Hamilton & Chase Tours
Private tours in Milan, Italy

Private Milan Tours

Milan appears in 3 of our itineraries across Italy, ranging from 7–9 days. Every one is private, and every one can be reshaped around the time you want to spend here.

From our itineraries

What a day in Milan looks like.

Taken from the itineraries themselves — these are real days from trips we run, not a generic description of the city.

Day 1 · The Italian Lakes: Villa Life

Milan & the Journey North

Your driver meets you at Milan Malpensa and carries you north toward the lake district — the road from Milan to Como takes less than an hour, and the moment the landscape lifts from the Lombard plain into the lake district's particular combination of mountains and water is immediately apparent. You arrive at Varenna on the eastern shore of Como in time for the late afternoon: a small village built on a promontory above the lake, its narrow streets climbing from the lakefront piazza in a way that has not changed since the 19th century. Your hotel is a historic lakeside villa converted — a terrace above the water, the western shore visible across the lake, and in the distance on clear days the snow on the Alps above Lugano. Dinner in Varenna at a restaurant that has been serving local perch and misultin (sun-dried lake fish) from the same kitchen since the 1920s.

  • Private transfer from Milan Malpensa to Lake Como
  • Varenna village — a lakeside promontory unchanged for centuries
  • Lake Como first view from a historic villa terrace

Day 2 · North of Italy

Milan Highlights

Your private guide leads a morning that begins with one of the most anticipated experiences in Italy: Leonardo da Vinci's Last Supper in the refectory of Santa Maria delle Grazie. Visitors are admitted in small groups for fifteen timed minutes — your guide prepares you before entering so the time inside is spent seeing, not reading. The Duomo follows: the largest Gothic cathedral in Italy, its interior vast and vertical, the stained glass and marble floors working together in a way that rewards slow attention. The afternoon is yours: the Pinacoteca di Brera in its Academy courtyard contains Raphael, Mantegna, and Caravaggio in one of Italy's finest collections. The Brera neighbourhood around it is one of Milan's most characterful — independent bookshops, quiet cafés, and the kind of bar where the espresso comes with unhurried elegance.

  • Leonardo da Vinci's Last Supper — private timed visit
  • Milan Duomo Gothic interior
  • Optional: Pinacoteca di Brera — Raphael, Mantegna, Caravaggio

Day 1 · Italian Opera & the Performing Arts

Arrival in Milan

Your private driver meets you at Milan Malpensa and carries you to your hotel near the Brera neighbourhood or the Via della Spiga — Milan's quietly elegant centre rather than the fashion district of the tourist imagination. The evening is deliberately free: Milan at dusk is a city of aperitivo bars where the Campari Spritz was invented, of Michelin-starred restaurants in rooms that don't announce themselves, and of bookshops that stay open until ten. Tomorrow begins the formal program — tonight is for the city itself, on your own terms.

  • Private transfer from Milan Malpensa
  • Brera neighbourhood at leisure
  • Aperitivo in Milan's bar culture

Itineraries

3 tours visit Milan.

Italian Opera & the Performing Arts — Bespoke 9-day tour: La Scala, the Arena di Verona, and music in the country that invented it.
9 Days
From €5,190 per person

ITALY

Italian Opera & the Performing Arts

Private · Semi-Private · Self-Guided

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ITALY

Italian Opera & the Performing Arts

La Scala, the Arena di Verona, and music in the country that invented it.

Cities You'll See

Milan · Cremona · Verona · Bologna

Highlights

  • Evening performance at La Scala with private morning tour
  • Opera under the stars at the Arena di Verona
  • Private luthier workshop in Cremona

9 Days / 8 Nights

From €5,190

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The Italian Lakes: Villa Life — Bespoke 7-day tour: Como and Maggiore — the grand hotel tradition and the villa gardens of the Alps.
7 Days
From €3,290 per person

ITALY

The Italian Lakes: Villa Life

Private · Semi-Private · Self-Guided

Hover for Itinerary View Itinerary

ITALY

The Italian Lakes: Villa Life

Como and Maggiore — the grand hotel tradition and the villa gardens of the Alps.

Cities You'll See

Milan · Varenna · Bellagio · Stresa

Highlights

  • Villa del Balbianello by private boat after visitors leave
  • Villa Carlotta azalea gardens at peak bloom
  • Isola Bella Baroque palace and ten-terraced gardens

7 Days / 6 Nights

From €3,290

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