3 Weeks In Italy Itinerary

Over a year later I am still dreaming about Italy.

There is something so magical and grounding about Italy. It’s like you are transported into an older, simpler, more beautiful time. After travelling to Rome for a few days Aaron and I fell in love with the Italian style. The markets, the history, the fresh wines and even fresher food. The endless supply of pastas and pizzas with the prettiest views.

During our third trip to Europe we decided to spend most of our time in Italy. 3 weeks to be exact. This itinerary is easily customizable for day trips and different entry points into the country. I find flying into Rome is cheaper but Italy is small so you really only need a few hours to train to different cities. Venice and Milan are also great starting points for your trip


2 Days Milan/ Lake Como

We flew into Paris and trained our way down to Milan. Milan is such an elegant and fashionable city but you only need a day or two here. I think Milan is worth the stop to check out the beautiful Duomo. After that take a trip to Lake Como or even spend a few days there. Lake Como is one of the most picturesque and romantic places in the world.

For 24 hours in Milan check out here


3 Days Venice

If I’m being honest I didn’t really want to go to Venice. I had my heart set on other cliffside cities in Italy but Aaron insisted we go and I am so glad we did. I don’t know what I was thinking Venice was going to be like – I thought maybe it would be tacky or not all the hype but I was so wrong. Venice is truly a fairytale place and one of my favourite cities now. The floating city is swirling with canals, gondolas, history, amazing food and such winding streets it’s truly like a maze!

For more about Venice check here and here.


3 Days Florence

Underneath the Tuscan Sun replayed in my head when stepping off the platform in Florence. This cultural city is home to many museums, including an outdoor one, a dramatic Duomo and rolling valleys.

I definitely recommend doing a wine tour from Florence.

A perfect quick day trip from Florence is Fiesole which was recommended by our bed and breakfast host. It’s a small village a short bus ride away and offers stunning views of the city.

Day Trip – Umbria is supposed to be stunning and a cheaper alternative in Tuscany. One Google search and you’ll see why.

For more about Florence check out here!


3 Days Cirque Terre

I never got the chance to visit Cirque Terre and I regret it. If you have a few days to spare I highly recommend visiting this 5 village city on the banks of the Italian Riviera. It’s colourful buildings and fishing boats makes it one of the most unique places in Italy.

2 Days Portofino

If you have time to spare Portofino is another fishing village along the Italian Riviera. It’s a high end city with boutiques, museums, colourful buildings and quaint harbour.


3 Days Rome

I will never tire of Rome. You can easily walk all the major sights of Rome in one or two days, such as the Vatican, the Colosseum, St. Peters Basilica and the Trevi Fountain (my favourite), but to really enjoy Rome I say take your time and enjoy it for a few days. If you go during busy season I urge you to get the fast pass. This is an absolute life saver in Rome. The lines are insane, I mean hours and hours of waiting, but with this pass you can skip all the lines and pass everyone.

As for restaurants visit Trastevere – Trastevere is a more hip area of Rome. Here you’ll find amazing food, patio drinks against ivy covered walls and never ending hidden shops. This is where the locals hang out so you don’t have to worry about being over charged for a mediocre meal. It is considered one of the most beautiful neighbourhoods in the Eternal City and one stroll around will have you seeing why!

For more about Rome check out here!



4 Days Amalfi Coast

The best for last. We saved the Amalfi Coast for last and you guys probably know why. The Amalfi is one of the most beautiful places I have ever seen. You will want to spend days and days just living in the city. You don’t need to do anything in the Amalfi to enjoy yourself. Simply strolling around those cliffside streets is enough to tell yourself you’re staying there for good.

I recommend staying in Positano and wandering around from there.

I also highly recommend taking a boat to Capri!

For more about Positano check out here  & here



This guide is super easy to tailor to your needs but these are all the cities I recommend seeing on your three weeks in Italy 🙂












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  • Reply
    Kat Tanita
    May 26, 2018 at 9:40 pm


    xo Kat

  • Reply
    Katie Peirce
    May 18, 2018 at 9:30 am

    Love this! I went to Italy for about 2 weeks and want to go back so bad! If I ever go again I’d like to go to more of these places!


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