Eight nights in Tuscany
Four nights in the city, four in the countryside: museums by appointment, a house among cypress, written as one itinerary and held by your dedicated advisor.
The week
Eight nights held as one continuous stay: four in Florence for the city’s private hours, four in Chianti and the Val d’Orcia for houses among vines. Museums by appointment, a driver who already knows the gate, and an advisor who remains with the week from the first conversation through the flight home.
Stays are confirmed by hand for your dates, with houses in Florence and the countryside chosen around the week you want. The itinerary leads; the houses follow.
See our Tuscany guide and the Mediterranean Hills collection for the houses on this route.
Itinerary
Days are held by your advisor: museums by appointment, a house among vines, and the quiet transfer between city and countryside.
A private transfer from the airport into the centro, bags already upstairs. The first evening is kept short on purpose: a walk that ends at the Arno rather than a checklist, and a table that does not need a reservation app. Your advisor holds the keys and the quiet introductions: museums by appointment begin the next morning, not the minute you land.
One private viewing before the doors open to the day, then a long lunch in a room that faces a courtyard rather than a street. The afternoon is left unscheduled so the city can arrive at its own pace. Twilight on the river is the punctuation, not another museum hour.
A morning for whatever Florence still owes you: a chapel, a bookshop, a street that is not on the postcard. Afternoon packing is deliberate. Evening transfer toward Chianti with a driver who already knows which gate opens. The countryside begins before dinner.
Four nights in the countryside open here: cypress, a long table, and a kitchen that behaves like a house rather than a hotel corridor. A market morning in a hill town that is not staged for coaches. The pool hour is optional; the view is not. Your advisor confirms which estate and which wing once the season and the party are clear.
A day written around the road itself: Val d’Orcia light, a lunch that runs long, and an arrival back to the house before dusk. No forced winery circuit. If a cellar matters to you, it is chosen because the winemaker still opens the door, not because it fills a brochure.
A last breakfast that does not rush the transfer. Bags down, a final look at the valley, and the drive toward Florence or Pisa held without theatre. Optional Venice coda: Aman Venice on the Grand Canal, only when the week wants a third Italian stop; ask, and we will advise whether that night belongs.
The landscape
Florence and Val d’Orcia landscapes: the city light and the countryside between them.
The houses
Houses on the itinerary, opened by name.
Castellina in Chianti · Tuscany, Italy: an adults-only villa of five king rooms
Five king rooms, a private pool and the vineyards of Chianti Classico all around: an adults-only house outside Castellina in Chianti, kept by its owners like a home.
Piazza Santa Maria Novella · Florence, Italy · 55 rooms and suites
A house devoted to fine watchmaking on Piazza Santa Maria Novella, with breakfast in a Renaissance loggia facing the basilica and the Duomo a short walk away.
Photo: Hotel L'Orologio Florence
Begin here
Houses in Florence and Chianti are confirmed by hand. Tell us the season and how you wish to move; we will hold the itinerary.
