Why You Should Take a Trip With Your Mom Every Year

Some people have a go-to travel buddy — the friend who will book the flight without overthinking it, say yes before asking for details, and somehow make even the most chaotic plans feel doable.

Mine happens to be my mom.

Somewhere along the way, she became my down-for-whatever partner. The one who doesn’t blink when I say, “What if we went here instead?” The one who laughs at my slightly unhinged itineraries, shows up early to the airport, and trusts that whatever I’ve planned—no matter how ambitious — will be worth it.

And that’s how our annual trips began.

Travel Changed Our Relationship (in the Best Way)
At home, our relationship looks like quick phone calls and life updates squeezed between responsibilities. On the road, it’s different. We linger over coffee. We walk with no destination. We talk… really talk.

Travel stripped away the usual roles and expectations. We stopped being “mom and daughter” for a few days and became companions. Two women navigating a new place together, figuring it out as we go.

And honestly? That shift changed everything.

She Says Yes to the Crazy Ideas
Early flights. Tight connections. That restaurant that requires a reservation at exactly 7:03 a.m. A spontaneous detour because “we’re already here.”

She’s in.

There’s something deeply comforting about traveling with someone who trusts your vision, even when it’s a little chaotic. She doesn’t need every detail mapped out. She knows I’ll figure it out and if something goes sideways, we’ll laugh about it later.

That kind of trust is rare. And it makes every trip better.

You Learn Who Your Mom Is.. Not Just Who She’s Been to You
Travel has a way of revealing people. I’ve learned how my mom likes to explore (slow mornings, good shoes, a plan and flexibility). I’ve learned what makes her light up, what tires her out, and what brings out her sense of humor.

She’s told me stories I’d never heard before — about her younger years, her dreams, the things she once wanted to do but put on hold.

Trips don’t just create memories. They fill in the gaps.

These Trips Feel Like Time Well Spent
There’s no guilt on these trips. No sense of rushing. No feeling that we should be doing something else. Time together feels intentional, protected, and meaningful in a way everyday life rarely allows.

When we get home, the photos matter less than the feeling — the inside jokes, the shared moments, the quiet understanding that we did something special while we could.

It Doesn’t Have to Be Big.. Just Consistent
Our trips don’t all look the same. Some are ambitious. Some are simple. But the commitment is the point.

One trip a year. Just us.

Because life keeps moving. Because time is precious. Because someday, I’ll be so grateful I didn’t keep saying “we should do this sometime.”

Make the Trip. Book the Flight. Say Yes.
If you’re lucky enough to have a mom who’s willing to say yes — to the early mornings, the long walks, the crazy ideas… go.

Make it a tradition. Make it yours.

One day, these trips won’t just be vacations.
They’ll be the memories you return to again and again.

And I promise… you’ll never regret taking them.

Ready to Plan One of Your Own?
If reading this made you think, We should do this.. consider this your sign.

If you want help turning the idea into a trip that actually happens (without the overwhelm), I’d love to help. Whether it’s a simple weekend away or one of those “slightly crazy but totally worth it” itineraries, I can take care of the details so you can focus on the time together.

Reach out anytime to start planning your annual mom trip.
Because the best trips aren’t just about where you go.. they’re about who you go with.