The Most Beautiful Cities in Italy to Leave a Lasting Impression

Hello Italy lovers! My name is Alana Magestro, Vacation Travel Advisor for Fox. My favorite European country is Italy, hands-down!!


Exploring Italy for the first time can seem overwhelming, but it doesn’t have to be!


There are so many amazing cities scattered across the country! So how do you choose which ones to visit?


To help you plan an unforgettable Italian journey, here’s my guide to some of the most beautiful cities in Italy.


Whether you’re looking for captivating architecture or breathtaking views, these cities have something for everyone. From local markets where you can sample some of Italy’s delicious cuisine, to unique cultural experiences and must-see historical landmarks, each city has its own charm and characteristics that make it worth exploring. With so many options, you’re sure to find something that will leave a lasting impression.


Get ready to traverse the cobblestone streets of Italy’s most beautiful cities! Whether you’re on a budget or looking for an indulgent getaway, here are some of my favorite cities to visit.


Let the adventure begin!



Immerse yourself in the grandeur of one of the world’s oldest cities. Stroll through ancient ruins and take in some incredible masterpieces by Michelangelo and Bernini at the Vatican Museums.



With its red brick palaces, cobblestone streets and stunning medieval towers, this Tuscan city is absolutely stunning. Head to the Piazza del Campo, the heart of Siena, and enjoy gelato while you take in the stunning architecture.

Consider joining a group tour with Rose on our upcoming Fox Group Vacation this fall; Explore Tuscany with Rose Gray. We have limited space available.



From the historic elegance of Ponte Vecchio Bridge, to the stunning Duomo di Firenze cathedral, this city is a must-visit for art and history lovers.

Make sure you don’t miss out on a visit to the Galleria dell’Accademia Museum where Michelangelo’s iconic statue David stands proudly in all its glory!



Experience fashion, culture, and luxury in one of Italy’s trendiest cities!

Shop at upscale designer boutiques, visit some of the city’s renowned art galleries and museums or take a stroll along Via Montoleone – a place where you’ll never be bored.



Sorrento is one of Italy’s most famous resort towns placed on a perch high above the Mediterranean. This picturesque city is the gateway to the Amalifi Coast, and has been called La Gentile (the nice one) for its mild climate, elegant streets and gardens, and friendly residents.

Some popular nearby sights include Pompeii and Herculaneum, Capri and Blue Grotto. You can also enjoy the blend of cliffside towns like Positano and Amalfi. The local limoncello is incredible and worth seeking out while you are there. (I’ve tried replicating the recipe at home, but the Italian original is supreme.)


Cinque Terre

This colorful cluster of five towns along the Italian Riviera is truly breathtaking!

Take in spectacular panoramic views as you hike between each village, take a boat ride to explore the rugged coastline, or simply relax on the beaches and enjoy some of Italy’s best seafood.



Spend an afternoon exploring this vibrant city and you’ll be rewarded with endless medieval towers, delicious food, and delightful views over the red rooftop terraces.

Don’t miss out on a visit to the Piazza Maggiore where you can relax in one of the many lovely cafes and enjoy some of Italy’s best gelato.



Get swept away by this romantic city’s charm and history as you explore Juliet’s balcony. Admire the city’s incredible Roman amphitheater from around 30 BC.

Verona - Italy vacation

And if you’re feeling lucky, make sure to light a candle at the Church of San Zeno for good luck!



Take a romantic gondola ride through this enchanting lagoon city, explore centuries old churches, or savor an espresso in one of Venice’s many charming squares – there’s something special about this unique city that will capture your heart.

If you are interested in Italy, but do not want to limit yourself to just one country, check out our European Treasures tour which includes romantic Venice!

The Elegance Of Italy is an incredible group tour with Fox Group Vacations featuring Gigi Bromage, a favorite guide of past clients. Visit nearly all of these spectacular cities in one 14-day tour experience!


My Top Tip! Explore the Italian Cuisine.

Italy is renowned for its mouth-watering cuisine. From pizza to authentic pasta dishes like spaghetti carbonara, to delectable gelato for dessert, there are delectable bites around every corner! Take time to have coffee or a glass of wine and people watch. (Hint: The water is safe to drink in Italy.)

Finally, if you have the opportunity, don’t skip visiting a fresh local market.


If you are interesting in planning your next Extraordinary Journey throughout Italy and beyond, feel free to schedule a virtual consultation. I look forward to helping you craft an incredible vacation traveling experience!


 Buon viaggio!




  • My husband and I are hoping to do a trip to Italy in the next year or so, does Fox book tours that have guides, etc.?

    • Hello Gail! Yes absolutely. We have our exclusive guided tours and we can equally help you select your own Italy tour based on your budget and travel dates. Would you like to connect with an advisor that can help? Alana is great — a true Italy expert.
      Here is her contact information.
      877-783-6200 phone
      Schedule Virtual Consultation
      Contact Alana Magestro

      Happy planning!

  • Leave a Comment

    Your email address will not be published.