This six-day train adventure through Italy combines world-class cities and stunning countryside. Start in Rome, visiting the Vatican and Colosseum before heading to the lesser-known Umbria region for a stopover in Orvieto. Finish in elegant Florence, where you'll see Renaissance masterpieces and enjoy predinner aperitivos overlooking the Arno River.

Highlights

  • Tour Rome's ancient sites and hip neighborhoods where locals like to dine
  • Follow a private guide through the Vatican museums and Sistine Chapel
  • Walk the perimeter of a picturesque medieval hill town in Umbria at sunset
  • Take a walking tour of Florence to see important squares and monuments

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Rome, Explore Rome
Day 2 Vatican Tour: Museums, Sistine Chapel & St. Peter's Basilica Rome
Day 3 Train to Orvieto, Explore Orvieto
Day 4 Underground Cave Tour & Wine Tasting, Train to Florence Florence
Day 5 Historic Walking Tour of Florence Florence
Day 6 Depart Florence  

Detailed Itinerary

Day 1: Arrive in Rome, Explore

Take memorable walks through Centro Storico to see famous fountains and monuments

Welcome to Rome! According to legend, Italy's capital was founded by brothers Romulus and Remus in 753 BCE atop Palatine Hill. As the longtime center of the mighty Roman Empire, you'll find nearly 3,000 years of architecture, history, and culture throughout the city. After arriving at one of Rome's airports, transfer to your hotel in the historic center. Settle in and then step outside for a stroll. The next few days will involve lots of sightseeing, so spend your first few hours enjoying some of the highlights at a relaxed pace. 

You may want to start at the Catacombs of Priscilla, originally used from the second to fifth centuries as burial grounds for the elite families of Rome. Visitors can see the original structures as well as paintings and artifacts from various periods. Or, simply stroll through the tangle of narrow streets in Centro Storico, one of Rome's most historic districts, to see beautiful fountains and classical Roman and Baroque architecture, including the Pantheon, a 2,000-year-old temple. 

If you have energy left, walk to Colle Aventino, one of Rome's famous seven hills, and Parco Savello (Orange Tree Park), where you can find the renowned keyhole that gives a direct view of the Vatican. This is an excellent place to grab a cappuccino and snack from one of the adjacent cafés. For an authentic market experience, stop by the Mercato dei Fiori, where locals shop for fresh vegetables, flowers, meats, and cheeses. When it's time for dinner, head to the hip Trastevere neighborhood for some of the city's best trattorias.

Day 2: Vatican Tour: Museums, Sistine Chapel & St. Peter's Basilica

St. Peter's Square and the Vatican
A private guide will show you some of the Vatican's 54 museums

After an early breakfast at your hotel, you can visit Vatican City's museums and other top sights during a three-hour guided morning tour. The Vatican is rich in history and art, housing some of the most important Renaissance masterpieces in the world. During the tour, you'll visit the Pio Clementio Museum, the Gallery of the Candelabra, the Gallery of Tapestries, and the Gallery of the Geographical Maps

Continue through the museums to the Raphael Rooms, where you can admire the frescoes before entering the incredible Sistine Chapel and St. Peter's Basilica. Your guide will help you experience the allure of Renaissance art by divulging personal details and untold stories throughout the tour.

The rest of the day is free for you to explore on your own. Stroll through more of Rome's historical center to see iconic monuments and architecture, such as the Spanish Steps and Trevi Fountain. Then head over to Piazza Navona and admire the Fountain of the Four Rivers, designed by the iconic Italian sculptor Bernini. Finish your evening with a stroll through the piazza, stopping for pizza, gelato, and people-watching.

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Day 3: Train to Orvieto, Explore

Walk the perimeter of Orvieto for stunning views of the Umbrian countryside

Spend your last few hours taking advantage of any last activities in Rome before you venture north to Orvieto. This medieval hill town is located in the lesser-explored Umbria region of central Italy, which is easily accessible from both Rome and Florence by frequent trains. The small city is home to a stunning cathedral as well as a network of underground caves built by the Etruscans.

Upon arrival, make your way to your hotel and take the afternoon to explore the historic center on your own or on a guided tour. If you opt for self-guided exploration, you can climb the Torre del Moro for spectacular views from the hilltop town and the surrounding region. Or, head over to the Pozzo di San Patrizio, a historic well town highlights engineering feat is a marvel designed to obtain water from the bluff's depths.

In the early evening, venture to the edge of town and walk along the city walls to take in your beautiful surroundings in this enchanting place. Then head to the center of the city, where the piazzas come to life with bars and restaurants filled with locals. One notable location is the Piazza della Repubblica, where you can enjoy the atmosphere and settle in for a delicious dinner. 

Day 4: Underground Cave Tour & Wine Tasting, Train to Florence

See hundreds of human-made caves in Orvieto on this unique tour

Before heading to Florence, take some time in the morning to discover more of what Orvieto has to offer. Meet your guide for a tour of the extensive Underground of Orvieto, made up of more than 400 human-made caves used for an array of purposes across the span of Etruscan history. Travel back in time as you hear stories from your guide before he or she takes you to a locally adored spot nearby for a light lunch and wine tasting. Enjoy sampling local products with a lovely view of the cathedral before saying goodbye to this beautiful city.

At the appointed time, make your way to the train station to catch an afternoon train to Florence. Once arrived at the station, you'll head to your hotel and freshen up. Start your evening by heading to La Terrazza Continentale next to the Ponte Vecchio for a predinner cocktail on the terrace while you enjoy the sunset. Then make your way to the Sant'Ambrogio neighborhood for dinner accompanied by a glass of Tuscan wine.

Day 5: Historic Walking Tour of Florence

Florence's compact historic center is easy to explore on foot

Today's exploration of Florence begins with a half-day walking tour. First, meet your guide and then stroll through the picturesque historic center, where you'll find the most important squares and monuments, from the Piazza della Repubblica to the Palazzo Vecchio. You'll then stop at the iconic Duomo and visit Giotto's Bell Tower and the Baptistery, with its bronze doors. Your guide will share stories of the famous Renaissance artists who called Florence home.

After your tour, continue exploring on your own. Consider taking a short walk over to the Mercato Centrale on the second floor of the Mercado di San Lorenzo, where you'll be able to meander through the stalls of local goods. If you're up for an uphill climb, cross over the Arno River to visit Piazzale Michelangelo (or take a taxi). This spectacular viewpoint offers an incredible view of all of Florence. It is the perfect place to watch the sunset before heading to Piazza Santo Spirito for predinner aperitivos

Day 6: Depart Florence

Until next time, Florence!

Say goodbye, or ciao, to Italy for now! After breakfast at your hotel—and perhaps one more cappuccino—transfer to the airport for your connecting flight home. Safe travels!

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Map

Map of Rome, Orvieto & Florence - 6 Days
Map of Rome, Orvieto & Florence - 6 Days