Family and multigenerational travel

I take the complexity out of family travel, so nobody is stuck doing it by themselves.

One dedicated advisor, from the first conversation to the flight home. Every detail of your family's trip is planned, booked, and managed for you.

Schedule your complimentary intake call Prefer to start in writing? Share your trip details.

Virtuoso Member

Travel Experts Affiliate

100+ Trips Planned

In Hospitality Since 2001

In most families, one person ends up planning the whole trip.

You open the laptop, start a spreadsheet, and a few hours later you have a dozen tabs open and no plan. It's a second job, and it gets harder with every traveler you add.

Logistics across generations

Flights, transfers, and hotels for several travelers, each with their own schedule, pace, and needs.

Decision fatigue

Vetting every hotel, tour, and restaurant yourself, then second-guessing all of it.

Trusting the plan

Wondering whether the itinerary you pieced together will actually work once everyone lands.

Not a team. Not a package. One advisor, from start to finish.

Many travel companies pass you between planners and support desks. With Heirloom, I personally own your trip, from our first conversation to the moment you're home.

I plan every trip the way I'd plan it for my own family. I think through dinner timing, the right pace for grandparents and teenagers alike, and making sure everyone gets something out of the trip. Then I leave room for your own choices, so it still feels like yours.

I'm a mom of two who plans trips for families from Boston to the Bay Area, and I know what it takes to get a family out the door.

Megan

Megan Mack, Founder

You share what matters. I handle the rest.

Complimentary intake call

We talk through who's traveling, what everyone hopes to get out of the trip, and how your family likes to travel.
Your trip, designed

I build a day-by-day plan around your family's pace and interests, with the reasoning behind every recommendation.
Every detail booked

Hotels, logistics, and experiences are booked and managed for you, with preferred partner perks when available.
Support while you travel

Pre-departure prep, an organized digital itinerary, and concierge support before and during your trip.

Fully managed planning, designed around your family.

The Heirloom Adventure

Starting at $750

For 7 to 10 days of travel

Personalized trip design based on your family's pace and interests
Hotels and logistics booked and managed
Custom day-by-day itinerary
Concierge support before and during travel
Pre-departure prep and a digital itinerary

Best for multi-destination trips, first-time destinations, or anyone who wants a complete plan ready to enjoy.

The Heirloom Legacy

Starting at $4,000

A year-round planning partnership

Everything in The Heirloom Adventure
Priority planning access year-round
Multiple trips designed across the year
Proactive travel strategy and seasonal inspiration

Best for families who take several trips a year and want a long-term partner.

Heirloom is the right fit for families who value their time and want a fully managed trip, not the lowest price.

From Heirloom families

"I was not sure there would be enough to do for our family which includes 2 teenage boys. Megan curated the most amazing trip, not only was there enough to do, but we could have stayed longer."

Daniela Z., Montreal

"I rely on Megan for so much, from finding us the perfect boutique hotels that suit our families' preferences to transportation throughout our trip to key anchor activities."

Leigh J., Sicily

"The planning process was perfect. Just the right amount of information and guidance while leaving room for tweaks and choices by us."

Heather M., Africa

Ready to hand off the planning?

Start with a complimentary intake call. We'll talk through your trip, and you'll leave with a clear sense of what's possible for your family.