Every trip is a new chapter.
We plan milestone trips for big families traveling together — across generations and households — so the person bringing everyone together gets to enjoy it too.
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A family travel business, built by a family who actually travels together.
We're a Louisville family of seven, and we plan travel the way we live it: together.
We've taken 12 family members across three generations to New York City, 19 to Las Vegas, and 17 to Turks and Caicos. We've spent six weeks in Europe with our own five kids — Portugal, Spain, Italy, France and the UK — crossing the Atlantic by ship in both directions.
That's the trip we plan best: several households, every generation, one trip everyone remembers.
We're a Certified Fora Travel Advisor, which gives clients access to preferred-partner perks — upgrades, credits, and amenities — at no extra cost, on top of the planning itself.
Areas of expertise
We focus on the trips that are hardest to get right: big families, several households, one milestone worth marking.
Multigenerational & multi-family trips
Our specialty. Grandparents, parents and kids — or two or three sibling households traveling together — with pacing, rooms and plans that work for everyone.
Group cruises
Ocean and river cruises for big families who want one price, one ship, and everyone just a few doors down.
Villa & private home stays
Spacious private homes for larger groups, instead of a block of separate hotel rooms down a long hallway.
Milestone celebrations
Big birthdays, anniversaries and reunions. If someone in your family has a milestone in the next 6–18 months, now is the time to start.
Preferred-partner access
Access to Virtuoso and preferred-partner properties, which can mean room upgrades, resort credits, or early check-in where available.
How we work
Get in touch
Use the "Get Started" link to get in touch easily. That will create your profile with us so we have your accurate contact information in one place.
A short intro call
We'll reach out personally to set up a short call — to hear what you're celebrating, confirm dates, group size and budget, and make sure we're the right fit.
We plan, book and manage
Once we agree on scope and the planning fee, we design the trip, book every piece, and manage the details for every household until everyone is home.
Trips we've planned
Tuscany countryside week
A private villa with a pool and room to spread out, a short drive from Florence and Pisa.
NYC multigenerational getaway
One week in the city — Broadway, Central Park, and everyone's favorite restaurant twice.
Las Vegas family celebration
One milestone weekend — shows, dinners, and enough room for everyone to come and go at their own pace.
Turks & Caicos getaway
One beachfront stretch of the islands — built around togetherness without losing anyone's independence.
Transatlantic Europe adventure
Two transatlantic crossings — Portugal, Spain, Italy, France and the UK, sailed both ways instead of flown.
Your next chapter
Tell us where your family wants to go — we'll take it from there.
How we work with families
Our full planning service is designed for families investing $30,000 or more in a trip — or $50,000+ across a year of travel.
Full Family Trip Planning
We design, book and manage the whole trip — lodging, cruises, experiences, and every household's details — with one point of contact from the first call until everyone is home.
Simple Bookings
Cruises, resorts and all-inclusive stays, booked with our preferred-partner perks where available. An easy way to start working together.
Planning a custom trip under $30,000? We're glad to help for a flat planning fee.
Story Starter
Dreaming of a big family trip but not sure where to start? Story Starter is a standalone session where we ask the hard questions every successful multigenerational trip has to answer — then put it all in black and white: budget, timeline, and expectations from every key member of your group. Take it and plan the trip yourselves, or have us build on it and plan it for you.
Questions we hear often
What counts as a multigenerational or multi-family trip?
Any trip where more than one generation — or more than one household — travels together: grandparents, parents and kids, or siblings bringing their families along. We pace activities, lodging and downtime so everyone is comfortable, not just the loudest voice in the group chat.
How is this different from a general travel agent?
We don't book every kind of trip for every kind of traveler. Multigenerational group travel is what we focus on — and what our own family of seven has actually done, repeatedly, at group sizes from a dozen to nearly twenty. You get one point of contact who has lived the exact logistics you're trying to solve.
Is there a minimum budget?
Our full planning service is designed for trips of $30,000 or more, or families traveling $50,000+ a year. For simpler bookings — a cruise, a resort stay, an all-inclusive — there's no minimum and no planning fee. And if you're not ready to book anything yet, a Story Starter session is a great first step.
Why is there a planning fee?
A trip for several households takes real research and design work before anything is booked. The planning fee covers that work — and when you book your full-service trip with us, it's credited back to your trip.
How far in advance should we start planning?
For larger groups or peak-season destinations, 6–12 months gives us the best shot at the right villa or resort availability for everyone. Smaller groups or more flexible dates can move faster — Get Started and we'll tell you what's realistic for your timeline.
Have a trip in mind?
Tell us who's coming, when, and what you're celebrating. It takes a few minutes, and we'll follow up personally to talk through how we'd approach it.
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