Journeys · Italy from one historic home to the next

One trip, several historic homes

Suggested routes of eight to twelve days, each built on three of our homes: a city palazzo, a castle in the hills, a villa by the sea. Pick a route, keep or change the nights, check live rates for every stop.

Home  /  Journeys
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Eighteen journeys, written by people who know the houses

Every route lists two or three of our homes at each stop, with a widget that checks real availability for those nights. Rates are in euro, breakfast is included, and nothing is charged until the property confirms.

Where
How long
10 days · 3 homes · Tuscany

Florence, Chianti & Siena

A Renaissance palazzo in Florence, a castle village in Chianti, a villa in the hills south of Siena. Museums, vineyards and the Val d'Orcia.
Art citiesWineCountryside
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7 days · 3 stops · Tuscany

Siena, San Gimignano & Volterra

Three nights around Siena and Monteriggioni, two among the towers of San Gimignano, two in Etruscan Volterra.
Art citiesCountryside
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7 days · 3 stops · Tuscany

Arezzo, Cortona & Montalcino

A castle hamlet near Arezzo, three nights below Cortona, two among the vineyards of Brunello.
WineCountryside
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7 days · 3 stops · Tuscany

Bolgheri, Maremma & Pitigliano

The vineyards of Bolgheri, the Maremma coast and the hot springs of Saturnia.
SeaWine
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7 days · 3 stops · Tuscany

Lucca, Garfagnana & Versilia

Lucca inside its walls, the chestnut valleys of the Garfagnana, the Liberty seafront of Viareggio.
Art citiesSea
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12 days · 3 homes · Rome & the South

Rome, Naples & the Amalfi Coast

Four nights in Rome, three in a palazzo in old Naples, five above the sea between Sorrento and Praiano.
Art citiesSeaFood
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9 days · 3 homes · Puglia & Basilicata

Puglia & Matera

A masseria among the olive trees of the Valle d'Itria, Baroque Lecce and the Salento sea, a cave hotel in the Sassi of Matera.
SeaCountrysideFood
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9 days · 3 homes · Venice & the North

Venice, Verona & Lake Garda

A palazzo on a Venetian campo, a villa among the Valpolicella vines, a 19th-century villa above Lake Garda.
Art citiesWineLakes
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10 days · 3 homes · Sicily

Sicily: Palermo, the Baroque south-east & Taormina

Three nights in a Palermo palazzo, four in the Baroque towns of the Val di Noto, three between Taormina and Etna.
BaroqueSeaFood
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8 days · 3 homes · Umbria & Tuscany

Umbria & southern Tuscany

Orvieto on its cliff, a medieval castle near Gubbio, a palazzo in the Val d'Orcia. Eight days between the hill towns of Umbria and southern Tuscany.
CastlesCountrysideWine
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11 days · 3 homes · First trip to Italy

Venice, Florence & Rome

The Grand Tour from three historic homes: a palazzo on a Venetian campo, a Renaissance residence in Florence, a Borromini convent in Trastevere.
Art citiesClassic
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8 days · 3 homes · Venice & the North

Genoa, Portofino & the Cinque Terre

A palazzo in Genoa, a villa in Santa Margherita Ligure, a monastery on the harbour of Portovenere. The Italian Riviera at walking pace.
SeaArt cities
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8 days · 3 homes · Venice & the North

Turin, the Langhe & Monferrato

Royal Turin, four nights among the Barolo vineyards, two in the castle country of Monferrato. White truffles in autumn.
WineFood
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7 days · 3 homes · Venice & the North

Bologna, Modena & Parma

The Food Valley: Bologna's arcades, the balsamic cellars of Modena, a castle on the Po where Culatello is aged.
FoodWine
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9 days · 3 homes · Sicily

Western Sicily: Palermo, Trapani & Marsala

Arab-Norman Palermo, medieval Erice and the Egadi islands, a baglio among the Marsala vineyards and salt pans.
SeaWine
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8 days · 3 homes · Rome & the South

Caserta, Naples & the Cilento

The Bourbon palace of Caserta, Naples from the Sanità to the sea, the temples of Paestum and the Cilento coast.
Art citiesSea
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8 days · 3 homes · Venice & the North

Venice, Asolo & the Dolomites

A palazzo in Venice, a villa in the Prosecco hills, three nights under the peaks of Alta Badia and Val Gardena.
MountainsArt cities
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7 days · 3 stops · Venice & the North

The Brenta, Vicenza & Palladio

A villa on the Brenta canal, Palladio's Vicenza, and a night inside the garden of Villa Pisani.
VillasArt cities
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No route matches both filters yet. Pick a different length, or ask the assistant below to build one for your dates.
How it works

Book the homes, keep the freedom

1. Pick a route

Each journey is a starting point: three bases and, for every stop, what to see and where to go, the dishes to try and where to eat them. Nothing is a package and nothing is fixed.

2. Check the nights

Under every stop a widget shows live rates for the homes we suggest there. Book each stay directly; the property confirms within 24 hours.

3. Adjust with the assistant

Fewer days, children, no car, a wedding in between: tell the assistant and it re-plans the stops on our homes, then checks the rooms.

None of these fits?

Build your own route

Tell our assistant your dates, who is travelling and what you want to see. It knows every home in the collection, plans the stops and checks availability in the chat. If you prefer a person, write to us and we answer within a working day.

Answers in English. Rates in euro, breakfast included, no booking fees.
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