Travel planning for families of 5
Everyone
fits
I plan trips for families of five into well-appointed, amenity-rich hotels — and book them through preferred partner programs so that breakfast, credits and upgrades come with the room rather than the invoice.
Start a trip
What comes with the room
Value you can count
Most of the hotels I can use in an itinerary sit in preferred partner programs. When they do, the same room booked through me comes with added benefits at no extra cost — usually daily breakfast, a hotel or food and beverage credit, and a complimentary category upgrade when the hotel has availability. Benefits vary by property and I will always tell you exactly which ones apply before you book.
Daily breakfast
Included for the whole room at most properties I book — for a family of five that is often $120–$200 back in your pocket every morning, before the day even starts.
Hotel or F&B credit
Many hotels add a property credit — typically $100 per stay — that you can spend on dinner, the bar, the spa or the pool. It is applied at checkout, not something you have to remember to claim.
Category upgrade
A complimentary upgrade at check-in when the hotel has space. With five people that can be the difference between a squeeze and a suite with a real living room.
Early in, late out
Priority for early check-in and late checkout. On a travel day with kids, four extra hours of a room is worth more than almost anything else on this list.
Welcome amenity
Something small and genuine on arrival — a note, a plate for the table, an experience the hotel is proud of.
Who plans your trip
Built for families of five, from someone raising one.
We're a family of five. I know what happens when the "family room" turns out to be a double with a rollaway wedged beside the bathroom door, and I know how much a second bathroom is worth on the fourth morning of a trip.
So I plan the way I book for us: the hotel first, the layout verified, the value stacked — then the days built around it.
Justine Cook·Travel Advisor
How it works
Three steps
01
A conversation
Dates, ages, budget range, and the honest version of how your family actually travels — early risers or slow mornings, museums or mountains, one hotel or three.
02
A shortlist with floor plans
Two or three hotels per city, each one checked against a family of five: which room type, which layout, what it costs, and what is included.
03
Booked and looked after
I book the rooms, register the amenities, note the arrival details with the hotel, and stay reachable while you are on the ground.
Tell me where you're going
A short note with your dates, your cities and the ages of your kids is enough to start. I take a small number of trips each season so that every itinerary gets the same attention.