Rome, Assisi & Florence - 7 Days

Day 1: Arrive in Rome, Explore

Welcome to Rome! According to legend, the Eternal City was founded by brothers Romulus and Remus in 753 BCE atop Palatine Hill. 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, you'll 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 2nd to 5th 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: Visit the Colosseum & Roman Forum

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. From here, you'll have 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: Pick Up Rental Car & Drive to Assisi, Explore

After one last Roman breakfast at your hotel, it's time to say goodbye to Italy's capital as you make your way north on a self-guided road trip. Pick up your rental car and then drive through a lesser-visited region of Italy, Umbria, which is 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 trattoria for dinner.

Day 4: Umbria Wine Tasting & Olive Oil Tour

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 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 5: Drive to Florence, Explore

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 at your leisure.

Florence 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, make your way around the historic L-shaped Piazza della Signoria, located in front of the Palazzo Vecchio, for some people-watching, followed by dinner and drinks in the hip Sant'Ambrogio neighborhood.

Day 6: Historic Walking Tour of Florence

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. Perhaps you want to spend a few hours at the Uffizi Gallery, one of Europe's best art museums. Or 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 predinner aperitivos. 

Day 7: Depart Florence

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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