Planned by a Mom of 7
A big family doesn't have to mean complicated travel. Lindsay has taken her crew of nine around the world — and she'll make sure your family's trip is just as magical, seamless, and stress-free.
From a Mom Who Gets It
"Having a big family makes everything more complicated — but it doesn't have to keep you from seeing the world."
Lindsay is a mother of seven. She has navigated airports with car seats and strollers, booked rooms that actually fit everyone, managed transfers across time zones with tired kids in tow, and found the restaurants, museums, and parks that make every single family member — from the toddler to the teenager — genuinely happy to be there. She's not guessing. She's been there.
Why Families Trust Lindsay
Every detail Lindsay plans for your family trip comes from real, hard-won experience — not a brochure.
This isn't theoretical knowledge. Lindsay has navigated airports, hotels, transfers, and theme parks with a crew of seven. She has seen every possible family travel scenario — and knows how to handle all of them.
Finding accommodations for large families is genuinely hard. Lindsay knows which hotels have connecting rooms, which resorts have family suites, and which properties actually welcome big groups without charging a fortune.
Getting a large family from point A to point B — with luggage, car seats, strollers, and tired kids — is a logistical puzzle. Lindsay handles every transfer detail so nothing falls through the cracks.
Museums that actually captivate kids. Parks that wear them out in the best way. Shows the whole family will talk about for years. Lindsay knows where to find them in every destination.
Toddlers, tweens, teenagers — they all travel differently and need different things. Lindsay knows how to build an itinerary that keeps every age group engaged, happy, and actually excited to be there.
Family travel is Lindsay's happy place. She lights up planning these trips because she knows firsthand how much they matter — the memories made, the bonds built, the world opened up for your kids.
Tried, Tested & Kid-Approved
These aren't destinations Lindsay read about. She took her own family there — and she can take yours too.
Beach days, ancient wonders, and zero stress 🌊
Cancun is one of Lindsay's go-to recommendations for families — and for good reason. The all-inclusive resorts are exceptional for kids, the beaches are stunning, and the food is crowd-pleasing enough that even the pickiest eaters are happy. But the real magic happens when you pair the resort with a day trip to Chichen Itza. Standing in front of one of the Seven Wonders of the World with your children, watching their eyes go wide at a 1,000-year-old pyramid — that's the kind of moment that makes family travel worth every logistical headache. And the best part? After exploring the ruins, you cool off with a swim in a cenote — ancient, crystal-clear sinkholes hidden beneath the jungle that feel like something out of a fairy tale. Kids absolutely love it. Lindsay knows which resorts are truly family-friendly and which day-trip operators are the best for families with kids of all ages.
Nobody does Disney like Lindsay 🏰
Walt Disney World. Disneyland. Disneyland Paris. Disneyland Hong Kong. Lindsay has done them all — multiple times — with her kids. She knows the parks inside and out: which rides to hit first, the best character dining reservations, the hidden gems most families miss, and how to keep everyone happy from toddlers to teenagers. Disney trips require serious planning to get right, and Lindsay has spent years perfecting the formula. Whether it's your family's first time or your tenth, she'll make sure every moment counts.
The easiest way to see the world with kids 🚢
A cruise is one of the best family travel decisions you can make — and Lindsay will tell you that from personal experience. You unpack once, and the world comes to you. Every age group is covered: kids clubs that are so good your children will beg to go back, teen spaces, character experiences, adult-only retreats so parents can actually exhale, and dining options for even the pickiest eaters. From short Bahamas sailings to 7-night Caribbean voyages to Mediterranean adventures, there's a cruise for every family and every budget. Lindsay knows the ships, the itineraries, the lines, and every trick to make the most of every sailing — so you can just show up and enjoy.
The trip that proved anything is possible 🐉
Three weeks. Multiple cities. A big family. China. Most people would call that ambitious — Lindsay calls it one of the greatest things she's ever done with her kids. From the Great Wall to the terracotta warriors, the pandas of Chengdu to a Yangtze River Cruise passing through the breathtaking Three Gorges Dam — one of the most awe-inspiring engineering feats on earth — this trip delivered wonder at every single turn. Watching her children experience a culture so completely different from their own — the food, the language, the history — was transformative in a way no classroom ever could be. Lindsay knows exactly how to navigate China with kids: the right cities, the right pacing, the right guides, and the right accommodations for a large family.
A Tradition Worth Starting
Every child deserves a trip that's just for them — a moment that says "you matter, and this is your adventure." Lindsay believes milestone trips are one of the greatest gifts a parent can give. Each one is a chance to make your child feel truly special, seen, and celebrated.
When a child turns 8, the magic of Disney hits differently — old enough to remember every moment, young enough to believe in every bit of it. Lindsay takes each of her children on a special Disney trip for their 8th birthday, a tradition passed down from her own parents. It's a one-on-one adventure built entirely around that child — their favorite characters, their must-do rides, their perfect day. Lindsay will help you create the same unforgettable tradition for your family.
Turning 13 deserves a big trip. Before friends, sports, and independence take over, a one-on-one adventure is one of the best ways to strengthen your bond while you still have their full attention. Lindsay will help you design something bold and completely theirs — a trip that celebrates who they're becoming and creates a memory that anchors your relationship for years to come.
Before they leave the nest, give them the world. A senior graduation trip is one of the last great gifts of childhood — a chance to celebrate everything they've accomplished and everything that lies ahead. It's a trip that says "we're proud of you, and we want you to see how big this world is." Lindsay specializes in crafting graduation trips that are meaningful, adventurous, and perfectly timed for that bittersweet, beautiful moment between who they were and who they're about to become.
Ready to start a milestone tradition in your family? Lindsay will help you plan a trip your child will talk about for the rest of their life.
Plan a Milestone Trip"We have five kids ranging from 4 to 16. I was convinced a real family vacation was impossible. Lindsay planned two weeks in Japan for all of us and it was the most incredible trip we've ever taken. She thought of everything — even the things I didn't know to ask about."
— The Harrington Family, Japan Trip
Big family, little family, toddlers, teens — Lindsay has seen it all and planned it all. Tell her about your crew and she'll build a trip every single one of them will remember forever.
Plan My Family Trip