About

Sharing new discoveries and the joy of

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.

How did I get here?

3 Ah-Ha Moments

It started with Mickey Mouse.

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.

She promptly threw up on him.

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.

A favorite St. Lucia villa with private beach

Ah-ha Moment #2

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.

Early one morning while taking photos, I met a friendly American. 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.

Ah-ha Moment #3

“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.

A refreshing dip in the villa pool after a day exploring Tuscany

Forever Memories

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

Over the last two decades, I’ve been blessed to visit 5 continents for fun, food, wine, and wisdom — planning trips around beautiful homes in stunning locations from Cape Town to Cape May, Agrigento to the Azores, Greece to the Galapagos.

Along the way, friends and relatives started asking for help with their extended family trips.

One thing I’ve noticed in helping others with their extended family trips:

I get more satisfaction helping other families plan their multi-gen trips than even 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.