Italy in 3 months is ambitious. Italy in 14 days is ruthless. However, if you’ve only got a few days to spare, I have just the 2 week Italy itinerary for you.
An Italy itinerary in 14 days that covers all the best destinaions?
Yep!
From the beautiful Venice on the lake to the historical center of Florence, from the picturesque islands of Cinque Terre to the holy Vatican city, most of the best sights in Italy can be experienced with a 2 week italy itinerary. Between stops at notable monuments, we still found time to wander each city endlessly.
Below is a list of tips & advice for the cities and towns I’d recommend anyone to visit if they have 2 weeks in Italy. I will briefly go over my experience, things to be aware of, and the must-sees for each city. This Italy itinerary 14 days can definitely be adjusted according to your liking
A day is definitely enough wandering the streets of Pisa, as the space containing all the famous architecture within the city is not too big. Participate in a guided tour of Pisa and its various mounuments to better experience this gorgeous city.
Be Aware: A lot of people love bringing food for a picnic on the lawn of the Leaning Tower, but you will likely get hooted off by security.
4 Days in Rome

We spent a few days exploring the streets of Rome and ended up skipping a few tourist attractions due to the number of people. However, if you aren’t exactly keen on going inside the monuments, I found the experience of wandering around town during night-time was much better. There were barely any people and the lights were beautiful!
Tips and Advice: If you only have 14 days in Italy, 3 days was definitely enough for the main tourist attractions in Rome!
- First Day: dedicate 3 hours to the Colosseum, Roman Forum, and Palatine Hill. This includes the wait in line and photo ops. A few hours should be spent walking around the city center, with stops at the Arch of Titus, Piazza Navona, Pantheon, Trevi Fountain and St. Peter’s Basilica. Don’t forget to stop by to get some Gelato and Pizza! This will be a long day, but everything is quite close together!
- Second Day: Visit Trastevere, a quirky little neighbor in the area and explore the streets away from the major tourist attractions. I though Rome can be quite hectic if not planned wisely.
- Third Day: Spend a day at the Vatican! You can grab a skip a line ticket for these attractions to lessen the wait time. (The wait time for the Vatican can be up to an hour or more during the busier seasons)
2 Week Italy Itinerary: The Remaining 3 Days
Truthfully, there is no way to experience all of Italy in 14 days. Nonetheless, the destinations mentioned in this Italy travel itinerary are the crown jewels of the country.
Without a doubt, Italy is so much more than these few cities. There is Milan, one of the fashion capitals of the world. (Visit before or after Venice since it is located in North Italy). Bologna is yet another great stop located between Florence and Rome. Down south, you have the beautiful waters of the Mediterranean. Visit Naples or the breathtaking Sicily.
This is definitely a very fast-pace and tiring agenda for those who are physically able. However, if you are on a tight schedule yet don’t want to miss any of the spectacular sights, (like myself), this might do!
Total Cost
We spent around CAD 500 for the two of us. This was a pretty expensive trip compared to my usual backpacking journys. But since we opt for nicer Airbnb instead of Couchsurfing, it was quite worth it!
CAD 300 was spent on Airbnb. Aside from the cheaper stay in Florence, Venice and Rome were pretty pricey. The rest were on transportation throughout the country. Trains in Italy were expensive. I didn’t really notice it until going to Cinque Terre due to the lack of BlablaCars in that region. I believe we ended up spending CAD 100 just for the various trains throughout the day.
Nevertheless, this was such a great experience and definitely worth the trip! If you ‘ve any questions about this Italy itinerary 14 days, feel free to email me!
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