our travel lifestyle?

  • 9:59 How much more does it cost to travel with kids than without?

  • 13:17 How do the kids maintain friendships/hobbies while traveling?

  • 14:26 How does Colt feel about our travel lifestyle?

  • 15:57 What’s the best part about traveling with kids?

  • 17:29 What are the kids’ most and least favorite places to travel?

  • 18:55 Do you ever fantasize about traveling without kids?

  • 21:08 What's the worst part of traveling with kids?

  • 21:41 What’s our worst travel experience so far?

  • 25:12 Are you 100% sure this lifestyle is actually better for our kids?

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Devouring Old San Juan, Puerto Rico (walking food, historical + architectural tour)

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Southern Oregon winery tour: Better than Willamette Valley?