279: When a Vacation Starts Feeling Like Work

I don't think any of us set out to take a vacation that feels like a bunch of work. A trip is supposed to feel like a break — something you look forward to, not something you manage, execute, and then need to recover from. And yet, sometimes a vacation starts to feel heavy before you even leave… or quietly turns into another job once you're there. In this episode, we're unpacking the sneaky ways vacations slip into "work mode," so you know what to watch for — both while you're planning and when you're already on the trip. If you've ever come home from a vacation thinking, that was good… but also exhausting, this episode will help you rethink what it actually takes to make travel feel like a true break again. → SEE ANGELA'S VACATION PLANNING SUPPORT SERVICES AT WILD HAIR TRAVELS ← Connect w/ Angela on Instagram LISTEN BACK: Episode 180: Enneagram TWOs on Vacation Episode 188: Enneagram ONEs on Vacation Episode 230: The Perfect Pace for a Multi-Leg Trip

You can listen to 279: When a Vacation Starts Feeling Like Work online on Radio and Podcast. Open the player on this page to stream the available audio.

279: When a Vacation Starts Feeling Like Work is an episode from Happy Women Travel More by Angela Gillmeister.

This episode is 18:35 long.

This episode was published on Jan 27, 2026.

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