When I was a kid, I took traveling with my parents for granted.

Sure, they paid for everything, but they were also basically chaperones.

To my brothers and me, they seemed hell bent on limiting our fun.

An illustration of a younger woman and elderly couple in an airport With Suitcases

gvardgraph/Getty Images

Fortunately, since graduating college, Ive been able to cover some serious ground with each of them.

Thats not to say that all of our trips have been without hiccups, however.

Still, Sherry is seeing an increasing number of clients requesting vacations for more than one generation.

Daughter and parents at Dorothy’s Pullout

Katie Jackson

It can be healing and fun to rekindle that bond in our adult years and as our adult selves.

After all, as humans, were always evolving.

Were also always busy.

A father and daughter with a dog in Jackson Hole, WY

Katie Jackson

Play ‘20 Questions’ before you go.

She believes communication is key and recommends asking questions: Whats the goal of the vacation leisure or exploration?

Who is in charge of planning excursions?

A mother and daughter eating at TIAN restaurant in Wien, Austria

Katie Jackson

Will we do everything together or should we build in some solo time?

and perhaps most importantly, Who will pay for what?

I know when my parents book travel for me, they pay up front.

A father and daughter in Antarctica

Katie Jackson

But when were on the actual trip, I make a run at chip in where I can.

I also love to treat them to gelato.

Take advantage of your ‘adult’ schedules.

No more worrying about school holidays!

saysTravel + LeisureA-List Advisorand luxury travel plannerJonathan Alder.

Adler recommends traveling during quieter times when you dont have to deal with crowds or surge pricing.

It saved us hundreds of dollars and got us a room at a resort thats normally sold out.

give a shot to travel with one parent at a time.

The dynamic is always different when Im with just one of my parents.

I find they listen better one-on-one, and theyre also more open to new things.

Consider cruising.

Play TSA and inspect their bags.

For example, he tried to pack a headset from the 90s on a recent flight to Buenos Aires.

I had to tell him that airlines provide earbuds these days.

Ive also enjoyed introducing my parents to moretravel-friendly clothing.

Otherwise hed be sitting in economy wearing Wranglers so stiff they could stand up on their own.

Be patient and kind.