Hamilton & Chase Tours
Private tours in Italy — Rome & Lazio, Tuscany & Umbria, Venice & the Veneto
All Destinations

Italy Tours

From Tuscan vineyards to the Amalfi cliffs.

18 Tours Best April – October
Rome & Lazio Tuscany & Umbria Venice & the Veneto Amalfi Coast Florence Food & Wine Art & History Coastal Escapes

Tailor-Made Travel

Private & custom Italy tours, designed around you.

Italy is where our travelers most often begin — its regions are so distinct that each feels like a different country. Ancient Rome and Renaissance Florence sit just hours apart, yet the food, the dialect, and the rhythm of daily life shift the moment you arrive. We'll build a route that flows at your pace, meal by meal, with the kind of quiet corners and long-standing hosts you won't find in a guidebook.

Every Hamilton & Chase Italy trip is a private, custom tour — never a fixed group departure. Whether you're planning a luxury Italy vacation along the Amalfi Coast, a food-and-wine week in Tuscany, or a first-timer's route through Rome, Florence, and Venice, we shape the itinerary around your dates, pace, and budget. Our private Italy tours and vacation packages include handpicked hotels, private guides, and drivers throughout. The best time to visit Italy is April to October, when the weather is warm and the countryside is at its best.

Guide: Best Time to Visit Italy
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Popular regions of Italy

Italy Collection

Italy tour packages & itineraries

Every tour can be adjusted — dates, pace, hotels, activities.

Or build a custom trip →
Best of Italy — Private Package 9-day tour: Venice, Florence & Rome
9 Days
Private Semi-Private Self-Guided
From €3,400 per person

ITALY

Best of Italy

Venice, Florence & Rome

Year-round 2–12 guests
Culture Romance Foodie Family

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ITALY

Private Semi-Private Self-Guided

Best of Italy

Venice, Florence & Rome

Cities & Regions

Venice · Florence · Rome

Highlights

  • Skip-the-line Vatican & Sistine Chapel tour
  • Private gondola ride through the Venetian canals
  • Uffizi Gallery with a local art historian

What's Included

  • 8 nights in 4–5★ hand-picked hotels
  • All inter-city transfers in private vehicles
  • English-speaking expert guides in every city

9 Days / 8 Nights

From €3,400

Year-round
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Essence of Tuscany — Small Group 7-day tour: Florence, Siena, San Gimignano & Chianti
7 Days
Private Semi-Private Self-Guided
From €2,690 per person

ITALY

Essence of Tuscany

Florence, Siena, San Gimignano & Chianti

April – October 4–8 guests
Foodie Wellness Romance

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ITALY

Private Semi-Private Self-Guided

Essence of Tuscany

Florence, Siena, San Gimignano & Chianti

Cities & Regions

Florence · Siena · San Gimignano · Chianti

Highlights

  • Private cooking class in a Chianti farmhouse
  • Chianti vineyard tour with sommelier
  • Florence Renaissance walking tour

What's Included

  • 6 nights in countryside agriturismi and city hotels
  • Private vehicle and driver throughout
  • All cooking and wine experiences

7 Days / 6 Nights

From €2,690

April – October
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Rome & the Amalfi Coast — Private Package 8-day tour: Rome, Sorrento, Positano & Capri
8 Days
Private Semi-Private Self-Guided
From €2,960 per person

ITALY

Rome & the Amalfi Coast

Rome, Sorrento, Positano & Capri

Year-round 2–8 guests
Romance Foodie Family

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ITALY

Private Semi-Private Self-Guided

Rome & the Amalfi Coast

Rome, Sorrento, Positano & Capri

Cities & Regions

Rome · Sorrento · Positano · Capri

Highlights

  • Colosseum and Roman Forum after-hours tour
  • Private boat day from Positano around Capri
  • Pompeii archaeological site with an expert

What's Included

  • 7 nights split between Rome and the Amalfi Coast
  • Mercedes private transfers throughout
  • English-speaking guides in every city

8 Days / 7 Nights

From €2,960

Year-round
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Essence of Italy — Private Package 7-day tour: Venice, Florence & Rome
7 Days
Private Semi-Private Self-Guided
From €2,490 per person

ITALY

Essence of Italy

Venice, Florence & Rome

Year-round 2–10 guests
Culture Romance Foodie

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ITALY

Private Semi-Private Self-Guided

Essence of Italy

Venice, Florence & Rome

Cities & Regions

Venice · Florence · Rome

Highlights

  • Private water taxi arrival through the Venetian canals
  • Uffizi Gallery with Botticelli and Leonardo
  • Colosseum and Roman Forum with archaeologist guide

What's Included

  • 6 nights in 4–5★ centrally located hotels
  • Private water taxi and all station transfers
  • High-speed train tickets between cities

7 Days / 6 Nights

From €2,490

Year-round
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Epic Italy — Private Package 11-day tour: Rome, Florence, Tuscany & Venice
11 Days
Private Semi-Private Self-Guided
From €4,490 per person

ITALY

Epic Italy

Rome, Florence, Tuscany & Venice

Year-round 2–10 guests
Culture Foodie Romance Family

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ITALY

Private Semi-Private Self-Guided

Epic Italy

Rome, Florence, Tuscany & Venice

Cities & Regions

Rome · Florence · Siena · San Gimignano · Venice

Highlights

  • Three full days in Rome — ancient, baroque, and Vatican
  • Tuscany day with Siena, San Gimignano, and Chianti tasting
  • Four nights in Florence with a free day

What's Included

  • 10 nights in 4–5★ centrally located hotels
  • Private water taxi and all transfers
  • High-speed train tickets between all cities

11 Days / 10 Nights

From €4,490

Year-round
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North of Italy — Private Package 9-day tour: Milan, Lake Como, Venice & Florence
9 Days
Private Semi-Private Self-Guided
From €3,520 per person

ITALY

North of Italy

Milan, Lake Como, Venice & Florence

Year-round 2–10 guests
Culture Romance Wellness

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ITALY

Private Semi-Private Self-Guided

North of Italy

Milan, Lake Como, Venice & Florence

Cities & Regions

Milan · Lake Como · Venice · Florence

Highlights

  • Private boat tour of Murano and Burano
  • Verona's Roman Arena and Juliet's House
  • Leonardo da Vinci's Last Supper in Milan

What's Included

  • 8 nights in 4–5★ hotels and lakeside villa
  • Private water taxi and all transfers
  • Private expert guides in Venice, Verona, and Milan

9 Days / 8 Nights

From €3,520

Year-round
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Best of Italy & Assisi — Private Package 9-day tour: Rome, Assisi, Florence & Venice
9 Days
Private Semi-Private Self-Guided
From €3,610 per person

ITALY

Best of Italy & Assisi

Rome, Assisi, Florence & Venice

Year-round 2–10 guests
Culture Wellness Romance

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ITALY

Private Semi-Private Self-Guided

Best of Italy & Assisi

Rome, Assisi, Florence & Venice

Cities & Regions

Rome · Assisi · Florence · Venice

Highlights

  • Giotto's fresco cycle in the Basilica of St. Francis
  • Colosseum and Vatican with specialist guides
  • Uffizi Gallery and Michelangelo's David in Florence

What's Included

  • 8 nights in 4–5★ centrally located hotels
  • Private water taxi and all transfers
  • High-speed train and private vehicles

9 Days / 8 Nights

From €3,610

Year-round
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Best of Italy from Rome — Private Package 9-day tour: Rome, Florence, Tuscany & Venice
9 Days
Private Semi-Private Self-Guided
From €3,490 per person

ITALY

Best of Italy from Rome

Rome, Florence, Tuscany & Venice

Year-round 2–10 guests
Culture Foodie Romance

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ITALY

Private Semi-Private Self-Guided

Best of Italy from Rome

Rome, Florence, Tuscany & Venice

Cities & Regions

Rome · Florence · Siena · San Gimignano · Venice

Highlights

  • Colosseum, Forum, and Vatican in Rome
  • Uffizi Gallery and Ponte Vecchio in Florence
  • Tuscany day — Siena, San Gimignano, and Chianti wine tasting

What's Included

  • 8 nights in 4–5★ centrally located hotels
  • Private motorboat and all station transfers
  • High-speed train tickets between cities

9 Days / 8 Nights

From €3,490

Year-round
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South of Italy — Private Package 9-day tour: Rome, Puglia, Matera, Sorrento & Amalfi
9 Days
Private Semi-Private Self-Guided
From €4,560 per person

ITALY

South of Italy

Rome, Puglia, Matera, Sorrento & Amalfi

Year-round 2–10 guests
Culture Adventure Beach Romance

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ITALY

Private Semi-Private Self-Guided

South of Italy

Rome, Puglia, Matera, Sorrento & Amalfi

Cities & Regions

Rome · Bari · Matera · Sorrento · Capri · Amalfi

Highlights

  • Matera Sassi cave city — 9,000 years of continuous habitation
  • Puglia trulli villages and Adriatic coast
  • Capri island and the Blue Grotto

What's Included

  • 8 nights including a Sassi cave hotel in Matera
  • All private transfers and high-speed train
  • Private expert guides in Rome, Bari, Puglia, and Matera

9 Days / 8 Nights

From €4,560

Year-round
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The Truffle Hunter's Italy — Bespoke 8-day tour: Black truffles in Norcia, white truffles in San Miniato, Brunello in Montalcino.
8 Days
Private Semi-Private Self-Guided
From €4,290 per person

ITALY

The Truffle Hunter's Italy

Black truffles in Norcia, white truffles in San Miniato, Brunello in Montalcino.

September – November 2–8 guests
Foodie Culture

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ITALY

Private Semi-Private Self-Guided

The Truffle Hunter's Italy

Black truffles in Norcia, white truffles in San Miniato, Brunello in Montalcino.

Cities & Regions

Rome · Spoleto · Norcia · Perugia · Siena · Florence

Highlights

  • Private truffle hunt with fourth-generation hunter and trained Lagotto
  • San Miniato White Truffle Fair
  • Private Brunello estate barrel tasting

What's Included

  • 7 nights in 4–5★ hotels
  • 7 breakfasts, 4 lunches, 3 dinners
  • All truffle hunts and market visits

8 Days / 7 Nights

From €4,290

September – November
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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
Private Semi-Private Self-Guided
From €5,190 per person

ITALY

Italian Opera & the Performing Arts

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

June – October 2–8 guests
Culture Romance

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ITALY

Private Semi-Private Self-Guided

Italian Opera & the Performing Arts

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

Cities & Regions

Milan · Cremona · Verona · Bologna · Florence · Rome

Highlights

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

What's Included

  • 8 nights in 5★ hotels
  • 8 breakfasts, 2 lunches, 4 dinners
  • Three evening performances

9 Days / 8 Nights

From €5,190

June – October
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The Grand Tour: Palaces & Private Collections — Bespoke 10-day tour: Turin to Rome, with access to collections that rarely open their doors.
10 Days
Private Semi-Private Self-Guided
From €5,890 per person

ITALY

The Grand Tour: Palaces & Private Collections

Turin to Rome, with access to collections that rarely open their doors.

April – June · September – October 2–6 guests
Culture

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ITALY

Private Semi-Private Self-Guided

The Grand Tour: Palaces & Private Collections

Turin to Rome, with access to collections that rarely open their doors.

Cities & Regions

Turin · Genoa · Portofino · Florence · Siena · Rome

Highlights

  • Private Florentine aristocratic collection not open to public
  • Uffizi and Palazzo Pitti Palatine Gallery after-hours
  • Sienese Contrada museum private access

What's Included

  • 9 nights in 5★ historic palace hotels
  • 9 breakfasts, 3 lunches, 5 dinners
  • Private access arrangements throughout

10 Days / 9 Nights

From €5,890

April – June · September – October
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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
Private Semi-Private Self-Guided
From €3,290 per person

ITALY

The Italian Lakes: Villa Life

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

April – October 2–6 guests
Romance Wellness

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ITALY

Private Semi-Private Self-Guided

The Italian Lakes: Villa Life

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

Cities & Regions

Milan · Varenna · Bellagio · Stresa · Isola Bella

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

What's Included

  • 6 nights in 5★ grand lakeside hotels
  • 6 breakfasts, 2 lunches, 4 dinners
  • Private boats for all lake transfers

7 Days / 6 Nights

From €3,290

April – October
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Piedmont: Wine Harvest & the Truffle Fair — Bespoke 7-day tour: Barolo, Barbaresco, the Alba White Truffle Fair, and the Langhe in October.
7 Days
Private Semi-Private Self-Guided
From €3,490 per person

ITALY

Piedmont: Wine Harvest & the Truffle Fair

Barolo, Barbaresco, the Alba White Truffle Fair, and the Langhe in October.

October – November 2–8 guests
Foodie Culture

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ITALY

Private Semi-Private Self-Guided

Piedmont: Wine Harvest & the Truffle Fair

Barolo, Barbaresco, the Alba White Truffle Fair, and the Langhe in October.

Cities & Regions

Turin · Asti · Alba · Barolo · Barbaresco

Highlights

  • Alba International White Truffle Fair with expert guide
  • Private barrel tasting at a Barolo estate
  • Barbaresco Asili cru vineyard walk

What's Included

  • 6 nights — Turin 5★ + Langhe wine estate relais
  • 6 breakfasts, 3 lunches, 4 dinners
  • Truffle hunt and fair visits

7 Days / 6 Nights

From €3,490

October – November
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Sardinia: Island & Ancient Stone — Bespoke 8-day tour: Nuraghi, flamingos, turquoise sea, and a table that Rome never simplified.
8 Days
Private Semi-Private Self-Guided
From €3,690 per person

ITALY

Sardinia: Island & Ancient Stone

Nuraghi, flamingos, turquoise sea, and a table that Rome never simplified.

May – October 2–8 guests
Culture Adventure

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ITALY

Private Semi-Private Self-Guided

Sardinia: Island & Ancient Stone

Nuraghi, flamingos, turquoise sea, and a table that Rome never simplified.

Cities & Regions

Cagliari · Barumini · Oristano · Alghero · La Maddalena

Highlights

  • Nuraghe Su Nuraxi with archaeologist guide — UNESCO World Heritage
  • Flamingo lagoon private boat at Oristano
  • Neptune’s Grotto sea cave

What's Included

  • 7 nights in 4–5★ hotels and agriturismo
  • 7 breakfasts, 3 lunches, 4 dinners
  • Private boats and guided site visits

8 Days / 7 Nights

From €3,690

May – October
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The Dolomites: Alpine Italy — Bespoke 8-day tour: UNESCO peaks, South Tyrol culture, and the thermal spa that Empress Sisi built her reputation on.
8 Days
Private Semi-Private Self-Guided
From €3,490 per person

ITALY

The Dolomites: Alpine Italy

UNESCO peaks, South Tyrol culture, and the thermal spa that Empress Sisi built her reputation on.

June – September · December – March 2–8 guests
Adventure Wellness

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ITALY

Private Semi-Private Self-Guided

The Dolomites: Alpine Italy

UNESCO peaks, South Tyrol culture, and the thermal spa that Empress Sisi built her reputation on.

Cities & Regions

Venice · Cortina d’Ampezzo · Val Gardena · Bolzano · Merano · Verona

Highlights

  • Tofane cable car to 3,244 metres with Alta Via guided walk
  • Drei Zinnen circular trail at 2,400 metres
  • Ötzi the Iceman private visit with museum archaeologist

What's Included

  • 7 nights in 5★ mountain hotels and spa property
  • 7 breakfasts, 3 lunches, 4 dinners
  • Cable cars, guided walks, spa access

8 Days / 7 Nights

From €3,490

June – September · December – March
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Rome: The Hidden City — Bespoke 6-day tour: The Sistine Chapel before anyone else, a fresco restoration studio, and a private palazzo dinner.
6 Days
Private Semi-Private Self-Guided
From €2,690 per person

ITALY

Rome: The Hidden City

The Sistine Chapel before anyone else, a fresco restoration studio, and a private palazzo dinner.

Year-round 2–6 guests
Culture

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ITALY

Private Semi-Private Self-Guided

Rome: The Hidden City

The Sistine Chapel before anyone else, a fresco restoration studio, and a private palazzo dinner.

Cities & Regions

Rome

Highlights

  • Sistine Chapel private early access before public opening
  • Vatican Museums before 7am with Vatican art historian
  • Private fresco restoration studio — active commission

What's Included

  • 5 nights in a 5★ historic centre hotel
  • 5 breakfasts, 2 lunches, 4 dinners
  • Vatican early access permits

6 Days / 5 Nights

From €2,690

Year-round
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Florence & Tuscany — Private Package 8-day tour: Florence, Pisa, Lucca, Chianti, Siena & San Gimignano
8 Days
Private Semi-Private Self-Guided
From €2,960 per person

ITALY

Florence & Tuscany

Florence, Pisa, Lucca, Chianti, Siena & San Gimignano

Year-round 2–10 guests
Culture Foodie Romance

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ITALY

Private Semi-Private Self-Guided

Florence & Tuscany

Florence, Pisa, Lucca, Chianti, Siena & San Gimignano

Cities & Regions

Florence · Pisa · Lucca · Siena · San Gimignano

Highlights

  • Uffizi Gallery with a private art historian
  • Chianti vineyard tour and wine tasting
  • Siena's Piazza del Campo and Duomo

What's Included

  • 7 nights in 4–5★ hotels or countryside villa
  • Private driver for all excursions
  • Expert guides in Florence and Tuscan towns

8 Days / 7 Nights

From €2,960

Year-round
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At a Glance

Compare Italy tours

A side-by-side look at duration, pricing, and highlights to help you pick the right trip.

Tour Duration From Highlights
Best of Italy Private Package 9 days $3,400 per person
  • Skip-the-line Vatican & Sistine Chapel tour
  • Private gondola ride through the Venetian canals
  • Uffizi Gallery with a local art historian
View
Essence of Tuscany Small Group 7 days $2,690 per person
  • Private cooking class in a Chianti farmhouse
  • Chianti vineyard tour with sommelier
  • Florence Renaissance walking tour
View
Rome & the Amalfi Coast Private Package 8 days $2,960 per person
  • Colosseum and Roman Forum after-hours tour
  • Private boat day from Positano around Capri
  • Pompeii archaeological site with an expert
View
Essence of Italy Private Package 7 days $2,490 per person
  • Private water taxi arrival through the Venetian canals
  • Uffizi Gallery with Botticelli and Leonardo
  • Colosseum and Roman Forum with archaeologist guide
View
Epic Italy Private Package 11 days $4,490 per person
  • Three full days in Rome — ancient, baroque, and Vatican
  • Tuscany day with Siena, San Gimignano, and Chianti tasting
  • Four nights in Florence with a free day
View
North of Italy Private Package 9 days $3,520 per person
  • Private boat tour of Murano and Burano
  • Verona's Roman Arena and Juliet's House
  • Leonardo da Vinci's Last Supper in Milan
View
Best of Italy & Assisi Private Package 9 days $3,610 per person
  • Giotto's fresco cycle in the Basilica of St. Francis
  • Colosseum and Vatican with specialist guides
  • Uffizi Gallery and Michelangelo's David in Florence
View
Best of Italy from Rome Private Package 9 days $3,490 per person
  • Colosseum, Forum, and Vatican in Rome
  • Uffizi Gallery and Ponte Vecchio in Florence
  • Tuscany day — Siena, San Gimignano, and Chianti wine tasting
View
South of Italy Private Package 9 days $4,560 per person
  • Matera Sassi cave city — 9,000 years of continuous habitation
  • Puglia trulli villages and Adriatic coast
  • Capri island and the Blue Grotto
View
The Truffle Hunter's Italy Bespoke 8 days $4,290 per person
  • Private truffle hunt with fourth-generation hunter and trained Lagotto
  • San Miniato White Truffle Fair
  • Private Brunello estate barrel tasting
View
Italian Opera & the Performing Arts Bespoke 9 days $5,190 per person
  • Evening performance at La Scala with private morning tour
  • Opera under the stars at the Arena di Verona
  • Private luthier workshop in Cremona
View
The Grand Tour: Palaces & Private Collections Bespoke 10 days $5,890 per person
  • Private Florentine aristocratic collection not open to public
  • Uffizi and Palazzo Pitti Palatine Gallery after-hours
  • Sienese Contrada museum private access
View
The Italian Lakes: Villa Life Bespoke 7 days $3,290 per person
  • Villa del Balbianello by private boat after visitors leave
  • Villa Carlotta azalea gardens at peak bloom
  • Isola Bella Baroque palace and ten-terraced gardens
View
Piedmont: Wine Harvest & the Truffle Fair Bespoke 7 days $3,490 per person
  • Alba International White Truffle Fair with expert guide
  • Private barrel tasting at a Barolo estate
  • Barbaresco Asili cru vineyard walk
View
Sardinia: Island & Ancient Stone Bespoke 8 days $3,690 per person
  • Nuraghe Su Nuraxi with archaeologist guide — UNESCO World Heritage
  • Flamingo lagoon private boat at Oristano
  • Neptune’s Grotto sea cave
View
The Dolomites: Alpine Italy Bespoke 8 days $3,490 per person
  • Tofane cable car to 3,244 metres with Alta Via guided walk
  • Drei Zinnen circular trail at 2,400 metres
  • Ötzi the Iceman private visit with museum archaeologist
View
Rome: The Hidden City Bespoke 6 days $2,690 per person
  • Sistine Chapel private early access before public opening
  • Vatican Museums before 7am with Vatican art historian
  • Private fresco restoration studio — active commission
View
Florence & Tuscany Private Package 8 days $2,960 per person
  • Uffizi Gallery with a private art historian
  • Chianti vineyard tour and wine tasting
  • Siena's Piazza del Campo and Duomo
View

Good to Know

Italy tours — your questions answered

What is the best time to visit Italy?

The best time to visit Italy is April to June and September to October, when the weather is warm and the crowds are thinner than in peak summer. July and August are hot in the cities, though ideal for the coast and the lakes.

How many days do you need in Italy?

Seven to ten days suits a first trip covering two or three regions — for example Rome, Florence and Tuscany, and Venice. Two weeks lets you add the Amalfi Coast, the Lakes, or Sicily.

Are your Italy tours private and customizable?

Yes. Every Hamilton & Chase Italy tour is private and fully custom — never a fixed group departure. We shape the dates, pace, hotels, and routing around you, from Rome and the Amalfi Coast to the vineyards of Tuscany and Piedmont.

How do you get around on an Italy tour?

We combine Italy's fast intercity trains between the main cities with private drivers for the countryside and coast, and we arrange every ticket, transfer, and licensed local guide for you.

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