Family Case Study: A Journey through Italy

A family journey through Italy

How we helped one family bond together and be together – between the Lakes and the Amalfi Coast

From our first conversation, our family wanted a destination – and an itinerary – that would work across the generations; working to the rhythm of different energy levels, dietary requirements, cultural interests, and mobility considerations. Italy was the natural choice. Our family are a mixed and culturally savvy lot – including two grandparents (72 and 74), their adult children and their partners (all in their 40s), and three grandchildren (ages 6, 9, and 13).

They wanted:

  • Age-appropriate pacing for a mixed family group
  • Getting to grips with the real Italy
  • Flexibility and time apart
  • Seamless logistics along a varied, winding route

Over weekly calls, we got a grasp on grandpa’s love of opera (Puccini in particular), mom’s love for Italian design, and the kids’ obsession with pasta and gladiators (which the dads were pretty keen on too). From here, Carly got to work.


Our family are a mixed and culturally savvy lot – including two grandparents (72 and 74), their adult children and their partners (all in their 40s), and three grandchildren (ages 6, 9, and 13).

The Italian Lakes

In the lakes of the north, our family had a boutique hotel overlooking Lake Como – with a heated pool and a private Riva boat. Later, in Florence, we sourced them a stay in a restored palazzo – decked out in decadent Medici style.

To keep them entertained, we arranged for a Riva boat to ferry them across the lake, a private pasta-making class in Florence, and an undulating art tour (including an after-hours walkaround of the Uffizi gallery, shaking off the crowds).

All roads lead to Rome (and Amalfi)

In the ‘eternal city’, we selected a luxurious residence near the Spanish Steps – right in the heart of the ancient urbs (by which we mean the central Roman city). On the Amalfi Coast, we opted for a cliffside villa in Ravello – complete with stirring ocean views (and interconnecting suites, of course).

By way of activities and experiences, we arranged a gladiatorial training session in Rome for the youngsters while the parents enjoyed a leisurely design tour of the bohemian Trastevere district. We also secured an early-morning tour of the Vatican Museums, where – and this is very special – they had the Sistine Chapel entirely to themselves.

Along the Amalfi Coast, we took the entire crew to a working lemon farm, where they variously got busy with picking and limoncello-sipping, depending on their ages.

Pulling strings and planning things

Because the details make all the difference.

Private drivers and cars: we arranged a pair of Mecedes Sprinters with child seats for our family, meaning they got around without a care in the world.

Time together, time apart: there was lots of time to be together as one, but we also structured their days so that the family could break off and do their own, age-appropriate things.

Carrying on: we kept their luggage moving from hotel to hotel without the family having to lift a finger.

In real time: our on-the-ground team updated the family’s plans as they went – like swapping a day in Capri for a pizza-making workshop due to high sea winds.

This summer get-together made for one very happy family. Returning Stateside, they couldn’t wait to tell us how neatly we’d pulled the pieces together – and how many new stories they had to share. Grandpa humming Puccini, tipsy limoncello toasts, a new favourite pasta recipe (alla Gricia, for the curious), and a quiet moment in the Sistine Chapel they won’t ever forget. And we’ve not even mentioned Vesuvius, Pompeii, or those long, lingering lunches with blissful sea views. It was a lot of a lot – and they loved every minute.


Returning Stateside, they couldn’t wait to tell us how neatly we’d pulled the pieces together – and how many new stories they had to share.

Why it worked

  • Taking the time to listen to what our family wanted;
  • Matching them with expert local guides who were great at anticipating the family’s needs;
  • Experiences that worked across the generations;
  • Logistics that were so smooth they all but disappeared;
  • A big serving of emotional intelligence.

Make this itinerary yours

If you’re ready to see plan your own family trip have a look at our luxury family trips and enquire today.

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