How to plan a trip to Italy – a step by step guide

Welcome! My name is Katy and ever since I first visited 20 years ago I have been plotting my next trip to Italy. From its historic cities to the mountains, lakes and coast, I fell in love with this beautiful country and want to help you do the same.

Planning a trip to Italy is one of my favorite things to do (I’ve been there more than 25 times!) so we created this guide to help you plan and book your trip with ease. We hope you find our step by step guide on how to plan a trip to Italy useful. 

When to go to Italy

The best time to visit Italy is when it suits you and your schedule. However, you should be aware of a few seasonal variations:

• Italy is one of the world’s most popular destinations and is very busy (and more expensive) at peak periods – from May to September

• Summers can be very hot (especially in the south) and winters cold with ski resorts open in the northern alpine regions

• August is the busiest month with Italians and people from all over Europe on vacation. Coastal and lake areas are very busy with visitors

• Easter is a major holiday in Italy – expect demand for rail travel and accommodation to increase

For this reason we like to visit Italy in the shoulder months – April/May and September/October when the weather is sunny and mild, crowds are manageable and you can find great value flight and accommodation deals.

How to get there

Flying direct (or with a single stop) to Italy from most places in the world is easy. Most visitors fly into Rome Fiumicino [Leonardo da Vinci](FCO) international airport but you can also easily fly into Milan Malpensa (MXP) or Venice Marco Polo (VCE) airports from major hubs around the world.

There are many other airports throughout the country that can be accessed within Italy and Europe.

Best flight deals to Italy

We use a combination of Skyscanner, CheapoAir and Google flights to source the best flight deals for Italy.

• Skyscanner – portal where you can view cheapest days and routes to fly and set alerts for price drops
• CheapoAir – uncovers the best deals on first class flights around the world
• Google flights – great for checking schedules and airline routes

To find the best deals, set up alerts on Skyscanner for the month you wish to travel and wait for price drops. Be prepared to be a little flexible on dates and stopovers. It is often cheaper to fly into Milan rather than Rome but that is most useful for northern Italy itineraries.

Tip – always use an incognito browser window to search for flight deals. Prices are amended up for users known to be searching for specific dates and times

Arriving by train from other cities in Europe

If you are traveling within Europe, train travel is easy with links to major Italian cities – Milan, Rome, Florence and Venice – from other capitals in Europe. Read our guide to train travel in Italy or Seat 61 is another great resource for planning train travel within Europe.

Bus travel to Italy

If you’re on a tight budget and traveling within Europe, then you might want to consider coming to Italy by bus. Low cost operator Flixbus covers 1,200 destinations in 26 countries.

Train and bus bookings

Omio is a useful site for booking a combination of train, bus and air travel within Europe

Passports and visas

Citizens of the United States, Australia, Canada and New Zealand can enter Italy and stay up to 90 days without a visa within an 180 day period. You must have 6 months validity on your passport.

All other nationalities should check this Italian government site that will walk you through whether a visa is required for your visit.

European Union and UK citizens can travel with photo identification. 

Please note – this information is subject to change and it is always best to check with your local foreign office for the latest advice on travel to Italy.

• United States – click here
• Australia – click here
• United Kingdom – click here
• Canada – click here

Itineraries and planning

Where to go

Probably the hardest decision you need to make is which places you would like to visit. This is a very difficult task for many of us and it is a challenge for me to this day.

The most popular places to visit in Italy are listed below.

• Major cities – Rome, Florence, Venice, Milan and Naples
• Tuscany – large region known for hilltop towns, wineries and beautiful countryside
• Cinque Terre – 5 spectacular villages that hug the sides of cliffs on the Italian Riviera
• Amalfi Coast – picturesque coastal region near Naples – Sorrento, Positano, Capri
• Northern Italian lakes – scenic lakes close to alpine mountain ranges

As a general rule, for a 3-5 day trip choose one destination – a city or area. If you have a week to 10 days then 1-3 places in either the north OR south of Italy. For a 2 week trip you could cover 3-4 places and see both north and south.

Try not to pack too much in. It’s easy to underestimate transit times and getting in and out of airports and train stations.

Suggested itineraries

Planning your Italy itinerary is one of the most important job in the trip planning process. For their first trip to Italy, many people will choose to start their journey in Rome and visit Florence and Venice. This 10 day Italy itinerary covers that route and includes detailed instructions on how to make the most of your time in Italy. 

Alternative 10 day itineraries

• Rome + Amalfi Coast – Rome [4 nights], Amalfi Coast/Naples/Pompeii/Capri [5 nights]
• Rome + Florence and Tuscany – Rome [4 nights], Florence [3 nights], Siena [2 nights]
• Venice, Milan, Lake Como + Florence – Venice [3 nights], Milan [1 night], Lake Como [2 nights], Florence [2 nights]
• READ: Sample Northern and Southern Italy itineraries
• Sicily – deserves 2 weeks! – click for highlights and hidden gems

City itineraries

Rome – a 5 day itinerary that can be adapted for more or less days – click here to read
Florence – suggestions for 1,2 and 3 days in the Renaissance city – click to read
Venice – things to do and itineraries for 1,2 or 3 days in the lagoon city – read here
Milan – explore Milan, fashion forward, fun and the most modern of all the Italian cities – click to read

Recommended group package tours in Italy

Package tours of Italy can be a fantastic way to avoid the stress of planning your own trip. They are also great if you would like some company along the way. Here is a quick summary of popular tours in Italy by well known brands. 

Trafalgar

One of the most popular tour companies on the planet, Trafalgar has a broad range of itineraries to choose from in Italy. Appealing to the 50+ age group, travel is mainly by coach and you can expect an emphasis on culture and history. Trafalgar has worked hard to include local experiences such as wine tastings and unique stays into its itineraries as well as time to discover destinations at leisure.

Tour group sizes are between 40-45 passengers and the general standard of hotels is 4 star.

Top Italy tours by  Trafalgar

• Best of Italy – 13 day itinerary visiting Rome, Sorrento, Florence, Venice and more – more information
• Great Italian cities – classic itinerary covering Rome, Florence and Venice in 10 days – click for details
• Best of the Italian lakes – Como, Maggiore, Garda – which will be your favorite? – click here for details

Intrepid Travel

We like the tours offered by Intrepid Travel because they strike the balance between showing you highlights of a destination and allowing time for exploration on your own. Their premium brand Peregrine has some interesting hiking tours of the Cinque Terre and Amalfi Coast.

Group sizes average around 10 so you get personal attention when you need it. We also love that Intrepid has a commitment to responsible travel and leads the way in promoting animal welfare.

Top tours of Italy by Intrepid and Peregrine

• Best of Italy – 15 days covering Rome, Florence, Venice, Cinque Terre and more – click here for details
• Cinque Terre walking tour – 8 days walking the spectacular coastal villages – more information
• Italy real food adventure – 8 days of feasting in Venice, Tuscany and Rome – more details

Tourradar

Even as independent travelers we like to browse Tourradar – a market place for tours where you can browse hundreds of package tours by different operators, and by date. Then filter by your interests and age group and read detailed reviews.

There are various levels of support offered from fully organized tours to independent self drive or train itineraries.

Top tours in Italy found on Tourradar

• Highlights of Italy – 8 day train tour through Milan, Venice, Florence, Pisa, Rome – click for more info
• 3 Nights Venice, 2 Nights Florence & 5 Nights Rome – a self guided tour – click here for details
• Self guided walking tour of Tuscany – 8 days of fresh air, wine and views – click here for details

Recommended guidebooks

We plan trips using a wide variety of sources. If you can, choose an Italy travel guide that is relevant for the region you are visiting as they are usually more detailed and useful. 

Our favourite general guidebooks for Italy are:

Lonely Planet – Our favorite practical guide, Lonely Planet, regularly updates guides for Italy | Florence and Tuscany | Venice and the Veneto | Naples, Pompeii and the Amalfi Coast | Italian Lakes | Sicily | Southern Italy

Rick Steves – America’s foremost authority on travel in Europe produces excellent practical guides and itineraries for Italy | Rome | Florence | Venice | Cinque Terre

DK Eyewitness Guides – we love the illustrations and cultural and historical insight in these guides. They are perfect for those of us who respond best to visual cues.

Travel booking timelines

When should you book your travel, accommodation and tours in Italy?

As soon as possible is the straightforward answer when it comes to popular hotels, accommodation and tours especially for peak times in July and August. If you can, try to book 6-12 months in advance for popular areas such as the Amalfi Coast in summer.

Flight bookings will depend on where you are flying from. For long haul flights the best deals are generally found 6-12 months in advance while deals pop up regularly for travel within Europe.

Rail bookings can be made up to 4 months in advance on high speed intercity and standard intercity trains.

Accommodation in Italy

Choosing where to stay is an important part of planning your itinerary. Italy is well set up for tourists and you can expect the usual range of hotels and bed and breakfast accommodation as well as apartments and villas.

If you plan to spend any time in the country, consider staying at an agriturismo or farm stay – offered by Italian farmers who earn additional income by providing rooms and meals. This accommodation is very popular in Italy and ranges from budget to luxurious.

We’ve stayed in agriturismi (plural) with swimming pools, hammams and wine cellars and always try to build them into our itinerary. An added bonus is that the food served is farm fresh and generally excellent.

Accommodation costs

Here is a rough guide to help you plan your accommodation budget. Prices are average for a double room though this will vary with prices higher in popular areas at peak times

Upscale / Luxury – €200+ [USD $230+] per night
Midrange / Boutique – €110-250 [USD $125-285] per night
Budget / B&B – €60-120 [USD $70-140] per night
Ultra budget / Hostel or shared room in AirBnB – €20-35 [USD $25-40] per night

Best accommodation sites

Our favorite site for booking lodging is Booking.com because it has a huge range of options from hotels and resorts to bed and breakfast, apartments and farm stay accommodation.

You can easily compare prices and amenities and take advantage of their generous cancelation policies to find the right accommodation for you. We’ve also found their concierge service helpful and get better deals because we use them regularly.

Other sites we use and recommend

• Plum Guide – visits and reviews the best Airbnb properties and provides detailed information on each one. Get 5% off with code – UNTOLD5
• VRBO – the best site for long stay villas and apartments – click here to browse VRBO
• AirBnB – for longer stays in apartments and villas – first time users can claim free credit here
• Tripadvisor – mainly to read reviews but you can sometimes find good deals on there too

Our guides on where to stay in Italy

We created these guides with specific recommendations of where to stay in the major tourist areas in Italy in response to questions from our readers.

• Florence – district and accommodation guide > click here
• Milan – district and accommodation guide > click here
• Amalfi Coast – towns and accommodation guide > click here
• Rome – accommodation near the Pantheon > click here; near the Colosseum > click here and in Trastevere > click here; accommodation near the Vatican City > click here
• Venice – coming soon

We also created a guide on how to find the right accommodation for your trip that includes a printable checklist > click here to access the article.

How to get around Italy

As a general rule, if you are traveling between cities and major towns then the best way to travel around Italy is by train. If you want to explore the countryside and small villages you will need to rent a car.

When you are mapping out distances to travel between destinations use Google maps or Rome2Rio is another useful site.

Train travel in Italy

The train system in Italy is modern and efficient with fast speed services linking the major cities and regional trains connecting smaller towns and villages. Two major train networks operate throughout Italy – Italo and TrenItalia.

Advance bookings are advised for high speed intercity services where seats are allocated. You can save money booking in advance if you purchase non-flexible tickets. You can book directly with these operators or an easier way is with:

Omio and Trainline compare train times and prices across both Trenitalia and Italo schedules and keep your ticket details on their handy app

High speed train intercity travel times on popular routes

• Rome to Florence – 1 hour 30 minutes
• Rome to Naples – 1 hour 15 minutes
• Rome to Milan – 3 hours
• Rome to Venice – 4 hours
• Florence to Venice – 2 hours
• Florence to Milan – 2 hours

Driving in Italy

With a bit of forward planning and common sense, renting a car and exploring the back roads of Italy is easy. We wrote a full guide to driving in Italy but here are our top tips:

• You are required to carry an International Drivers Permit – these can be arranged in your home country at minimal cost

• Standard transmission on cars is manual or stick shift. If you want to rent an automatic car expect to pay extra, if you can find one available

• Rent the smallest car you can to fit you and your luggage – roads are often narrow and you don’t want to get stuck!

• Heavy fines apply if you enter ZTL zones – historic districts where driving is not allowed

We use Car Rental by Booking.com to find the best car rental deals in Italy including one way options. They search both international and local providers so you get a wide variety of choice and there is 24/7 support if you need it. 

Internal flights

If you want to travel very long distances or to visit the islands of Sicily or Sardinia, flying makes the most sense.

Check on Skyscanner or Google Flights for routes and prices. Remember to set alerts for those routes you want to fly and book early for flights in the summer months.

Tickets, tours and attractions

We source and book tickets and tours via GetYourGuide and Viator. They are tour and ticket aggregators so there is lots to choose from. I like the fact you can read reviews, book everything in the one place and keep your tickets and vouchers on their apps too. You can also pay in your own currency and with international credit cards which can be a challenge when using Italian websites.

We prefer GetYourGuide – you can read our review of GetYourGuide to find out why here

Tickets for major attractions

Rome, Florence and Venice are some of the busiest cities for tourists in the world thanks to their famous attractions – the Colosseum, Vatican Museums, Uffizi Gallery and Doge’s Palace.

Unless you want to spend precious vacation time standing in lines to enter these sites we strongly advise you to prebook advance skip the line tickets for the following attractions. [In winter months booking in advance is not as necessary]

We have given you the official booking sites and an alternative for approved ticket partners should you have trouble using the official site – unfortunately that happens a lot! The direct sites are usually cheaper but the partner sites are generally more user friendly.

Rome

• Colosseum – official ticket site OR buy Colosseum tickets on Get Your Guide
• Vatican Museums – official ticket site OR buy Vatican Museum tickets on Get Your Guide
• Omnia pass – Colosseum + Vatican + one other museum + hop on, hop off bus –