Making Memories: The Joy of Multigenerational Travel

Baby Jackson

This past month, our family welcomed a beautiful new addition—our very first grandbaby! This milestone has filled our hearts with love and excitement, and it’s also made me reflect on the importance of family connections across generations. It might be too early to travel with a newborn just yet, but I'm already dreaming of the day when Jackson's a little older, and we can explore the world together as a family.

As a luxury travel advisor, I’ve seen firsthand how travel has the power to bring families together in ways that everyday life simply can’t. But I also know this from personal experience.

When I was a single mom, traveling with my parents and daughters was more than just a getaway—it was a precious opportunity to create lasting memories, lean on each other, and share experiences that strengthened our bond. Those trips weren’t just vacations; they were moments of joy, laughter, and togetherness that I will treasure forever.

Three Generations of My Family Traveling Together

Why Multigenerational Travel is More Important Than Ever

In today’s fast-paced world, family members are often spread out across different cities, states, or even countries. Travel allows us to bridge that distance, offering a rare opportunity to slow down, share experiences, and strengthen family bonds.

Imagine a villa in Tuscany where grandparents teach little ones to roll fresh pasta, a luxury safari where three generations marvel at elephants in the wild, or a private Caribbean retreat where parents, children, and grandparents all soak in the sun together. These shared moments become the stories passed down for years to come.

Choosing the Right Destination

The best multigenerational trips cater to all ages and interests, balancing adventure with relaxation. Here are a few favorites:

• Luxury Villas & Resorts – Private homes or resorts with multi-bedroom suites allow everyone to stay together while still enjoying personal space. Many offer activities for all generations, from kids’ clubs to fine dining.

• Safari Adventures – Family-friendly safaris provide thrilling experiences for all ages, with the comfort of luxury lodges and guided experiences tailored to different energy levels.

• European Getaways – A mix of history, culture, and leisure makes Europe a fantastic choice. Think Parisian picnics, gondola rides in Venice, or exploring castles in Scotland.

• Cruises & Yachting – All-inclusive options with something for everyone, from kids’ clubs to gourmet dining and spa treatments. Private yacht charters take it up a notch with fully personalized itineraries.

  
  

Tips for a Seamless Multigenerational Trip

• Plan with Everyone in Mind – Choose destinations and activities that cater to different energy levels and interests.

• Build in Flexibility – Structured plans are great, but allowing for downtime ensures everyone enjoys the trip at their own pace.

• Make It Stress-Free – Booking with a travel advisor (like me!) ensures that everything—from accommodations to activities—is tailored to your family’s needs, so you can focus on making memories.

  
  

As we embrace this new chapter in our own family, I’m reminded that the best gift we can give each other is time together. If you’re thinking about planning a special trip with your loved ones, I’d love to help create something unforgettable.

Where will your next family adventure take you? Let’s start planning!

-Michelle Escala-Summach, Founder, Escapes by Escala