079: 3 Ways Parents Self-Sabotage Their Family Vacations (And What to Do Instead)

Transform With Travel: Trip Planning Made Easy For Busy Professionals Craving Bucket List Adventures

Ever felt more frazzled than fulfilled during a family trip? You're not alone—and you're definitely not failing.

In this solo episode, host Kelly Tolliday pulls back the curtain on the three sneaky ways parents unintentionally sabotage their own family travels. From luggage that could double as a moving van to itineraries tighter than your kid’s shoes after a growth spurt, Kelly’s calling out the chaos—and offering kinder alternatives.

If you've ever packed “just in case” and ended up schlepping “never used,” this one's for you.

In this episode, Kelly shares:

• Why packing everything but the kitchen sink sets you up for stress, not success
• How overstuffed itineraries rob your family of joy, connection, and spontaneous magic
• The myth of the “perfect” family vacation—and how releasing it gives you the freedom to actually enjoy your trip
• Real talk and practical tips to make travel smoother, lighter, and way more fun for everyone

Whether you're prepping for your first big trip with kids or you're a seasoned nomadic parent wondering why it still feels hard, this episode will help you shift from surviving your travels to actually transforming through them.

Resources & Links:

• Join the Transform With Travel community on Instagram @transformwithtravel
• Want to travel without the overwhelm? Fill out our Trip Request Form and we will reach out to set up a Free Consultation Camm
• Get The Mindful Traveler EBook FOR FREE: https://transform-with-travel.captivate.fm/mindfultravelerebook

Leave a Review: Loving the show? Please leave a 5-star review and share this episode with your favorite travel buddy (or stressed-out parent friend 💛). It helps more families find joy and transformation through travel.

Connect with Kelly

• Follow the Podcast on IG: http://www.instagram.com/transformwithtravel
• Follow Kelly Tolliday on IG: http://www.instagram.com/kelly.tolliday
• Transform With Travel Website: https://www.transformwithtravel.co

Don’t forget to subscribe, rate, and review Transform With Travel. Happy travels in 2025! ✈️