I love it when I hear from members how perfect their vacation was, from the house they stayed in and service of the destination staff to the available activities. Behind the scenes, my team works hard to make these unforgettable outcomes feel easy and natural. To give you an idea of what goes into creating those moments, I’m pulling back the curtain on how we choose the homes and locations in our portfolio and lay the groundwork for the perfect family vacation.

The Inspirato experience starts with the home. I see it as the platform upon which the experience builds. Not only do they have to be luxurious and accommodating, they need to be close enough to amenities and activities that will keep the whole family entertained. We look for houses where kids can have their own private space—a game room or media room—and the adults can gather in their own space for adult time or to find some quiet.

We also look for large great rooms that can accommodate everyone. We see the great room and kitchen as the central meeting place, the lobby, so to speak, of the house. We found that one of the keys to a perfect vacation is to hire a private chef to handle breakfasts. This allows everyone to gather in the morning, kick off the day with a good meal and talk about their plans without feeling rushed.

I’m a big believer in the power of experiential travel to create life’s best memories, and as such, we work with our Destination Concierges to put together a huge list of possible adventures and activities for our members. For those who are willing, the idea is to push people out of their comfort zones on excursions. It’s an opportunity for parents to try something first and be a hero in their children’s eyes. And for families with teenagers, it’s an opportunity for the older children to go first.

I recall one Inspirato family that took a skiing vacation to Mont-Tremblant, Québec, after their oldest son returned from an immersive French language program. He was the only one who spoke French, and he translated everything for the family during their trip. It was the perfect chance for him to shine. It’s a story that gets to the heart of what my team strives to create, opportunities for the whole family to come away feeling like heroes.

FAMILY FRIENDLY TRAVEL

These are some of my personal favorites:

Costa Rica is a wonderful introduction to international travel for families with young children. It’s a relatively short flight from the States, and you land a short drive away from the best beaches, mountains and adventures that the country has to offer.

Live OakCloser to home, I think Palmetto Bluff in South Carolina is an active-family paradise. There’s golf, tennis, kayaking, fishing and lots of trails that kids can go explore. And it feels less like a tourist-packed destination and more like your own private, secluded escape.

One of my all-time favorite family vacations was spending New Year’s in Tuscany. Being there during off-peak season meant no crowds, and we enjoyed a much more leisurely experience exploring the medieval villages and countryside.

Perhaps the easiest kid-friendly experience that Inspirato offers are our annual summer cruises. With the ship docking in a different port every day, there’s always something new to see or do. Plus, there are usually a good number of kids on board, and we see fast friendships develop among them all the time.

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