Freedom Looks Like This – solo travel back to yourself

What Really Makes a Solo Trip "Worth It"

Damianne President – Intentional Travel Episode 16

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0:00 | 25:34

What actually makes a solo trip worth it?

Is it how much you see? How early you wake up? The number of places you fit in? Your distance from home?

In this episode of Freedom Looks Like This, Damianne reflects on the subtle pressure many women feel when traveling alone — especially in midlife — to “make the trip count.”

After moving through Sri Lanka, Laos, Cambodia, and now Japan, she explores the quiet tension between rest and expansion, depth and depletion, slowing down and overdoing it. What happens when you’re working remotely while traveling? When you feel tired but don’t want to shrink? When you wonder if you’re pushing yourself for growth or simply because you’re afraid of a flat experience?

If you’ve ever:

  • Felt drained on a solo trip
  • Questioned whether you’re doing too much
  • Struggled with travel burnout as a digital nomad
  • Wondered how to balance slow travel with meaningful experiences
  • Or felt pressure to justify the cost, time, or distance of traveling alone

This conversation will meet you where you are.

Rather than offering a checklist or destination guide, Damianne shares lived moments from Kandy, Laos, and the Sandanbeki Cliffs in Japan, and the internal negotiations that came with each one.

Because maybe what makes a trip “worth it” isn’t what we’ve been told. And maybe choosing where to go next has less to do with what looks impressive and more to do with what you’re already carrying.

If you’re navigating solo travel over 40, intentional travel, or simply trying to design a life that fits your actual energy, this episode will give you something to sit with.

Listen in.

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