Italy in two weeks: the perfect 14 days Italy travel itinerary (2023)

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

Italy in two weeks: the perfect 14 days Italy travel itinerary (1)

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, 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 achild oriented itinerary.On the third day visit Murano, Burano and Torcello (1 day, by ferry).

(Video) 14 Perfect Days in Italy | Italy Vacation Planning Travel Itinerary

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.

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).

(Video) How to plan a trip to Italy (2 weeks in Italy)!

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

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 (considerclimbing 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 awesomeBorghese Gallery.Villa Adriana and Villa D’Este, both in Tivoli (30 km from Rome) make a pleasant day trip out of town .

(Video) Best Italy Itinerary - An easy itinerary to optimize your trip to Italy

Where to stay in Rome:

  • TheHotel 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!

Subscribe to Delightfully Italy newsletter!

(Video) HOW TO TRAVEL ITALY - Perfect 3 Week Itinerary

Would you like an independent advice on your next trip to Italy? Visit my Italy Travel consultant page.

Enjoy your Italy in 2 weeks itinerary and share any comment, picture or suggestion!

Like Delightfully Italy? So why don’t you support it!

All you need to do is to useBooking.comby clicking on the banner below to book you next trip to Italy or anywhere else. Plus you’ll get the best deal on accommodation available anywhere! is the insider’s Italy travel guide for independent travelers. Here you will find city guides, travel itineraries, Italian experiences and much more.

If you wish tovisit Italyfor the first time, or if you already discovered Venice, Rome, Florence, the Amalfi coast, but still want more, is here to disclose to youItalian Must Seeas well asItalian hidden treasures.

And if you like what you read, why notfollow delightfullyitaly.comand get free updates?


1. Italy by Train | The Grand Tour | 2 weeks, 8+ Destinations ❤ 🇮🇹
(Imagiscope Travel & Tech)
2. 2 WEEKS IN ITALY: Rome, Florence & Amalfi Coast
(Tara Michelle)
3. Italy by Train | 10 Days Itinerary to Rome, Florence & Venice (How to Plan Trip to Italy + Tips)
4. ☑️ PERFECT 10 and 15 day itineraries in Italy! Rome, Florence, Tuscany, Venice and Milan!
(Gabriel Lorenzi - Travel Tips)
5. How much does a 2 week trip to Italy cost?
(Lisa and Josh)
6. Italy By Train: 2 Weeks in Italy Travel Vlog


Top Articles
Latest Posts
Article information

Author: Lidia Grady

Last Updated: 06/04/2023

Views: 6538

Rating: 4.4 / 5 (45 voted)

Reviews: 84% of readers found this page helpful

Author information

Name: Lidia Grady

Birthday: 1992-01-22

Address: Suite 493 356 Dale Fall, New Wanda, RI 52485

Phone: +29914464387516

Job: Customer Engineer

Hobby: Cryptography, Writing, Dowsing, Stand-up comedy, Calligraphy, Web surfing, Ghost hunting

Introduction: My name is Lidia Grady, I am a thankful, fine, glamorous, lucky, lively, pleasant, shiny person who loves writing and wants to share my knowledge and understanding with you.