FAMILY JOURNEYS
Three generations, one table.
The family journey is the most complex thing we design, and the one we are known for. A honeymoon must please two people who agree with each other. A family journey must hold a grandmother who no longer walks far, a teenager who does not want to be there, parents who need one afternoon alone, and a four-year-old who needs the pool — all in one villa, for one week, without anyone compromising into misery.
Crossing has designed these journeys since 2013, from London, for families in the United States, Britain, Europe, Singapore and India. Most span three generations; many span two or three households arriving from different cities. The work is less about destinations than about architecture: the villa with bedrooms far enough apart, the estate where lunch can hold sixteen, the second sitting room that saves the holiday.
What a family journey with Crossing involves, in practice: a private villa or a run of connecting suites in hotels we have stayed in ourselves; drivers and private guides engaged for the mornings, never the whole day; a cook or a table booked for the evenings a kitchen defeats; and the quiet logistics no one should notice — the cot that is already made up, the early check-in for the flight that lands at seven, the doctor's number that is never needed. Every journey is designed from the first conversation, never from a template, because no two families argue about the same things.
We have seated families in olive groves in Tuscany, in riads in Marrakech, on terraces above the Douro, in villas on the Sintra coast where we live part of the year. The destinations change; the brief does not: everyone comes home wanting to go again, together.
QUESTIONS, OFTEN ASKED
How do you plan for wildly different ages?
By designing the day in layers, not compromises. A villa chosen so the generations can find each other and escape each other; mornings that split, evenings that gather. The mistake most family trips make is forcing everyone through one itinerary. We design three that happen to share a table at dinner.
Can you arrange childcare, cooks, drivers?
Yes — vetted, and usually people we or the property know personally. A good nanny for two evenings changes a parents' holiday more than any suite upgrade.
What about travel with elderly parents?
Distances honest, pacing generous, ground floors and lifts confirmed before booking, and a car and driver rather than a rail connection wherever stamina is the constraint. Dignity is a design requirement like any other.
Do you travel with us?
No — but one person at Crossing knows your whole plan and answers throughout the journey. You will never explain your trip to a stranger in a call centre. If you are having an event or celebration and would like Crossing to be present to orchestrate everything at the destination, then yes- our pleasure to arrange.
To begin designing your family's journey, begin a conversation.