The trip your whole family will actually love AND nobody has to plan it alone

Get the free multigenerational travel guide that makes the big family trip finally happen.

About the Guide

Planning a trip with grandparents, parents, and grandkids isn't impossible. It just takes knowing what actually works — and what quietly derails these trips every single time.

I've planned these trips dozens of times. And I've taken them with my own family too — my parents, my kids, multiple countries, multiple generations under one roof (or one cruise ship). So when I put this guide together, I wasn't guessing.

This free guide is your starting point for:

Getting Everyone on the Same Page

How to align multiple generations on a destination, budget, and timeline without a single group chat meltdown.

Choosing the Right Destination

The destinations that genuinely work for a 4-year-old AND a 74-year-old — and the ones that look great on paper but don't.

Making Sure Everyone has Fun

The one rule I give every multigenerational family before they travel — and why it changes everything.

With this guide, you’ll save time, reduce stress, and create unforgettable memories with your family.

About the Author

Melissa Singletary has been planning multigenerational family trips — and taking them — her entire adult life. Hawaii with her parents. Disney cruises with the whole family. NYC with kids in tow and grandparents keeping up just fine.

Now as the founder of The Singing Suitcase, she plans these trips professionally for families across the country. She coordinates directly with every generation so the person who had the idea (usually grandma or grandpa) actually gets to enjoy the trip instead of managing it.

Her approach is simple: everyone gets their moment, nobody gets left out, and you come home closer than you left.

Why Download This Guide?

Real experience, not generic advice. Written by someone who has planned and taken these trips — not just read about them.
Multigenerational specific. This isn't a general family travel guide. Every tip is written for the specific chaos and magic of traveling with multiple generations.
A genuine starting point. Read it, use it, and if you want help after that — you know where to find me.