Classic Italy Small Group Tour

Our Classic Italy small group tour visits Italy’s most popular cities, making it perfect for first time visitors and those wanting to revisit their favorite locations.

With a tour host and private guides taking care of the details, you can relax and enjoy your 12-day guided Italy vacation tour as you travel by high-speed train from the romance of the Venice canals, to the Renaissance glory of Florence, the majestic glory of ancient Rome and the Vatican to the warmth of Naples.

The Classic Italy Small Group Tour Itinerary Includes:

Classic Italy

April 2027
$8400
$ 7,600 offer ends Labor Day
  • April 11-22, 2027
  • 12 Days / 11 Nights
  • Max 14 participants
  • Low-Medium Activity Level
Early Bird Price
Venice Arsenale on the Classic Italy Small Group Tour

Day 1: Arrival in Venice

The tour will start when you check into the hotel. Once you have settled in, you’ll meet Kara, your host on the Classic Italy Small Group Tour and enjoy a welcome coffee with your traveling companions.

Now, it’s time to get outside and start exploring the magical city of Venice. In the company of a local expert, we’ll take you off the beaten track to see the real Venice. You’ll learn about the history of this unique place and modern life in the world’s most romantic city. 

St. Mark's Venice on the Classic Italy Tour

Day 2: Doge's Palace Tour

After breakfast at the hotel, we’ll stroll over to St. Mark’s Square to meet our guide for a private tour of the Doge’s Palace. The guide is going to learn about how the powerful Venetian Republic was run, see the beautiful palace where the Doge lived, walk through the Bridge of Sighs and see the stunning Byzantine mosaics in St. Mark’s Basilica.

After the tour, you’ll have the rest of the day to enjoy Venice on your own.

Burano on the Classic Italy Small Group Tour

Day 3: Private Boat Tour Venice Lagoon

We’ll leave the island of Venice today in a private boat to explore the surrounding Lagoon. Our tour will take us to some of the Lagoon’s most famous islands. The first stop will be Murano where we will visit the famous glass factories and assist you with any purchases you wish to ship home. We’ll move the island of Burano, where we’ll stop for lunch and you’ll have time to explore the lovely island known for its painted houses and lace-making. Then we’ll take a short boat ride to visit the ancient Basilica of Santa Maria Assunta on Torcello, before tasting wine produced in the unique environment of the Lagoon.

Neptune Fountain, Florence on the Classic Italy Small Group Tour

Day 4: Florence Walking Tour

We’re heading to Florence today by high-speed train and will be there in just over 2 hours.

We’ll check into our accommodation and start to explore Florence. As we walk around the city, a private guide will tell us about its history and the powerful Medici Family that once ruled here. As well as getting your first glimpse of the city’s most important monuments, we will visit the Accademia Gallery, home to Michelangelo’s monumental David.

Uffizi Gallery Florence on the Classic Italy Small Group Tour

Day 5: Uffizi Gallery Private Tour

Our day will begin with a private tour of one of the world’s most visited museums. In the corridors of the Uffizi Gallery, our expert guide will bring stories of Renaissance Florence to life and introduce you to the works of the greatest masters of the Italian Renaissance, including Leonardo da Vince, Michelangelo, Raphael and Botticelli.

The afternoon will be free for you to explore Florence, her churches and museums on your own.

Day Trip to Siena on the Classic Italy Tour

Day 6: Day Trip to Siena or Pisa

Choose between a day trip to Pisa or Siena and let us plan it for you. You’ll leave Florence train station in the morning for your chosen destination, about 1.5hrs from Florence. After seeing some of the lovely Tuscan countryside on the regional train journey, spend the day exploring the town and visiting the main sites. You’ll have plenty of time to explore the town, take a leisurely lunch and enjoy skip-the-line tickets with dedicated entrance time for the most important sites: the Leaning Tower, baptistery and Campo Santo cemetery in Pisa or the Duomo and Palazzo Pubblico in Siena.

Castel Sant'Angelo in Rome on the Classic Italy Tour

Day 7: Visit the Colosseum in Rome

We’re heading south to the Italian capital today by high-speed train. The next few days in Rome will be an incredible tour through layers of history, from antiquity, through the history of Christianity to the splendor of the Baroque. 

After checking into the hotel, our first stop will be lunch at a traditional trattoria, followed by a tour of the ancient world. Our expert guide will take us to the Colosseum, the temples and monuments of the Forum and the ruined palaces of the Palatine.

Visit the Spanish Steps in Rome on the Classic Italy Tour

Day 8: Rome Private Walking Tour

Our day will start with an early morning walking tour around some of the city’s most iconic locations before the crowds arrive. As we walk through the ancient streets, you can expect to see sites including the Spanish Steps, Trevi Fountain, Piazza Colonna, the Pantheon, Piazza Navona and Campo dè Fiori, and learn about some of the emperors, popes and powerful families who built the city.

The rest of the day will be free and you can explore more of Rome at your own pace.

Inside St. Peter's Basilica in Rome

Day 9: Vatican Museums & St. Peter's Basilica

Today you’ll discover the artistic wonders of the Vatican Museums and St. Peter’s Basilica. As we walk through these stunning sites, you’ll discover centuries of art, the papal apartments decorated by Raphael (including The School of Athens) and the legendary Sistine Chapel.

Once the tour is over, you’ll have some time to yourselves to relax and recharge before we meet again for our cooking class. You’ll learn how to make authentic Roman pizza from scratch with a local chef, before sitting down to enjoy your culinary creations with some local wine.

Naples on the Classic Italy Small Group Tour

Day 10: Food Tour of Naples

After we arrive in Naples, you’ll be introduced to this beautiful city and its delicious street food by a local guide. Expect to taste fresh buffalo mozzarella, authentic pizza, sweets, fried snacks and intensely strong coffee. Our tour continues to the archaeological museum where you will get your first look at the treasures of Pompeii. Through wall paintings, statues, mosaics and other artefacts, you’ll start to learn what life was like in Pompeii before the eruption.

The Amalfi Coast on the Classic Italy Tour

Day 11: Private Boat Tour to the Amalfi Coast

At the port, we’ll meet our skipper for the day who will take us out into the Bay of Naples. We’ll enjoy wonderful views of the city and Mount Vesuvius as we head towards the Amalfi Coast on the other end of the Bay. We’ll stop at the popular towns of Positano and Amalfi, then stop out at sea where you can go swimming while admiring the famous coastline.

Back in Naples, it’s time for our farewell dinner on the last night of our Classic Italy Small Group Tour as we say ‘arrivederci’ to Italy and our new friends.

Pompeii on the Classic Italy tour

Day 12: Private Tour of Pompeii

The last day of your Classic Italy tour, will end with a tour of the ancient city of Pompeii. An local guide will bring to life the events of an August night in 79AD which left the town frozen in time. You’ll see what life was like for people living there, discover what they were doing when Vesuvius started to erupt and see some of the most recent sites to be opened to the public.

Our Classic Italy Small Group Tour comes to an end when we get back to Naples. Speak to your travel advisor about extending your Italy vacation or planning your trip home.

Classic Italy Tour FAQs

What is included in the Classic Italy Small Group Tour?

The tour includes 11 nights in 4-star hotels, first-class train travel between cities, private walking tours in Venice, Florence, Rome and Naples, entrance to 7 museums and sites (including the Uffizi Gallery, Vatican Museums and Doge’s Palace), 2 private boat tours, a cooking class, a wine tasting experience, and 11 breakfasts, 4 lunches and 5 dinners. An English-speaking tour host travels with the group throughout.

The Classic Italy tour is a small group experience limited to 10–14 travelers, so you’ll get more personal attention from your host and guides than on a large coach tour.

This is a low-to-medium activity tour. Expect walking tours through cobblestone streets and museums, with plenty of free time built in each day to rest or explore at your own pace.

The next departure is April 11–22, 2027, running 12 days and 11 nights.

The tour is priced from $7,600 per person (early bird rate), down from $8,400, with the offer ending Labor Day.

The itinerary covers four of Italy’s most iconic destinations: Venice, Florence, Rome and Naples, including a day trip to Pompeii and the Amalfi Coast.

Yes. Tour participants get a 10% discount on extra days booked through My Italy Itinerary. Popular add-ons include a few days in Milan or the Italian lakes before Venice, or extending your stay on the Amalfi Coast after the tour ends.

Private Transfer

Add private transfers from Venice airport to the hotel, or from the hotel in Naples.

Extra Night

Don't want to rush? Add an extra night in the same hotel room at the beginning or end of the tour.

Room Upgrade

Upgrade your room in one or more cities to enjoy a larger suite, bigger bed and dreamy views.

Romantic Treats

Book romantic treats like gondola rides, sunset boat tours or rooftop drinks to enjoy in your free time.

Yes, all travel between Venice, Florence, Rome and Naples is by high-speed train, which is included in the tour price. Private airport transfers can be added as an upgrade.

You’ll stay in 4-star hotels in each city, in double or twin rooms within walking distance of major sights. Breakfast and city taxes are included.

Call 888-973-4661 or contact My Italy Itinerary online to speak with a travel advisor and customize your itinerary.