With a relaxed pace and some off-the-beaten-path finds, this 10-day Italian adventure gives you a taste of Rome and Florence without rushing through the highlights. Check off the Colosseum and the Vatican before getting a local's eye view of the Eternal City in its parks and markets. Hop over to Umbria to wander the medieval city of Perugia and visit rural wineries, then head to Florence for Renaissance treasures, a day trip into the Tuscan countryside, and an intimate pasta-making workshop.

Highlights

  • Spend a morning exploring the Vatican Museum and Sistine Chapel
  • Discover ancient legends and Rome's origins at the Colosseum
  • Hop between wineries in the lesser-known region of Umbria 
  • Tour Florence's Renaissance piazzas and world-class galleries
  • Take a day trip to Tuscan highlights like Siena and San Gimignano

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Rome, Explore Rome
Day 2 Self-Guided Visit of the Colosseum & Forum Rome
Day 3 Vatican Tour: Museums, Sistine Chapel & St. Peter's Basilica Rome
Day 4 Train to Perugia Perugia
Day 5 Full-Day Winery Visits & Tastings  Perugia
Day 6 Train to Florence Florence
Day 7 Florence Self-Guided City Tour Florence
Day 8 Day Trip via Siena & San Gimignano Florence
Day 9 Local Cooking Class in Florence Florence
Day 10 Depart Florence  

Detailed Itinerary

Day 1: Arrive in Rome, Explore

Streets of Trastevere, Rome
The atmospheric streets of Rome's Trastevere neighborhood

Welcome to Rome, the "City of the Seven Hills." According to legend, Rome was founded by brothers Romulus and Remus in 753 BCE atop Palatine Hill. As the long-time 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 relax, then head out for a stroll and your first look at the "Eternal City." The next few days will involve lots of sightseeing, so spend your first few hours enjoying some of the highlights. Start with a stroll through the tangle of narrow streets of the Centro Storico to see classical Roman and Baroque architecture, and stop to see the Colonna di Marco Aurelio, a Doric column erected in the second century CE to celebrate the victories of the emperor Marcus Aurelius.

You could also head to the Colle Aventino, one of Rome's famous seven hills, and take a stroll through the Roseto Comunale, the rose garden which sits on the site of a former Jewish cemetery. Then continue to Parco Savello (Orange Tree Park), where you can find the famous keyhole that gives visitors a direct view of the Vatican. Grab a cappuccino and snack from one of the adjacent cafés.

Day 2: Self-Guided Visit of the Colosseum & Forum

The Colosseum
Rise with the sun today to beat the crowds and have the Colosseum to yourself

Start today bright and early to beat the crowds as you step back in time to the days of the Roman Empire with a self-guided visit to the Colosseum. Learn about its illustrious citizens, such as Julius Caesar, Emperors Augustus and Nero, and the Flavian Emperors who built the Colosseum. Keep an eye out for the Arch of Constantine, which was constructed to honor Emperor Constantine's victory in the Battle of Milvian Bridge in 312 CE.

A short walk from here is the Roman Forum, where you'll see excavations dating back 2,000 years that reveal the ruins of temples, squares, religious sites, and other buildings. These were the venues for public speeches, processions, elections, and gladiator matches. Historians and archaeologists refer to the Roman Forum as the most prominent place in world history, and you'll see why as you admire its grounds. 

Complete your self-guided tour of ancient Rome at Palatine Hill, located 131 feet (40 m) above the city. 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. After all this exploring, venture to the nearby Monti neighborhood, less than a 10-minute walk, and tuck into a well-deserved meal.

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

St. Peter's Square and the Vatican
See St. Peter's Square and the Vatican on today's in-depth tour

Today you'll visit the Vatican museums and Sistine Chapel, as well as other top sights, in a three-hour guided tour of the world's smallest city state's incredible art and history. The tour will start early at the Vatican, entering the museums at 8 am and giving you a one-hour head start on the rest of the crowds. See the Pio Clementio Museum, Gallery of the Candelabra, Gallery of Tapestries, and Gallery of the Geographical Maps.

Continue on to the magnificent Raphael Rooms, ending in the breathtaking Sistine Chapel to see Michelangelo's Genesis ceiling frescoes and his "Last Judgment" altar fresco. Finally, end the tour at St. Peter's Basilica and Square and experience the magic of Renaissance art as you learn about the secret details and untold stories of these masterpieces.

The rest of the day is free for you to explore on your own. For an authentic market experience, stop by the Mercato dei Fiori, where locals shop for fresh vegetables, flowers, meats, and cheeses. Browse for authentic Italian pasta and other souvenirs, then take a break with coffee and a pastry at one of the many cafés surrounding the market.

Day 4: Train to Perugia, Explore

Explore an off-the-beaten-path gem in the Umbrian capital of Perugia

Leave Rome behind today as you discover the lesser-explored Umbria region of central Italy. Easily connected to both Rome and Florence by frequent trains and equidistant between these two larger cities, the region's capital of Perugia makes for the perfect stop to complement your travels. With its hilltop location and medieval architecture, the city is also home to one of Italy's oldest universities as well as an annual chocolate festival and summer jazz festival— giving it a new fresh vibe and plenty of cafés and boutiques to explore.

Set out by train for the two-hour ride to Perugia, get settled into your hotel, then take the afternoon to explore the historic center on your own or with a guided tour. Often overshadowed by the more famous towns in neighboring Tuscany, this Etruscan/medieval city is one of Italy's hidden gems. You'll feel one with the locals as you stroll among the ancient architecture and explore its many plazas, alleys, and archways. Venture to the Piazza IV Novembre in the center of the city, where time seems to stand still as locals sit on the steps of the Gothic-style Cathedral to soak up the sun or have a drink with friends. 

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

Day 5: Full-Day Winery Visits & Tastings 

Hop between family-run wineries on today's exploration of Umbrian wine

Today's full-day tour immerses you in the stunning landscapes and rural countryside of ​​the Umbria region. Your private car and driver will pick you up in the morning, and you'll set off to delve deeper into one of the region's (and country's) specialties—wine!

You'll visit three wine cellars to learn about the specific grapes and vines cultivated in the region, as well as the entire process of wine production. From the vine to the glass, you'll see firsthand all that goes into every bottle and the culture carried with it over time. And, of course, the tour will include several tastings of wines at each cellar as well as pairings of local products and snacks along the way. After a memorable day among the vines, your driver will take you back to Perugia in the late afternoon. 

Day 6: Train to Florence, Explore

The Duomo reigns over Florence's stunning skyline

Your adventures continue this morning as you make your way to Perugia's station and catch a two-hour train north to Florence. Upon arrival, head to your hotel and settle in before setting out to get your bearings in Tuscany's regional capital. Long considered a cultural capital and the "Jewel of the Renaissance," Florence is home to many masterpieces of Renaissance art and architecture, including the iconic Duomo and the Galleria dell'Accademia.

Channel some of the city's artistic flair and head to Studio Artemisia for a class in ancient fresco painting techniques, or visit the Mercato Centrale, a 19th-century open-air market, to browse for a wide selection of vegetables, fruits, meats, and cheeses. For something more sedate, take a walk through the peaceful Boboli Gardens to see the oval-shaped Isolotto, a small island surrounded by various sculptures and lots of greenery

As evening falls, make for La Terrazza Continentale next to the Ponte Vecchio bridge 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 7: Florence Self-Guided City Tour

Piazza della Signoria, a UNESCO site
See replicas of iconic Renaissance statues in the Piazza della Signoria

Spend the day strolling the streets of Florence and exploring this incredible city with a suggested self-guided route. Altogether, the route is just a couple of miles, but take your time to enjoy the sites along the way for a full-day experience. Start your day at the Duomo, the earlier, the better! Also known as the Cathedral of Santa Maria del Fiore, this Florentine icon is the third-largest church in the world. Entrance into the main sanctuary is free, but keep in mind a modest dress code. As there is often a line to get in, give yourself an hour to properly visit this popular spot.

Make your way to the Piazza della Republica next, and take a moment to pass through Piazza della Signoria, where replicas of famous statues, including that of Michelangelo's "David," line the square. Across this same piazza, you'll find the entrance to the Uffizi Gallery. Even if you decide not to make a stop to peruse the expansive art collection, you can cross through its courtyard, Piazzale degli Uffizi, to make your way to the Ponte Vecchio. This famed bridge is now dotted with jewelry shops and is an iconic sight in the Florence cityscape.

Cross the bridge and get a glimpse of the Arno River underneath from its many angles. End your day with a visit to Piazzale Michelangelo, a bit of an uphill climb, or a quick taxi ride away. This spectacular viewpoint offers a panoramic vista over the city and is the perfect place to watch the sunset before you head over to Piazza Santo Spirito for some predinner aperitivos. 

Day 8: Day Trip via Siena & San Gimignano

Cathedral and Historic Center of Siena
Sunset over the medieval Tuscan city of Siena

In the morning, join your driver and head to the countryside to explore more of Tuscany. Your first stop will be the medieval village of San Gimignano, a UNESCO World Heritage Site located an hour away from Florence. Explore the beautiful squares, palaces, and churches of the city before taking a break with a coffee in a terraced café.

In the afternoon, you'll visit nearby Siena, a medieval city brimming with historical sites. You can't miss the incredible main square, Piazza del Campo, which is surrounded by the Gothic Pubblico Palace, the Tower of Mangia, and the Gaia Fountain. Walk over to the 13th-century cathedral, Duomo di Siena, which dominates the skyline of the city. In the summer months, the town comes alive with festivities, as the Palio takes place in July and August. This exciting horserace, held twice a year in the main square of Siena, ignites the town in fervor.

Finish the day with a visit to the medieval fortress town of Monteriggioni, perched on a hillside and surrounded by intact castle walls. Continue onto the Chianti Classico wine region to visit a typical Tuscan winery before returning to Florence for the evening.

Day 9: Local Cooking Class in Florence

Learn How to Make Traditional Italian Pasta
Learn to make traditional Italian pasta by hand with today's cooking workshop

Enjoy a leisurely morning in Florence, with breakfast at your hotel and a few slow strolls through the historic center. For more culture, visit the sprawling 15th-century Pitti Palace or take a spin around the world-famous Uffizi Gallery, which houses works by artists like Michelangelo and Leonardo da Vinci.

In the afternoon, you'll meet your host near the center of Florence for a traditional Italian cooking class. Enjoy a warm welcome with a glass of prosecco and an appetizer of Italian cheeses, then roll up your sleeves and learn to cook regional Italian pasta from recipes passed down through generations.

The hands-on cooking class will last about three hours, and you'll learn to cook four dishes from scratch, including a side or dessert. 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. The best part of the class is at the end when you'll sit down to savor the freshly-made dinner in a traditional Italian style, shared with your hosts.

Day 10: Depart Florence

Sunset over Florence
Sunset over Florence and the Arno River

Your exploration of Italy will end after breakfast, with a transfer to the airport to catch your flight home or to your next destination. Safe travels!

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Map

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