If you have 10 days to spend in Italy, this tour blends two world-class cities and a road trip through the countryside for a well-rounded adventure. Start in Rome to see the Vatican and learn about the height of the Roman Empire with local guides. Then pick up a rental car and make your way to the hilly Umbria region for medieval towns, like UNESCO-listed Assisi, plus wineries and olive groves. Finish in Florence for Renaissance culture and a cooking class, where you'll learn recipes to take home.

Highlights

  • Shop at Rome's Mercato dei Fiori, where locals get their produce and flowers
  • Get off the beaten in hip neighborhoods like Trastevere and Sant'Ambrogio 
  • Drive at your own pace through the lesser-known Umbria region of Italy 
  • Take a walking tour of Florence and learn how to make handmade pasta

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Rome, Explore Rome
Day 2 Walking Tour of the Colosseum & Roman Forum Rome
Day 3 Vatican Tour: Museums, Sistine Chapel & St. Peter's Basilica Rome
Day 4 Pick Up Rental Car & Drive to Assisi, Explore Assisi
Day 5 Assisi Walking Tour, Afternoon Drive to Spello Assisi
Day 6 Umbria Wine Tasting & Olive Oil Tour Assisi
Day 7 Drive to Florence, Explore Florence
Day 8 Historic Walking Tour of Florence Florence
Day 9 Local Cooking Class in Florence Florence
Day 10 Depart Florence  

Detailed Itinerary

Day 1: Arrive in Rome, Explore

Take a pinch-me-now walk around Centro Storica to see Rome's famous fountains

Welcome to Rome! According to legend, Italy's capital was founded by brothers Romulus and Remus in 753 BCE atop Palatine Hill, which you'll see tomorrow. As the longtime center of the powerful 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. 

Perhaps you want to start at the Catacombs of Priscilla, which were 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 time periods. Another good idea is to 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.

You can also head to the Colle Aventino, one of Rome's famous seven hills, and Parco Savello (Orange Tree Park), where you can find the famous keyhole that gives a direct view of the Vatican. This is a good place to grab a cappuccino and snack from one of the adjacent cafés. Or, 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: Walking Tour of the Colosseum & Roman Forum

Start your day with a private tour of the Colosseum, circa 72 CE

Dive into the history of the Roman Empire today with a walking tour of the Colosseum, the world's largest amphitheater. Learn about the lives of some of ancient Rome's most famous and illustrious citizens, such as Julius Caesar, Emperor Augustus, Nero, and the Flavian Emperors who built the Colosseum. 

From here, continue to the Roman Forum, where you'll see excavations dating back 2,000 years which reveal the ruins of temples, squares, religious sites, and other buildings. These were the venues for public speeches, processions, elections, and, of course, gladiator matches. Historians and archaeologists refer to the Roman Forum as the most celebrated place in world history, and you'll see why as you admire its grounds. You'll also cut through the Roman Forum along Via Sacra to pass by the Temples of Vesta, Antonino, and Faustina. 

Your tour of ancient Rome ends 131 feet (40 m) above the city at Palatine Hill. Take in the incredible views of the city, with the Forum on one side, Circus Maximus on the other, and the Vatican in the distance. In the evening, continue exploring more of Rome on your own. Perhaps you want to grab dinner in one of the city's other neighborhoods, such as the bohemian Monti or upscale Prati, with an abundance of Art Nouveau architecture.

Day 3: Vatican Tour: Museums, Sistine Chapel & St. Peter's Basilica

St. Peter's Square and the Vatican
Get started on your Vatican tour before the afternoon crowds

This morning you'll have the opportunity to visit Vatican City's museums and other top sights during a three-hour guided tour. The Vatican is not only rich in history but also in art, housing some of the most important Renaissance masterpieces in the world. 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 secret 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 historic 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 some pizza, gelato, and people-watching.

Day 4: Pick Up Rental Car & Drive to Assisi, Explore

Spend three nights in the medieval hill town of Assisi

Enjoy one last Roman breakfast at your hotel before you make your way north on a self-guided road trip. First, pick up your rental car and then drive through a lesser-visited region, Umbria, known for its stunning landscapes and hilltop towns. Umbria is also home to the charming town of Assisi, two hours from Rome, where you'll stay for the next few nights. Birthplace of St. Francis and home to the incredible Basilica di San Francesco, Assisi is sure to charm you as soon as you arrive. 

The entire town is a UNESCO World Heritage site, so take the afternoon to explore its impressive medieval architecture on your own. Start by visiting Rocca Maggiore, an impressive castle built as a fortress along the town walls, located high above the town. Wander around its unique architecture and take time to soak in the impressive views it offers of the Umbrian valley below. In the evening, head to the stunning main square of Assisi, Piazza del Comune, to feel the town come to life as you pop into a nearby osteria or trattoria for dinner.

Plan your trip to Italy
Chat with a local specialist who can help organize your trip.

Day 5: Assisi Walking Tour, Afternoon Drive to Spello

Zip over to the flower-strewn town of Spello for the afternoon

Take the morning to experience Assisi on a deeper level with a guided walking tour, where you'll hear about the rich history that made the town into the marvel that it is today. Your private guide will also take you inside the incredible Basilica di San Francesco to see the artwork, as well as the surrounding gardens. Finish by walking through the maze of cobblestone streets and get some local tips for how to spend the rest of your time here. 

In the afternoon, use your wheels to venture over to the nearby village of Spello. Just a 20-minute drive down the road, this little ancient gem is home to a yearly flower festival that fills the place with incredible color. Take a couple of hours to explore its postcard-worthy streets and plaza before driving back to your accommodation in Assisi for the evening.

Day 6: Umbria Wine Tasting & Olive Oil Tour

Taste local wines and olive oils straight from the source

There are two main staples in Italian culture and diet: wine and olive oil. Today you'll take a half-day tour to explore all that goes into the production of these two regional delights of Umbria while soaking in the stunning beauty of the region.

Your tour starts at a local vineyard, where you'll learn about the grape cultivation process and the cultural tradition of winemaking that has been passed down through the generations in Italy. Then it's time to taste! You'll tour the wine cellar and learn how best to pair these local wines with regional products in this picture-perfect setting. From there, head to an authentic oil mill to observe the milling process firsthand from an Umbrian producer. You'll then taste for yourself their most well-known extra virgin olive oils.

In the afternoon, return to Assisi and continue exploring at your own pace. A good option for your last afternoon here is the Roman Forum and Archaeological Museum. This underground area has been excavated to give visitors a glimpse at past Roman life, with a temple, a large cistern, statues, and other ancient artifacts.

Day 7: Drive to Florence, Explore

Florence's iconic skyline is peppered with terracotta rooftops

Today it's time to hop back in your rental car and make the 2.5-hour journey north to the city of Florence. Once you arrive, you can drop off your rental car and make your way to your hotel to check in. Settle in and take the rest of the afternoon to explore this incredible city, truly a capital of culture, at your leisure.

Florence's compact city center is home to many masterpieces of Renaissance art and architecture, including the iconic Duomo, a terracotta-tiled dome that's impossible to miss, and the Galleria dell'Accademia, which displays Michelangelo's "David" sculpture. To start, you might consider heading to Studio Artesia, located steps away from the Ponte Vecchio, to learn more about ancient fresco painting techniques. Alternatively, walk through the peaceful Boboli Gardens to see an oval-shaped island called Isolotto, surrounded by various sculptures and greenery.

In the evening, head to La Terrazza Continentale next to the Ponte Vecchio bridge for a predinner aperitivo on the terrace while you enjoy the sunset. Then make your way to the hip Sant'Ambrogio neighborhood for dinner accompanied by a glass of Tuscan wine.

Day 8: Historic Walking Tour of Florence

Get up close to Florence's architectural marvels on today's walking tour

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 make a stop at the iconic Duomo, followed by visits to Giotto's Bell Tower and the Baptistery, with its bronze doors. Finish at the Galleria dell'Accademia, where 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 viewpoint offers an incredible view of Florence and is the perfect place to watch the sunset before you head over to Piazza Santo Spirito for a bite to eat. 

Day 9: Local Cooking Class in Florence

Learn How to Make Traditional Italian Pasta
Learn how to make traditional Italian pasta from a Florentine chef

Enjoy a leisurely morning in Florence with breakfast at your hotel and a slow stroll through the historic center. Popular highlights that you may not have seen yet include the sprawling 15th-century Pitti Palace and the world-famous Uffizi Gallery, which is considered one of the best art museums in Europe. Be sure to purchase your tickets to the Uffizi online in advance to avoid being disappointed!

In the afternoon, you'll meet your host near the center of Florence for a traditional Italian cooking class. He or she will first welcome you with a glass of prosecco as you begin the three-hour experience with an appetizer of Italian cheeses and other local products.

Then roll up your sleeves and learn to cook four regional Italian dishes from recipes passed down through generations. Observe the chef's different tricks and techniques involved in cooking Italian family recipes. In the summer months, you might be able to use the small vegetable and herb garden in the courtyard where zucchini, tomatoes, and herbs are grown. No matter what the season is, the best part comes at the end when you and your hosts will sit down and enjoy your freshly-made dinner together.

Day 10: Depart Florence

Take one last stroll around the Duomo before departing

Say goodbye, or ciao, to Italy for now! Take advantage of any free time this morning with one last walk through the streets of Florence. At the appointed hour, you'll transfer to the airport to catch your flight home or to your next destination. Safe travels!

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Map

Map of Rome, Assisi & Florence - 10 Days
Map of Rome, Assisi & Florence - 10 Days