The Rise of Grandymoon Travel

Celebrating unforgettable journeys between grandparents and grandchildren

I’ve always believed that travel is one of the greatest gifts we can give each other. It’s not about the places alone—it’s about the moments shared, the memories created, and the bonds deepened along the way.

Lately, I’ve been seeing something beautiful emerge: more and more grandparents are choosing to travel one-on-one with their grandchildren. These journeys—lovingly called Grandymoons—are becoming a soulful way to celebrate connection across generations.

Why Grandymoons Are On the Rise

In a world that often feels rushed and fragmented, many families are craving more intentional ways to spend time together. Grandparents are in a unique season of life: they often have the time, resources, and wisdom to share—and a deep desire to pass on stories, values, and love.

These trips aren’t just about getting away—they’re about coming closer.

They’re a chance to unplug from the usual roles, routines, and expectations and simply be with one another. To listen. To laugh. To explore. To write a story together that may only span a few days, but will be remembered for a lifetime.

There’s also a quiet truth many won’t say out loud: for grandparents, these journeys often carry emotional weight. They’re not just about making memories—they’re about leaving something behind. A legacy of time, intention, and togetherness.

Where They’re Going (And Why It Matters)

Grandymoons aren’t about the destination—they’re about the dynamic. Some are full of adventure, others soft and reflective. The common thread is that they’re curated with care, balancing inspiration with accessibility.

What often goes unspoken in travel media is the practicality behind planning these trips:

• Many grandparents appreciate destinations that offer gentle pacing—where the travel itself doesn’t become exhausting.
• Activities that are engaging across generations (like wildlife viewing, local craft workshops, or guided history tours) create space for shared curiosity.
• Thoughtful accommodations matter—properties that feel both luxurious and welcoming, with flexible room configurations and amenities that support downtime and delight.

This isn’t about finding a “kid-friendly” resort. It’s about finding a rhythm that allows presence to bloom.

Planning for Presence, Not Perfection

One of the greatest gifts of these journeys is how unhurried they feel. Without the pressure of packing everything in, travelers can focus on each other—on morning conversations over hot cocoa, on spontaneous gelato stops, on long walks where the most important memories are born from simply being together.

When I work with families planning a Grandymoon, I always encourage a “slow core itinerary.” That means building around a few meaningful touchpoints—perhaps a cultural experience, a nature-based adventure, and some space for rest and discovery.

And here’s a little-known tip: some of the world’s finest properties now offer intergenerational workshops—everything from pasta-making to storytelling circles—designed to invite participation across ages. When travel becomes this immersive, the destination fades and the connection deepens.

A Legacy of Experience

What I love most about Grandymoons is how they live on. Not just in photos, but in perspective.

Grandparents get to see the world through young eyes again. Grandchildren feel seen, heard, and cherished—independently of their parents. That bond becomes its own little world. A shared story that belongs to just the two of them.

And sometimes, it’s the quietest moments that mean the most: reading side by side, spotting a shooting star, talking about dreams. The things that rarely make it onto itineraries—but end up defining the entire trip.

Thinking About Your Own Grandymoon?

Whether you’re marking a milestone, planning something just because, or dreaming of starting a new tradition—I’d be honored to help you create a journey that reflects who you are and what you value.

These trips don’t need to be grand in size. They just need to be grand in heart.