Getting the whole family together shouldn't tear you apart. You want the cousins to bond, the grandparents to relax, and the memories to last a lifetime. But coordinating a trip for 20+ people involves more than just picking a date. It's navigating different budgets, mobility needs, flight schedules, and interests. We handle the complexity so you can just show up and be family.

Or read on about how we help craft the perfect family vacation!

Invest in the Bond: Why We Travel Together

The "Happiness Dividend"

Decades of research from Cornell University reveals a fundamental truth: the happiness we get from material goods fades quickly, while the happiness we get from experiences grows over time. When you buy your grandchild a toy, the joy is fleeting. When you take them to see the glaciers of Alaska or the castles of Europe, you are purchasing a memory that they will replay for the rest of their lives. We call this the "Happiness Dividend"—an emotional return on investment that appreciates every year.

Finding the Person Behind the Role

At home, you are "Mom," "Dad," or "Grandma"—roles defined by chores, carpools, and rules. On vacation, those roles dissolve.

The "Grandparent Effect": A study from Boston College found that strong emotional ties between grandparents and adult grandchildren significantly reduce depressive symptoms in both groups. Travel provides the rare, uninterrupted time needed to forge these deep connections away from the noise of daily life.
Building the "Family Team": When you navigate a foreign city together or conquer a hiking trail, you stop being a hierarchy and start being a team. You share the same wonder, the same challenges, and the same inside jokes. You return home not just as relatives, but as allies.

Creating Shared History

Every family needs a "bank of stories"—the tales you tell at Thanksgiving for the next 20 years. “Remember when Uncle Mike got lost in Rome?” or “Remember the look on Grandma's face when she saw the ocean?” These moments become your family's folklore. They are the glue that holds the family identity together long after the suitcases are unpacked.

We Manage the Moving Parts

A successful multi-generational trip requires military-grade precision with a white-glove touch. We act as the central hub for your entire group, managing the details that typically cause friction.

The Administrative Heavy Lifting: From tracking passport expiration dates for the whole clan to coordinating transfers for family members arriving from five different airports, we ensure no logistical ball is dropped.
Financial Clarity & Independence: Money is often the biggest stressor in family planning. We build a firewall between you and the finances by setting up individual payment plans. Aunt Susan can book a suite while Cousin Mike books a standard room, and everyone pays their own way on their own card.
Balancing the Itinerary: The magic of a great reunion is finding the sweet spot between "togetherness" and "freedom." We structure itineraries that allow for slow mornings and independent exploration, anchoring the day with a scheduled group dinner or private event where everyone reconnects.

Our Process for Large Family Groups

Someone Says Hello!

Maybe it's grandma, maybe it's the cousin who always hosts the holidays. But once you say hello we'll schedule a call to get to know you and your family. We'll ask about what makes your family—and this trip—special; who's coming, what do they enjoy, and what are all the different factors you're balancing. Families are complex, but we thrive in complexity—the more you tell us about the ones you love, the better vacation we can help you plan.

With large families that are flung all over the map, it can be a lot to sort out. If there are a lot of different ideas or open questions, we are happy to schedule time to talk with all the branches of your family tree individually. That helps us get a solid idea of what will make everyone happy.

Ideas and a Family Meeting

We'll use what we learned from you and your family members to come up with some stellar ideas for how and where to spend your vacation. With our relationships and connections, we can often get some extras thrown in, like on-board credit, a private dinner, or even group discounts.

Once we have a few suggestions ready, we're happy to get the whole family together on a video conference and present them! We can answer questions, get feedback, and help get everyone on the same page. If we need to make some refinements based on everyone's feedback, we will absolutely do that and work to plan the perfect family vacation.

Making Reservations

Now comes the detailed work of getting everyone signed up and situated. With people coming from different parts of the country—or the world—there are a lot of moving parts to manage. We'll work with each family group that wants to come. We'll confirm their information, double check any important travel requirements (like passports!), get them all signed up and collect their iniital deposit payments.

We'll get their reservations made, their flights booked, and any extras they're interested in all taken care of.

Collecting Payments

Most of the time, travel providers and destinations don't need the full amount until a few months before your trip. That lets families like yours pay over time, which is much less stress on the family budget. We'll work with each group to arrange their payment plan, and follow up along the way to ensure everyone pays on time.

We also know that some families have diverse financial capabilities, and one branch of the family tree may help others since spending time with loved ones is worth the cost. Whatever your unique arrangements are, we'll keep all the details straight (and private).

Pre-Departure Checkins

As a trip starts to grow nearer, people start getting excited, and they start getting a little nervous. Not to fear, our job to ensure everyone is prepared.

We provide everyone their unique confirmation documents, and we include important things to know about your vacation. That can include suggested things to pack (or not pack!), what to expect in the countries you're visiting, and how to get from one place to another.

A few weeks before your trip, we'll give everyone in the family a call to make sure they have what they need, confirm all their plans, and answer any questions or make last-minute adjustments!

Support During Your Trip

Once you're all together, you'll forget about all the details of the journey. But we also don't want any of those details to derail your happiness. We'll keep an eye on flights, the weather, and anything else that could affect your journey. If anything goes wrong, we're just a phone call away to help make it right. The ringer on our phones are obnoxiously loud, so you'll either get ahold of us any time or we'll call you back ASAP and get you back on track!

Best Destinations for Big Families

We have curated a portfolio of trip styles that naturally accommodate large groups, ensuring that from age 8 to 80, everyone feels included.

Two teens on the climbing wall of a cruise ship

The Adventure at Sea

A cruise ship is the ultimate logistical hack for large families. It solves the "what's for dinner?" debate instantly with options ranging from steakhouses to sushi bars, while allowing the group to fragment naturally during the day. The teens can disappear into the sports court, the adults can retreat to the Solarium, and the whole family reconvenes for a Broadway-style show at night—all without coordinating a single taxi.

The "Private Bubble" of a Private Tour

For families wanting to see Italy, Ireland, or the National Parks without the stress of driving a caravan of rental cars, a private escorted tour is the answer. By leveraging partners like Globus, we can secure a private motorcoach and a dedicated Tour Director exclusively for your family. You get the efficiency of a guided tour—skipping lines, luggage handling, and expert storytelling—but with the privacy and flexibility to move at your own family's pace.

The Cultural Immersion on a River Cruise

Often overlooked for families, a European river cruise is fantastic for multi-generational groups who want culture without the fatigue. The ship docks right in the heart of town, meaning Grandma can walk off the ship and be in a café in five minutes, while the active cousins take a bike tour along the riverbank. With fewer than 150 guests, it feels like a private boutique hotel that moves you effortlessly from castle to castle.

The Ultimate Playground

Nothing sparks imagination like the immersive worlds of Disney or Universal. For a large family, the magic lies in the shared reactions—seeing the grandparents’ nostalgia and the grandchildren's awe as you explore these stories together. We help you navigate the complexity of these massive resorts, recommending the best on-site hotels to keep your group connected and helping you design a touring plan that balances high-energy thrills with essential downtime, ensuring the magic stays real for everyone.

An extended family enjoying time in the pool

The Zero-Stress Retreat

For families who value predictability, an All-Inclusive Resort offers total budget certainty. When food, drinks, and non-motorized water sports are included, the teenagers can order a second burger and the adults can grab another cocktail without anyone worrying about the bill. And there's something for everyone - from kids clubs, teen clubs, quiet pools, or the highly active beach and sea activities. We focus on properties with distinct "Adults Only" and "Family" zones, so you can have your quiet pool time while the kids exhaust themselves at the water park.

The Family Reunion, Perfected

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