A lakeside promenade and cypresses on Lake Como in morning light

Destination

Italy

The country most often planned badly — and the most rewarding when it is right.

Italy

Italy is rarely a question of whether it is worth it, but of where exactly and when. Lake Como, Tuscany, the Amalfi Coast and Venice are not nuances of one another but different journeys: different days, different pace, different houses.

We plan Italy from the house outwards. A good address in the right place replaces three items on an itinerary, and most journeys improve the moment one destination is removed.

Why we recommend it

  • Because the houses here have grown: villas, estates and palazzi with a patina that cannot be built.
  • Because the distances are short — two hours' flying, an hour's drive, and the day is not over.
  • Because May, June, September and October are four dependable windows in which the country is quiet and open at once.

Regions

Which region suits which journey

Four regions we know well, and a note on which suits which kind of journey.

01

Lake Como

Suits: A first journey, couples, short stays

The lake asks for no programme. Three nights are enough, because arriving and staying are the same thing here; Milan is an hour away, which takes the strain out of both ends.

Lake Como

02

Tuscany

Suits: A week, landscape, slow days

Best from one address. The Val d'Orcia for space and quiet, Chianti for company, Florence as two days at the start — not as a base.

Tuscany

03

Amalfi Coast

Suits: Sea with character, May and October

Steep, loud at the height of summer, wonderful either side of it. Travelling in July or August, choose a house with its own access to the water.

Amalfi Coast

04

Venice

Suits: Two or three nights, art, the start of a journey

Venice works best as an opening: early and late, the city belongs to those who sleep there. Then move on into the landscape.

Venice

05

Umbria and the south

Suits: Returning guests, quiet, summer

Umbria for guests who already know Tuscany; Puglia and Sicily for late summer, when the north is full and the south stays warm.

Hotels

Houses we recommend

Houses we recommend in Italy — with the reason each belongs here.

Terrassierte Küste in Italien im Morgenlicht mit Zypressen und offenem Meer

Moltrasio, Comer See

Passalacqua

An eighteenth-century villa restored over years by the family who owns it: frescoes, fabrics and furniture kept rather than referenced. You stay in rooms that were living rooms first.

Why this house

The house we name most often for a first journey to Italy — a villa rather than a hotel, with a view one does not forget.

Suits
Couples and small parties who would rather inhabit a house than use a hotel.
Season
May and June for the wisteria, or September when the lake settles again.
See the house
Piano nobile eines venezianischen Palazzos am Canal Grande mit Fresken und hohen Fenstern

Canal Grande, Venedig

Aman Venice

A sixteenth-century palazzo on the Grand Canal, twenty-four rooms behind Tiepolo frescoes.

Why this house

Two nights in a palazzo on the Grand Canal change how Venice reads.

Suits
Travellers seeing Venice for more than the first time
Season
April to June, October to November
See the house
Terrassierte Küste in Italien im Morgenlicht mit Zypressen und offenem Meer

Umbrien

Castello di Reschio

A thousand-year-old castle on an estate of some 1,500 hectares, brought back by one family over two decades. Everything inside — lamps, handles, beds — was designed and made on site.

Why this house

For a week without a car and without a plan: Umbria, riding, long evenings, a house that carries the stay.

Suits
Travellers drawn to craft, architecture and long days without a schedule.
Season
May, June and September to mid-October, when the evening fires begin.
See the house
Terrassierte Küste in Italien im Morgenlicht mit Zypressen und offenem Meer

Amalfiküste

Borgo Santandrea

A 1960s house built into the cliff and retold in handmade Vietri tile. One of few addresses on this coast with its own beach and an unhurried terrace.

Why this house

The most dependable address on the Amalfi Coast, because the sea belongs to the house.

Suits
Travellers who know the Amalfi Coast and want it this time without the crowds.
Season
May, June and all of September. In August the coast road becomes an exercise in patience.
See the house
Terrassierte Küste in Italien im Morgenlicht mit Zypressen und offenem Meer

Positano

Il San Pietro di Positano

Family-run since 1970 and still guided by the same idea: terraces set into the rock, bougainvillea over everything, a lift down to the sea. The staff have known returning guests by name for decades.

Why this house

For guests who want Positano without staying in Positano — terraces above the coast, a lift to the water.

Suits
Travellers who value continuity — the same room, the same bay, every year.
Season
Late April to June, then September and early October.
See the house
Terrassierte Küste in Italien im Morgenlicht mit Zypressen und offenem Meer

Porto Ercole, Toskana

Hotel Il Pellicano

The same bay, the same pines, the same attitude since 1965: Mediterranean ease without performance. The house shaped a style it never needed to reinvent.

Why this house

The Tuscan coast, few rooms, long-standing guests who return each year. Best in June.

Suits
Families and couples after a summer in the sixties sense — sea, lunch, afternoon.
Season
June and September. The house closes for winter.
See the house

Related journeys

Journeys that combine naturally with Italy.

Best time to travel

When to go

Italy has no single best season, but several. What matters is what you intend to do.

May and June

Green, long evenings, comfortable temperatures at the lakes and in Tuscany. The coast is still quiet and the water cool.

July and August

Hot and busy. Worthwhile only with a house on the water or at altitude; in these weeks the cities shrink to their museums.

September and October

Our preferred window: warm sea, harvest in Tuscany, soft light. From late October many country houses close.

Pure Voyage NoteDestination Note

How many places in one Italian journey?

Two, rarely three. Each move costs half a day and an evening spent settling in again. Ten nights carry two addresses well: a city and a landscape, or a landscape and the sea. If you want three, allow at least four nights in each.

Noted by Pure Voyage

Common questions

What guests ask us about this

When is the best time to travel to Italy?
May, June, September and early October. The sea is warm enough, the towns remain liveable, and houses run with full teams. July and August work better on Lake Como and in the mountains than on the Amalfi Coast.
How many places should you combine in two weeks?
Two, at most three. One city, one landscape, one stretch of coast is a good order. Any more and the trip becomes transfers rather than Italy.
Is a hire car worth it?
In Tuscany, Umbria and Puglia, yes — the pleasure lies between the places. On Lake Como and the Amalfi Coast we advise against it and work with drivers and boats.

An Invitation

Once a month: hotels, new openings and travel ideas

One hotel that convinced us, with our advice on suite and season. The openings that actually matter. And a destination at its best right now. No offers, no advertising.