Please select your location:

Grand Tour of Italy

21 days from $16,105pp

What is tailor made? 100% custom | Exceptional experiences | Hand-picked guides | Lodging with character | Designed to your schedule, budget & interests

    Places visited:

  • Venice
  • Verona
  • Tremezzo
  • Milan
  • Florence
  • Cortona
  • Tuscany
  • Rome
  • Naples
  • Positano
  • Capri
  • Campania
  • Visit the Sistine Chapel and Leonardo da Vinci’s Last Supper.

  • Tour Lake Como by private boat.

  • Enjoy a day of wine tasting in the Tuscan countryside.

  • Explore hidden corners of the Doge’s Palace in Venice.

  • Take a private boat trip to explore the island of Capri.

  • Visit the ancient sites of the Colosseum, Roman Forum and Pompeii.

Primavera Uffizi

What our specialists say...

Explore the highlights of Italy on this extended tour which takes in some of the country's most iconic sites and landscapes. In addition to exploring the cities of Rome, Florence, Venice and Milan this grand tour also incorporates time to cruise the waters of Lake Como, relax in the stunning Tuscan countryside and experience the dramatic views along the Amalfi coastline. Packed full of exciting experiences this really is the ultimate tour for those that want to immerse themselves in everything that Italy has to offer.

We recommend this trip for:

  • Venice
  • Verona
  • Tremezzo
  • Milan
  • Florence
  • Cortona
  • Tuscany
  • Cortona
  • Florence
  • Rome
  • Naples
  • Positano
  • Capri
  • Positano
  • Campania
  • Positano

Itinerary idea in detail

Open all Close all

Ask us if you would also like us to arrange your international flights at our preferred rates.

Day 1 Venice

Venice

Upon arrival in Venice you will travel by private water taxi across the lagoon, enjoying some wonderful views of this magical city as you head to your hotel which overlooks the Grand Canal. After you have a chance to freshen up enjoy a breathtaking private panoramic boat tour around the rest of the city.

Accommodation options

Day 2 Venice

Venice

This morning you'll be met at your hotel by your guide and walked to St Mark's Square for a private half-day tour of the square. On this tour you will also visit secret rooms within Doge's Palace that are not normally open to the public. In the afternoon you will have some free time to explore more of the city and may wish to visit sites such as the Peggy Guggenheim Collection or the Accademia Gallery.

Accommodation options

Day 3 Venice

Venice

Today you will have a private boat tour of the islands of Murano and Burano. In Murano you will see a glass blowing demonstration at a local glass factory. The next island, Burano, is famous for its brightly painted houses and traditional lace making. At the end of the tour your private boat will drop you back off at your hotel.

Accommodation options

Day 4 Verona

Venice , Verona

You will be transferred to the station today by private water taxi for your train to Verona. The train journey will take just over an hour and on arrival a driver will be waiting to take you to your hotel. After you have settled it, enjoy a private walking tour of the most important sites within the city's medieval heart.

Accommodation options

Day 5 Tremezzo

Verona , Tremezzo

Today you will have the morning to do some final exploring in Verona before departing with your private driver to Lake Como. The three hour journey will skirt the edge of the lake capturing beautiful views before you reach your grand lakeshore accommodation, looking across the water to Bellagio.

Accommodation

Day 6 Tremezzo

Tremezzo

Today you will have a five hour private guided boat tour of Lake Como, including the Villa Balbianello featured in the James Bond film 'Casino Royale', as well as the town of Como and its historic heart. After the tour the boat will drop you off back at your hotel.

Accommodation

Day 7 Tremezzo

Tremezzo

Today you will have a full day at leisure to explore more of the lake's highlights. A great option is to take the public ferry north to the charming towns of Varenna and Menaggio. You may also like to visit the house and gardens of Villa Carlotta, just next door to your hotel.

Accommodation

Day 8 Milan

Tremezzo , Milan

Departing today with your private driver, you'll head to your hotel in the heart of Milan. The journey will take around an hour. After settling in you will have some free time to begin exploring the city or perhaps do some shopping.

Accommodation options

Day 9 Milan

Milan

This morning you will depart with your private guide for a walking tour around the city, including a visit to see Leonardo da Vinci's iconic 'Last Supper'. At the end of the tour you'll have some more free time to explore this vibrant city. We highly recommend taking the elevator to the top of the Duomo as the rooftop terraces offer spectacular views.

Accommodation options

Day 10 Florence

Milan , Florence

This morning you'll be taken to the station for your premium class rail journey to Florence, which will take around an hour and a half. On arrival you'll be transferred to your hotel to settle in before having some free time to explore. You may wish to head to the Piazza del Duomo, where you can climb both the cupola and the bell tower for some wonderful views of the city, or simply relax in one of the charming cafes or restaurants.

Accommodation options

Day 11 Florence

Florence

Your private guide will meet you this morning at your hotel and walk you to the Uffizi Gallery for a tour of the famous collections. The afternoon is free to continue exploring at your leisure. You may want to take a lunchtime stroll along banks of the Arno or while away the afternoon in the fascinating Bargello Gallery.

Accommodation options

Day 12 Florence

Florence

This morning your guild will meet you at your hotel for your private guided visit of the Accademia Gallery to see Michelangelo's 'David'. Following the Accademia, you'll carry on to the Pitti Palace with your guide. At the end of your tour you may want to linger on this side of the river and visit the beautiful Boboli Gardens or head to one of the cafes on the riverfront.

Accommodation options

Day 13 Cortona

Florence , Cortona

Departing from Florence this morning you'll travel into the heart of Tuscany with your private driver to the stunning Il Falconiere estate, just outside of Cortona. You can then spend the rest of the day enjoying the beautiful surroundings of vineyards and olive groves or relax at the hotel's excellent spa.

Accommodation

Day 14 Cortona

Tuscany , Cortona

Enjoy a wine tasting tour of Tuscany today. Departing with your private driver, you'll start at the famous Felsina Winery where you'll have a tour and an opportunity to sample some of the wines as well as take a jeep tour around the vineyards. Next, you'll head to the spectacular Villa Vignamaggio. Here you'll be able to visit the historic cellars and gardens before settling down to a lazy lunch paired with a selection of wines from the estate.

Accommodation

Day 15 Rome

Cortona , Florence , Rome

Your driver will take you to the train station in Florence for your premium class train journey to Rome, which will take around two hours. Upon arrival you will be met and transferred to your hotel. After settling in, you'll have the opportunity get your bearings in Rome with a privately guided tour of the city by car and on foot. This evening tour includes key sites such as the Piazza del Popolo, Piazza Navona and the Trevi Fountain.

Accommodation options

Day 16 Rome

Rome

Today you'll learn about the history of Ancient Rome on a privately guided tour of the Colosseum and the Roman Forum. The afternoon is then yours to spend at leisure exploring the Eternal City. You may wish to head back to the Piazza Navona or Camp de Fiori where you can sit and watch the world go by.

Accommodation options

Day 17 Rome

Rome

Today you'll learn about the incredible artwork held within the world's smallest city state on a private tour of the Vatican Museums, Sistine Chapel and St Peter's Basilica. Following the tour you'll have the rest of the day to explore Rome at leisure. If you haven't already done so, we recommend visiting the charming lanes of Trastevere to soak up the atmosphere and enjoy some dinner.

Accommodation options

Day 18 Positano

Rome , Naples , Positano

This morning you will be dropped at Rome station for your premium class train journey to Naples, which will take just over an hour. On arrival a car and private driver will take you the rest of the way to your hotel in Positano. During the drive relax and enjoy the stunning views. In the afternoon, you'll have some free time to start exploring this exquisite stretch of coastline.

Accommodation

Day 19 Positano

Capri , Positano

Spend today exploring the island of Capri in style with a private boat and guide. After the spectacular one hour journey to Capri, you'll enjoy a private guided tour and some time at leisure on the island. This evening your boat will deliver you back to Positano to relax.

Accommodation

Day 20 Positano

Campania , Positano

Today you will visit one of the most famous archaeological sites in the world, the entombed city of Pompeii. After arriving via private driver, a guide will meet you at the site for a private tour around the fascinating ruins.

Accommodation

Day 21 Return home

Positano

Say goodbye to Positano today as you depart by private car for Naples and your flight home.

Shannon
Tyler Reilly

Contact a specialist

The specialist who designs your trip to Italy will have explored the country many times and, in some cases, lived there. Their first-hand knowledge gives us the belief that no other travel company can match our expertise in helping you plan your trip. Your dedicated specialist will take the time to understand your preferences and build them into an itinerary to match, working to your budget. He or she will keep perfecting it until you’re completely happy and ready to book.

Find out what sets us apart ›

When to go

Drag the slider to see monthly temperature and rainfall for this itinerary

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
Place Daily Max Temperature Monthly Rainfall
Venice
 
 
 
Verona
 
 
 
Milan
 
 
 
Florence
 
 
 
Rome
 
 
 
Naples
 
 
 
Capri
 
 
 

Other itineraries you may be interested in