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The Ultimate 2-Week Italy Itinerary

caz and savannah posing inside love heart sculpture in front of VErona arena

Are you picturing images of Roman ruins, vast stretches of vineyards, and scenes of gondoliers singing “O sole mio” through the winding canals of the floating city? Then you’re conjuring up images of Italy!

If you have fourteen days at your disposal, you can discover the true essence of the boot-shaped country by following our 2-week Italy itinerary.

Love Italy! (Verona)

From traversing the winding streets of the eternal city of Rome to meandering down the romantic canals of Venice, the next two-weeks promises an adventure filled with rich history, breathtaking landscapes, and unparalleled cultural experiences.

We want you to leave Italy feeling like you’ve truly understood the country, so we’ve carefully crafted this two week Italy itinerary to not only take you to some of Italy’s most iconic destinations, but also to some hidden gems we discovered on our own trip.

At A Glance: A Summary of This 14 Day Italy Itinerary

savannah taking photo of the sunset
Sunset views at Manarola

For those who don’t have much time, below is a quick summary of this 14 day itinerary. Later in this guide, we’ll share more detailed information about what to do, where to stay, and where to eat at each place.

  • Day 1-3: Rome (3 nights)
  • Day 3-5: Tuscany (2 nights)
  • Day 6:8: Florence (2 nights)
  • Day 8-11: Cinque Terre (3 nights)
  • Day 11-12: Verona (2 nights)
  • Day 12-14: Venice (2 nights)

We followed this two-week itinerary in the summer of 2023 with our two daughters (aged 15 and 11). We all fell in love with the culture and lifestyle of Italy and were enamored with its ancient history and modern flavors.

We had 12 nights; but I’ve added an extra night to Tuscany and Cinque Terre to take it to 14 days, which in hindsight, is what we wish we did.

We had four nights in Paris before arriving in Italy, and if we were to do it again, we’d drop France and just spend the extra time in Italy.

We loved Paris, but much preferred Italy and it would have saved us money and exhausting travel time.

The Ultimate 2 Week Italy Itinerary

Mom and two daughters biking in front od a colosseum
Love riding our bikes in Verona

Below is how we recommend you spend 14 days in Italy, covering Rome, Florence, Tuscany, Verona, Cinque Terre and Venice!

Later in the guide, we’ll discuss how to get around Italy and how to navigate this itinerary.

Stop 1: Rome, The Eternal City (3 Nights)

caz and the girls hugging outside the vatican
MThe Vatican Rome

Begin your Italian adventure in Rome, where ancient ruins, Renaissance art, and delicious cuisine converge.

Rome is the capital city of Italy and the former capital of…

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