Italy in two weeks: the perfect 14 days Italy travel itinerary

Discover Italy in 2 weeks. Visit classical destinations such as Venice, Florence, Tuscany, Rome, Cinque Terre and the Amalfi coast. 

Italy - tour - 2 weeks

Two weeks in Italy are probably the minimum time needed to give you a fair view and feeling about this wonderful country: you should be able to see many of Italy highlights and spend a decent time in each one of them.

This Italy in 2 weeks itinerary is based on my experience, personal tastes and on a tight 2 weeks schedule (reasonable days in brackets). I’m assuming you will purchase  an “open jaws” ticket (meaning: landing and departing in two different airports),  to save valuable time. A round trip would imply at least half a day more.

I tried to use train / public transportation as far as possible, and showed (in brackets) average transfer times.

However, you may wish to rent a car, especially to explore Tuscany at your own pace, and to discover beautiful hamlets off the beaten path. If this is the case, I recommend you have a look at, and book your car as early as possible, to ensure availability and to get the best rates. It’s an aggregator, and allows you to compare offers from the main car rental companies.

These are just ideas, with optimized logistics. Days to be spent in the different places can be modified based on your tastes and interests. Feel free to mix everything up, it’s your Italy in 2 weeks very personal trip!

Would you like some help on your Italian trip planning? Then have a look at my Italy Travel Consultant page!


Destination 1:  Venice – (2-3 days)

Ferry Boat in Venice + a lot of walking (and maybe a romantic gondola ride ). Of course Rialto, San Marco and Palazzo dei Dogi, but also fancy Museums like Punta della Dogana . If you are travelling with kids, have  a look at a child oriented itinerary. On the third day visit Murano, Burano and Torcello (1 day, by ferry).

Venice main highlights, and especially San Marco church, suffer from very long queues. To skip the line and to know more about its masterpieces, a guided tour could be a clever option. Click here for a good San Marco guided tour.

Gondola con Amorino

Where to stay in Venice:

  • The Foscari Palace: enjoy a room on the Canal Grande, just in front of Rialto market
  • The Hotel Pausania: a charming hotel in the off the beaten path Dorsoduro Neighborhood.

Want more choice? Click here to find the best places to stay in Venice


Destination 2: Florence (1-2 days)

The length of your stay in Florence will depend on how much time you wantto dedicate to Florence Museums.

Key highlights are Uffizi, Michelangelo’s David (in Galleria dell’Accademia, the one in front of Palazzo Vecchio is a copy) , Palazzo Vecchio, Santa Croce, San Miniato, piazzale Michelangiolo, Via Tornabuoni, Palazzo Pitti, Boboli, Fiesole (20-30’ out of town). Have a look here for a one day walking itinerary. 

You may consider a guided tour, to better appreciate Florence history and culture. If you would be interested in taking a guided tour, or to skip the line in the main museums, just follow the link.

Where to stay in Florence:

The Grand Hotel Cavour: lots of atmosphere and history for this fascinating hotel located between Santa Maria del Fiore and Palazzo Vecchio. The roof bar will seduce you with its fantastic views over the Santa Maria del Fiore cathedral.

Want more choice? Click here to find the best places to stay in Florence


Destination 3:  Florence >> Pisa  (Lucca) >> Cinque Terre (1 day).

It takes a little less than 3 hours to go by train from Florence to the Cinque Terre area, via Pisa. Lucca is half an hour from Pisa by train. If you decide to visit also Lucca, you could consider spending the night in one of the two towns (I personally prefer Lucca).


Destination 4:  Cinque Terre.

It’s worth spending 1-2 days at Cinque Terre, but should also visit Portofino and San Fruttuoso (convenient boat services/tour available). Sestri Levante, lovely little town located between Portofino and the Cinque Terre could be a good Base. Don’t use a car, parking is a nightmare. (2 days).


Destination 5: Cinque Terre – Siena / Tuscany country side.

Here you could consider renting a car,  to provide you with all the freedom you want to explore this fascinating countryside. Tuscany country side >>> Rome. Chianti, Monteriggioni, Siena, Montalcino, Val d’Orcia, Pienza, Montepulciano >>> Rome. (1-2 days, even more if you like the countryside and the good food).

This itinerary assumes you rent a car, by far my suggested option. In case you didn’t feel comfortable driving on Tuscany country roads, then you can use Florence as a hub and join Tuscany country side guided tours. Here are my recommended ones.

Where to stay in Tuscany: Monteriggioni (Siena)

  • The Hotel Monteriggioni: a charming and romantic hotel, located in a fortified medieval village
  • The Castel Pietraio, a true medieval castle, now four star hotel, to treat yourself like a king

delightfullyitaly_italyintwoweeks_castel pietraio


Destination 6:  Rome (3-4 days or more).

You don’t want to have a car in Rome; walk + hop on – hop off buses (follow this link to reserve on line, no need to print the receipt). Bicycles or scooters, if you dare, are fantastic solutions! Spanish steps, Piazza Navona, Panteon, Fontana di Trevi, Campo dei Fiori, Old Ghetto, Trastevere. St Peter (consider climbing on the Cupola) + Vatican Museum (RESERVE! queues are terrible – click here if you wish to reserve your visit with Ticketbar).

Mercati di Traiano, Fori Imperiali (including Orti Farnesiani), Colosseum, Palatino are unmissable destinations, and for this reason may be crowded. Purchasing the ticket in advance is a clever way to skip the line and to save time .

Don’t miss Trastevere + Isola Tiberina (very lively area in summer time, funny & crowded). Appia antica + Catacombs (best by bike, you can rent one in via Appia), medieval Rome and its underground treasures.  If you are a running fanatic, don’t miss Villa Borghese and the awesome Borghese Gallery.  Villa Adriana and Villa D’Este, both in Tivoli (30 km from Rome) make a pleasant day trip out of town .

Rome_Spanish steps

Where to stay in Rome:

  • The Hotel la Lumiere, a delightful hotel hidden a few blocks away from the Spanish steps, in posh via Condotti. Great roof top, have your breakfast while admiring Rome century old roofs!

Want more choice? Click here to find the best places to stay in Rome

Destination 7: Rome >>Naples/Sorrento (2/3 days).

You can sleep in Naples or, better, in Sorrento. Visit Pompei, Sorrento, Positano, Ravello, Capri. Naples is also worth a visit. You can use public transports: boat service between Sorrento and Positano is very convenient, while buses, especially to Ravello, could be extremely crowded (consider sharing a taxi with fellow travelers). Renting a car could be an option in high season, but car parks are very expensive (and driving on the costiera is an experience on its own!).

Looking for a hotel? Click here to find the best places to stay in Sorrento


For more info about Amalfi coast visit my posts: Capri: breathtaking Faraglioni and Natural Arch walking tour and Best of Amalfi coast


Enjoy your Italy in two weeks itinerary!

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11 Replies to “Italy in two weeks: the perfect 14 days Italy travel itinerary”

  1. I must state that yours is a very well written blog. We spent two weeks in Italy’16 and very much followed an itinerary similar to what you have proposed. However we added Milan as our flight out was from there. We did not include CT as we had read that cramming CT to a 2 week trip in Italy would have been rather hectic. We are middle aged and wanted to take things rather laid back. Mine was a complete DIY trip and I thought I should share my experience with other first- time would be travellers to Italy. So I have started a very hands- on kind of travel blog which is almost 75% Glad if you can critique the same and hope that others will visit my blog and benefit.

  2. Hi- we are taking our 2 boys in 2018. My favorite is Venice and my husband loves the Amalfi coast. Is this doable in 2 weeks adding CT, Pisa, Pomeii and Rome?

    1. How old are your boys? Children have their own pace, and need time to relax and play, on top of visiting. By the way, you are not mentioning Florence and Tuscany, unless you have already seen them you may probably wish to spend some time there.
      So, coming back to your question: yes, you can do it:
      Day 1: getting to Venice, check in, relax
      Day 2-3: Venice and the lagoon (Murano, Burano)
      Day 4: Venice >> CT (this will take close to one day, change train in Milan)
      Day: 5-6 CT
      Day 7: CT >> Pisa (visit the leaning tower, reserve in advance!!!) Sleep in Florence
      Day 8: Florence >> Rome (1,5 hours) >> Check in, city center walk (look for my post for detailed itinerary)
      Day 9-10: Explore Rome
      Day 11> Rome – Sorrento Check in, relax (yu may squeeze Pompei in day 11 if you leave early)
      Day 12: Visit Pompei (or Capri if you already seen Pompei on day 11)
      Day 13: Visit Amalfi coast: Positano, Ravello, Amalfi (renting a car could be a good idea)
      Day 14: Back to Rome & fly home

      In my opinion, this is doable if your children are at least 8-9 and used to travel, otherwise too tiring.

  3. Hi, thank you so much for this. It looks like your first flight coming in drops you off in Venice, but tell me at what point do you take another flight other than back home, is there one needed at all other than home?

    1. Hi Arlene, you don’t need any additional plane for this itinerary, you can just use trains.
      I’m available in case you need any help for your Italy trip planning.
      You can also follow delightfully Italy Facebook page for additional travel inspiration

      Enjoy Italy!

  4. Hi, we are headed back to Italy for our second trip. We will have 2 weeks and starting from London. We would like to spend a few days in Amalfi Coast and also Tuscany. Maybe Milan, CT, Lake Como, Naples. Not sure how to plan this. We will not be going to Venice or Pompeii or Pisa as we already did this. Would appreciate any help.

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