10/21/2026
From the Club Files: Christmas in Italy🎄🇮🇹
When this couple came to me, they had one big dream: spend Christmas in Italy. They wanted incredible food, history and a holiday that felt special without spending weeks planning it themselves.
So here’s how we made it happen ✨
We started in Sicily! They land in Palermo and go straight into a private food tour through the city’s markets with a local expert. Arancine on day one is my love language.
The next morning, instead of a long, boring transfer, their driver takes them up to the medieval hilltop town of Erice for lunch and its famous pastries before continuing to Agrigento. From there, they wake up in a 300 year old villa with a view of the Temple of Concordia and explore the Valley of the Temples with a private archaeologist 🏛️
Then it’s a quick flight to Rome for Christmas. They spend Christmas Eve at the Vatican with skip the line access, then enjoy slow, festive days wandering the city all lit up for Christmas, staying at a boutique hotel just steps from the Spanish Steps.
Every transfer, tour, and hotel perk is handled, so the only thing they need to do is enjoy it. 🤍
That’s what I love about building trips like this. It’s not just booking hotels. It’s thinking through how each day feels, where the magic moments are, and what can make the in between parts just as special.
If you’re dreaming about a trip like this, the link in my bio is the best place to start. The one thing you can’t get back is your time, so let me take the planning off your plate!