It’s not news that Italy is filled with beautiful places to go. Every time I visit, there’s something else amazing to see. Whether it’s driving around the vineyards of Tuscany or exploring Italy’s sparkling Baunei coastline, it feels like the destinations are endless. And, Italy’s major cities are really shining gems throughout the country, with incredible history, food, and so much more.



Curious about the best cities in Italy? Whether it’s your first time visiting Italy or if it’s your favorite travel destination, I’ve outlined my favorite cities to explore. From major destinations to more under-the-radar city spots, you’ll find something for every kind of traveler.
Short on Time? Here Are My Top Picks for the Best Beautiful Cities in Italy:
- Rome (stay at Palazzo Talìa), for ancient landmarks and vibrant neighborhoods
- Florence (stay at Hotel Lungarno), for Renaissance art and museums
- Venice (stay at Hotel Metropole), for canals and one-of-a-kind architecture
If you’re planning a trip to Italy, don’t miss my guides to Rome, Florence, Tuscany, Siena, Cinque Terre, Venice, and recommendations for where to stay in Rome, Florence, and Tuscany!
Travel Tip: The best way to explore Italy is by driving yourself. We use Discover Cars for our rental cars in Europe, choose full coverage insurance, and opt for trusted companies like Alamo, Hertz, or Sixt. Renting a car in Italy is quite easy, and while driving in Puglia can feel hectic, road-tripping there still felt manageable with a little extra caution. Book your car with Discover Cars here.
16 Best Cities to See in Italy
Rome


Few places are more iconic in Italy than Rome! This famous city is certainly worth a visit. I’ve visited Rome twice now in the last six months. Each time I go, I feel like I get to discover something new, as the city has a lot to offer.
In Rome, you’ll find the Colosseum, the Pantheon, the Trevi Fountain, and plenty more amazing things to do. But wandering down Rome’s streets is one of my favorite ways to explore the city. From the cobblestoned Trastevere to the laid-back Monti, it’s perfect for wandering. I loved stumbling into restaurants and shops and admiring the city’s beautiful architecture.
That being said, the capital of Italy is a sprawling big city. Check out my guide to where to stay in Rome for my thoughts on different neighborhoods and my recommendations on where to stay.
Florence


I’ve visited Florence a handful of times, and it’s an iconic destination to visit. Florence is filled with so much history and art. And, it’s also simply a charming city to walk through.
It’s here that you’ll find the city’s spectacular cathedral (Il Duomo), Michelangelo’s David, and beautiful works from Botticelli. It’s important to know that Florence can be incredibly busy. So, it’s a good idea to consider the time of year you’re traveling and plan for the smoothest possible trip.
Florence is also in the heart of Tuscany, which means you’ll be surrounded by beautiful rolling hills, vineyards, and more. It’s the perfect place to base yourself and drive throughout the surrounding region to really get a feel for this corner of Italy. Take a look at my tried-and-true Florence itinerary after a few visits, and it’s an iconic destination for a reason.
Milan

Italy’s stylish northern city of Milan is famous for fashion, business, and incredible history. This cosmopolitan city is home to incredible museums and art galleries, such as the Pinacoteca di Brera and the Museo del Cenacolo Vinciano, which houses Leonardo da Vinci’s The Last Supper.
It’s a city of contrasts. You can find modern high-rises and skyscrapers, and also ancient Roman ruins. Like many Italian cities, you’ll find no shortage of delicious food. Milan is best known for Risotto alla Milanese, a perfectly creamy risotto with saffron, as well as ossobuco.
Vatican City


Vatican City sits in the heart of Rome as an independent city-state. Touring the Vatican, the Sistine Chapel, and St. Peter’s Basilica were some of my absolute favorite things to do during my trip to Rome. I couldn’t believe how incredible it was to see such famous monuments, history, architecture, and art in person! With Vatican City being as busy as it is, I recommend booking a tour in advance to minimize the chaos and maximize the enjoyment.
Venice

The iconic city of Venice can be polarizing. When I visited Venice, I found myself both totally overwhelmed by the people and totally overwhelmed by the beauty. The canals, the light, the architecture…It’s like something out of a dream.
A great way to spend your time in Venice is simply getting lost exploring the streets! A gondola ride through the canals is classic for a reason, and there are so many fascinating museums worth a stop. In my opinion, it’s incredibly worth your time.
Monopoli


For a more off-the-beaten-path city break, Monopoli is a wonderful option. Along the coast of the Adriatic Sea in Puglia, you’ll find beautiful beaches and authentic history. Wander through the streets filled with white-washed buildings, and spend your evenings enjoying fresh seafood dinners.
Walking along the town and by the sea is the best way to explore the city. Or, you can also join a boat tour for views of the town from the water and time under the sun.
Siena


If you’re already visiting Florence, consider stopping in Siena. While Florence is famous for Renaissance art, Siena is famous for its medieval character and architecture.
It’s smaller than Florence, absolutely charming, and has so many things to do! In particular, there’s the amazing Duomo di Siena that’s a must-see. You’re also just minutes away from incredible vineyards in the hills around Siena. Every summer, people also flock to Siena for the famous Palio horse race, which takes over the entire city.
The Towns of Cinque Terre


With charming towns, emerald waters, and incredible scenery, there’s a reason why the towns of Cinque Terre are a must-visit. This one isn’t a city but a collection of towns, but I had to include it because it’s one of my favorite spots in Italy! This dreamy, picturesque destination is just the place if you’re looking for a coastal escape with delicious food.
You can hike the trails in between the different towns, or explore them by train. I’ve even put together a Cinque Terre guide, so you can get a sense of the different towns and what to know before you go.
Bologna

There are few things more magical than strolling through the streets of Bologna. If this city isn’t already on your radar, it’s one that I really think should be. Bologna has stunning porticoes, which are beautiful covered walkways that are also a UNESCO World Heritage Site. But this is just one of the historic things to do in Bologna.
Medieval and Renaissance architecture can be found just about everywhere, and it doesn’t hurt that Bologna is famous for mortadella, tagliatelle al ragu (the authentic “bolognese”), and tortellini in brodo. This is just as much of a food city as a historic one, and one that’s worth a visit.
Pisa

While Pisa is best known for the Leaning Tower of Pisa, this historic city is worth a visit for so many reasons. Pisa is a popular destination for day trips. But in my opinion, it’s worth spending a couple of days here to see it all without the rush.
While the tower itself is no doubt incredible to see in person, Pisa is also home to much more. Think spectacular piazzas, historic churches, and (no surprise for Italy) incredible food.
Naples (+ Pompeii)

Naples is famous around the world for being the home of pizza, and the city itself is brimming with history. It’s the best place to have Neapolitan pizza, with plenty of incredible pizzerias dotted around the city. But besides the food, Naples has an incredible historic center that’s well worth exploring.
Naples is also close to Pompeii, at just a 30-minute drive or short train ride. In Pompeii, you can visit the preserved ruins of the city after the eruption of Mount Vesuvius in 79 A.D.
Amalfi

If amazing views are what you’re after, look no further than Amalfi. This coastal town has some jaw-dropping scenery! Think perfectly blue waters, historic architecture, and delicious food. The town of Amalfi itself is home to the beautiful 9th-century Cathedral of St Andrew Apostle and stunning beaches.
Plus, the other charming towns on the Amalfi Coast (that aren’t Amalfi town itself) are definitely worth a stop! Take a visit to Ravello and Sorrento, both often overlooked towns on this coastline.
Lake Como

If you drive or take the train from Milan and head north, you’ll find Lake Como. This amazing lake has sweeping mountain views, making it a perfect place to visit year-round. Dotted with spectacular villas, parks, and restaurants, it’s a dreamy spot to visit. The two biggest towns on Lake Como are Como and Lecco, plus there are plenty of charming villages in between.
Verona


Verona is a gorgeous city, and a great alternative to beat the crowds of Florence or Venice. This northern city is also famous as the setting for Shakespeare’s Romeo and Juliet. But the city is so much more than that, with Roman ruins, medieval and Renaissance architecture, and incredible restaurants. It also has the well-preserved Arena di Verona amphitheater that’s definitely worth a visit.
Modena

If you’re a huge foodie or love luxury cars, it’s worth adding Modena to your travel list. The city is the headquarters of Ferrari and Maserati, and is home to the Enzo Ferrari Museum. Modena is also known for incredible food, like balsamic vinegar, Parmigiano Reggiano (parmesan!), and Lambrusco wine. With that in mind, there is no shortage of amazing restaurants to visit.
Trieste

You’ll find fewer crowds in the beautiful city of Trieste. In northeastern Italy, the city has Italian, Austrian, and Central European influences, making it a distinct destination. Home to stunning sea views, literary cafes, and charming streets. An absolutely underrated gem!
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PS — Are You Booking a Trip Soon? Use My Booking Checklist!
These are the sites I use most to book my own trips. Using the links below is a great way to support Bon Traveler’s travel journalism at no extra cost to you. If you need help organizing your itinerary, get my free travel itinerary template here.
1. Book Your Accommodations
I use Booking.com for hotels and Airbnb for vacation rentals. They have the biggest inventory and consistently offer the best rates.
2. Book Your Rental Car
Self-driving is the best way to explore most destinations. I use Discover Cars for our rental cars, select full coverage insurance, and opt for a reputable company like Alamo, Hertz, or Sixt.
3. Book Your Tours & Experiences
I use Viator, Airbnb, and Get Your Guide to find the best tours and experiences. They are my favorite tour search engines. I always check all three as their inventory varies depending on the destination.
4. Book Your Private Transfers
For easy, reliable private transfers, I use Welcome Pickups. It’s my go-to for arranging a driver in advance — whether it’s an airport pickup, a hotel-to-hotel transfer, or a day trip. The experience is seamless, with English-speaking drivers and upfront pricing, so you can travel stress-free at every stage of your trip.
5. Get Cell Data for Your Trip
I use Holafly for international cell data. Their unlimited data eSIMs are easy to install, activate instantly on arrival, and let you skip local SIM cards and expensive roaming fees.
6. Don’t Forget Travel Insurance
I never leave the country without travel insurance. It provides comprehensive protection in case anything goes wrong (ie. illness, injury, theft, or cancellations).
My favorite companies that offer the best coverage and rates are:
- World Nomads (best for all-around)
- Safety Wing (best for frequent travelers)
Xx,
Jessica



