Best Itinerary for Two Weeks in Italy

Updated: Oct 17, 2019

Italy is a country with many diverse regions and major cities. If you're planning a trip to Italy, you may be overwhelmed about where to start.


My husband and I decided to venture out to Italy on our honeymoon, and we were faced with a challenge right away: which part should we visit? After careful consideration and research, we decided to visit several places instead of just one. In hindsight, if you're going to visit Italy, you might as well make the most of it.


Since I spent so much time mapping out the perfect trip, I decided to share it with you all. This itinerary is the one we used, but depending on your personalized interests, you might want to see other things. I enlisted help from an Italian Travel Guide from Lonely Planet to decide which things were most important to me. This guide is also helpful for learning the history of some of the amazing things you'll be seeing. You can even save money on your travel book by using the promo code LOVETRAVEL.


Here is an overview of our amazing two weeks in Italy.


Day 1: Flight.

Day 2: Arrive in Rome, explore the Vatican City.

Day 3: Rome.

Day 4: Day trip to Pompeii.

Day 5: Florence.

Day 6: Florence.

Day 7: Day trip to Pisa.

Day 8: Modena.

Day 9: Modena/ Maranello.

Day 10: Milan.

Day 11: Milan.

Day 12: Venice.

Day 13: Venice.

Day 14: Venice.

Day 15: Flight.


Day 1: Catch a flight and get ready for the biggest adventure of your life.


Day 2: Rome, Vatican City

Inside the walls of the Vatican City.

The Vatican City is a spectacular way to start your trip in Italy. The Sistine Chapel is breathtaking, and will leave you in awe for days to come. In fact, the rest of the museum will leave you almost just as awe-struck. The tapestries on the walls, the world-famous statues, and even the overall construction of the building is amazing. If you're thinking of skipping the Vatican City in lieu of other sights, I have one piece of advice for you: don't.


Day 3: Roman Sights

My husband and I in front of the Roman Colosseum.

Rome is larger than life, and the sheer history is both educational and entertaining all at once. Must see sights include the Roman Colosseum, The Pantheon, the Trevi Fountain, and the Roman Forum. You may have seen these things pictured online or in movies, but you've never seen them until you're standing face-to-face with them. I was blown away by just how big everything is. Realizing the feats the ancient Romans had to go through to build these things leaves you breathless.


Day 4: Day Trip to Pompeii

The ruins of Pompeii offer a beautiful view of Mount Vesuvius.

If you think you're prepared to visit Pompeii, you probably aren't. The feeling is somber as you imagine the horror that happened when Mount Vesuvius erupted. You'll see the casts of people squirming in fear seconds before they die. It is an eye-opener that will haunt your thoughts for years to come. Still, it's the best way to go back in time and experience the way life used to be in ancient Italy, so you should definitely visit it.


Day 5 and 6: Florence

The breathtaking Florence duomo was only steps away from our AirBnb.

Enjoy days 5 and 6 in Florence visiting the architecturally perfect Cathedral of Santa Maria del Fiore, Giotto's Bell Tower, the Uffizi Gallery, and the Academy Gallery to see Michelangelo's David. The works of art in the museum are direct inspirations from the renaissance, the most important period in history for shaping art. It is much calmer than Rome, but equally important in shaping history.


Day 7: Day Trip to Pisa

Tickets can be purchased to climb The Leaning Tower of Pisa.

A day trip to Pisa to visit the Square of Miracles, home of the famous Leaning Tower of Pisa, is easily do-able from Florence. The Cathedral of Santa Maria Assunta (the duomo), the baptistery, and the Camposanto (graveyard) are also sights of Pisa located right beside the tower. If you want to see all of them, you can purchase an all-in-one ticket, and make a day out of visiting the area.


Day 8: Modena

Traditional Balsamic Vinegar of Modena is a staple of the small city.

You're probably wondering why we included Modena in this itinerary. We chose Modena due to its vast history of food, including balsamic vinegar and Parmesan cheese. The balsamic vinegar in Modena is the first created, and has the consistency of syrup. In fact, it's so sweet that locals actually put it on their gelato. It's also nice to go a bit off the beaten path and learn how Italians truly live.


Day 9: Maranello

Me posing in a Lamborghini Huracan before taking off in Maranello.

A short bus ride from Modena, Maranello is a main reason we decided to visit the area. Pushstart Maranello is equipped with several Ferraris and a Lamborghini that is available for a test drive. Since Maranello is where Ferraris were created, the Ferrari Museum is right beside Pushstart. Driving a Lamborghini was an adrenaline-pumping experience that I will never forget.


Day 10 and 11: Milan

The Milan Cathedral is a Gothic masterpiece.

Milan is a fashion capital, and even the design work can attest to that. Make sure to visit the cathedral and the shopping mall, Galleria Vittorio Emanuele II. My favorite part of the trip to Milan was visiting Leondardo Da Vinci's The Last Supper, located at Santa Maria delle Grazie. Pro Tip: Book The Last Supper tickets online several months in advance.


Day 12 and 13: Venice

The Bridge of Sighs in Venice was the last thing prisoners saw before getting locked up.

Venice is one of the most beautiful places you'll visit in Italy. Gondola rides, although expensive, are essential to seeing the city in all its glory. Venice truly needs to be seen from the water in order to be fully absorbed. Don't forget to visit The Bridge of Sighs and The Rialto Bridge. Additionally, Saint Mark's Basilica is free to visit, and is one of the most magnificent cathedrals we saw in Italy.


Day 14: Murano Glass Factory

A view of the glass-blowers creating a masterpiece.

A quick water taxi ride away, the Murano island in Venice offers a tour of a glass factory where you can peruse several glass-blown fixtures and even watch the professionals create a masterpiece. Large pieces can be purchased and shipped back home, and smaller works can be packed safely for travel.


Day 15: Travel home with a lifetime of new memories.


This is the itinerary I followed during my incredible trip to Italy. Of course, I left off some incredible cities in lieu of time, so doing your own research is recommended to meet your travel needs. Cinque Terre is an honorable mention that I'm sad I missed, but due to visiting in the winter, I opted out of the amazing beach-side spot. Feel free to use this itinerary either in full or as a guide, and leave comments to let me know if this helped you plan your trip!


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