The TravelVillaGuide Approach

Your Experts in Multi-Generational Travel

Simplify your family trips with TravelVillaGuide, where we specialize in offering practical advice and recommendations. We cover destination guides, villa selections, and family-friendly activities for all generations. Whether you’re at the idea stage or need hands-on help, let TravelVillaGuide be your trusted partner in crafting unforgettable travel experiences for your extended family.

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How did I get here?

3 Ah-Ha Moments

It started with Mickey Mouse.

In the 1990s, my parents invited my two sisters and me, our spouses, and all the grandkids to the Magic Kingdom for five days.

My youngest daughter was less than a year old. I remember my father sitting on a bench in Frontierland, bouncing her on his knee after a feeding.

Aside from the dyspepsia, it was an epic trip. We still reminisce about it.

That was my first multigenerational trip and my first ah-ha moment. Getting three generations of your family together for a shared experience is a priceless gift.

For our 10th anniversary, my wife and I went to Italy. We visited Rome and Florence, and ended in Tuscany, staying in a former papal retreat in Pievescola. Twenty-five years later we’re still talking about the food and pampering.

One early Tuscan morning, I met an American while taking photos. His wife owned a travel company. Long story short, my wife ended up working for them, allowing us to travel the world and write about it.

“I’ve been thinking,” said my father-in-law. He was in his late 70s at the time. “I believe gifting experiences and memories is better than gifting money. Let’s plan a family trip.” If everyone agreed to stay in a home rather than a hotel, he’d spring for the villa.

Living in a villa was a real eye opener. More space, freedom, privacy, control, amenities, activity choices, and a private pool. A kitchen and dining room for sharing meals around a common table. All for less than separate hotel rooms. That trip is a sweet family memory often recalled during the holidays.

Once I saw the advantages of a villa stay over a simple hotel room, there was no going back.

For more than two decades, I’ve planned trips around beautiful homes in stunning locations that offer unique experiences – from Agrigento to the Azores, Greece to the Galapagos, Cape Town to Cape May.

Over the years, I’ve noticed something as I’ve helped others with their extended family trips:

I get more satisfaction helping others plan their multi-gen trips than my own. I’m anticipating the thrills and surprises that await you, the fun you’ll have, and how these shared experiences will bring your family closer.

And create memories you’ll treasure and talk about for years.