LAST UPDATED: 8/13/24 – Ultimate 14-Day Italy Travel Itinerary

The country of Italy is a beautiful and exciting place with a seemingly endless number of amazing things to see and do. It is no wonder then, that Italy is one of the world’s top tourist destinations. If you are planning a trip to Italy soon, you will want to review my Ultimate 14-Day Italy Travel Itinerary to make sure you don’t miss out on some of the country’s most popular sights and activities.

Without a proper plan in place, it is very easy to miss out on an important sight or activity and regret it later. Using this itinerary as a blueprint, you can start to build your big Italian adventure knowing that you have a wealth of information and experience at your fingertips.

See Many of Italy’s Top Destinations

While my itinerary doesn’t cover every region of Italy, it does cover some of the most popular tourist destinations within this amazing country. On your two-week Italian adventure, you will get to explore all of the treasures in the amazing cities of Rome, Venice, and Florence. You will also have the opportunity to explore breathtakingly beautiful regions such as the Amalfi Coast and Tuscany. To top it off, you will even get a chance to visit the amazing island of Capri, which is widely considered to be one of the most beautiful places in Italy.

Included in this Italy travel itinerary are numerous links to in-depth guides that I have developed for each of these regions of Italy. As you start to fill out your personal travel itinerary, these guides will be invaluable resources that you can use to choose the proper accommodations, decide which restaurants you want to try, lay out your daily plans for sightseeing in the region, and book fun and exciting tours and excursions that you will remember for a lifetime. With this wealth of information in hand, you can relax and enjoy the process of planning your trip and focus on the fun, less tedious aspects of planning your trip.

Italy Travel Itinerary Overview

This includes tasks such as making sure you have a valid passport and VISA for entry into the country. It also means confirming that you are up-to-date on the vaccinations that are recommended and required. Once you have done that, you will need to understand what you should and should not pack for your trip.

You will also need to determine what time of year to take your trip and how you will get around the country. Using the links below, you can quickly and easily navigate to the relevant sections of this guide as you start to check these items off your list.

Italy Travel Itinerary Guide Navigation Menu

The Best Times to Visit Italy

When planning your big trip to Italy, one of the most important decisions that you will need to make is when to visit. Before you start looking at accommodations and arranging transportation, you need to know when you will be traveling. For many travelers, this is often one of the most stressful parts of planning a trip because there are so many different variables to consider.

In my opinion, the most important of these variables that you will want to consider are the weather and the number of other tourists that will be visiting when you do. The better the weather, the more time you will be able to spend outdoors exploring this amazing country. And with fewer other tourists around, you will have fewer crowds to contend with when you set out to see and do what interests you.

To make things easier for you as you start to plan this trip of a lifetime, I have compiled all of the weather and tourism data that you will want to consider when scheduling your trip to Italy within my Italy travel itinerary. Using this data, you will be able to pick the time of year that you find the weather to be the most enjoyable.

Average Temperature (°F)

One of the most important factors that you will want to consider before deciding when to visit Italy is the average temperature throughout the year. In the graph below, I have compiled the average high and low temperatures for Venice, Rome, Florence, and the Amalfi Coast for each month of the year. Using this data, you can easily determine which month of the year will be the most comfortable for you as you start to put together your Italy travel itinerary.

Average Precipitation Level (Inches)

Another factor that you will want to consider when deciding when to visit Italy is the average amount of precipitation that each region of Italy you will be visiting typically gets. After all, it can be difficult to get outside and enjoy the beautiful landscapes and cities when it is raining a lot. If you take a look at the graph below, you will see the average amount of precipitation for Venice, Rome, Florence, and Amalfi Coast throughout the year.

Using this data, you can decide which time of year gives you the highest probability of having nice weather during your trip as you start to fill in your Italy travel itinerary.

Average Number of Visitors (Millions)

The last major factor that you will want to consider when determining which time of year is the best time for you to visit Italy is the number of other visitors that you can expect to be visiting while you are there. To give you an idea of how many other tourists you can expect to encounter in Italy throughout the year, I used Statista’s analysis of the number of tourist arrivals and guest accommodations in Italy.

In addition to having an impact on the crowds you will encounter, the number of other tourists visiting during your trip will also impact the availability and price of excursions and tours. However, most importantly, it will be a large factor in the price of your airline tickets and accommodations while in Italy.

The Best Months to Plan Your Trip to Italy

As you look at the temperature, precipitation, and visitor numbers for Italy, it is clear that some months are better for visiting than others. For instance, the months of June through August tend to be quite hot in Italy. This is especially true for July and August. If you want to avoid the heat, you should avoid visiting during these months.

I would also avoid visiting during the autumn months of October through December, as those are typically the wettest months of the year in Italy. Not to mention, it can also get quite cool between November and March. Unless you like wet and rainy conditions, I would avoid planning your trip during late autumn or winter.

In my opinion, the best months to visit Italy are the shoulder months of May and September. The weather is typically warm, but not too hot, and there is usually little rain. This gives you the best weather window to get out and enjoy the sites during your adventure in Italy.

How to Get to Italy for Your Trip

There are many different international airports in Italy, so if you are planning on flying in from outside of the country, you have a lot of options to choose from. If you follow the Italy travel itinerary that I have outlined for you here, there are four major international airports that you can choose from to fly into and out of. For your reference, I have listed those airports for your review.

Major International Airports You Can Fly Into for This Itinerary

• Rome – Leonardo da Vinci International Airport (FCO)
• Venice – Venice Marco Polo Airport (VCE)
• Naples – Naples International Airport (NAP)
• Florence – Florence Airport, Peretola (FLR)

To save time, I would strongly suggest that you fly into and out of different airports. This will prevent having to backtrack significantly when it is time to fly home. However, if you would prefer to fly into and out of the same airport, or find significantly cheaper airfare by doing so, then you can easily modify this Italy travel itinerary to meet those needs. As you start to plan your trip, there are several different options that you can choose from when laying out the logistics of your trip.

There Are Multiple Ways to Plan This Trip

You can start by flying into Venice and then work your way down to Naples, where you will fly home. There is also the option of flying into Naples and then working your way up to Venice, where you will end your trip. For the sake of this guide, I am going to outline a modified Italy travel itinerary where you fly into Rome, work your way down to the Amalfi Coast, then work your way back up to Venice, where you will fly home at the end of your trip. This will allow you to fly into and out of two of Italy’s largest airports where there are more flight options. However, feel free to modify this itinerary in any way that you see fit to meet your travel needs.

	Arrive in Rome\Depart from Venice	Arrive in Rome, work your way down to the Naples area to see the Amalfi Coast, then head up thru Florence to Venice, where you will depart for home.
	Arrive in Naples\Depart from Venice	This is the bottom-up approach. Fly into Naples, see the Amafi Coast, then work your way up through Rome and Florence on your way to Venice, where you will depart for home.
	Arrive in Venice\Depart from Naples	This is the top-down approach. Fly into Venice, then work your way down through Florence and Rome on your way to the Amalfi Coast and Naples, where you will depart for home.

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Italy Passport and VISA Requirements

To assist you in navigating the legal requirements for visiting Italy, I have included a link to my Italy Entrance Requirements Guide below for you to review.

This guide will give you all of the information that you will need to meet the VISA, passport, customs, and immunization requirements and recommendations for visiting Italy.

Recommended Travel Immunizations for Italy

Before you leave for your trip to Italy to visit the beautiful landscapes and cultural areas of the country, you need to make sure you have all of the proper vaccinations. Not only to protect yourself but to protect others. Having the necessary vaccinations will make sure that you don’t get sick while you travel and that you don’t get others sick when you return home.

Travel Vaccination Advice

You may have questions on what immunizations you will need and what to look out for when you get them. In this case, I have linked to my Italy Entrance Requirements guide for you to review below. In this guide, I outline the various vaccinations and precautions you can take while visiting Italy to stay healthy.

Italy Travel Packing Tips

Outside of knowing the entry and immunization requirements, there is no pre-travel task more important than packing. Don’t worry, I am here to make sure you are packed and prepared for your trip. I have included links to my packing resources in my Italy travel itinerary guide below for you to review.

Planning Your Transportation in Italy

When it comes to arranging your transportation for the trip, getting from Italy is just half the battle.  Once you arrive in Italy, you are going to need a way to get around.  There are several different methods of transportation you can choose from, depending on the amount of time you will be in-country and your comfort level with driving.

The two most popular options to choose from are renting a car and using the train system. Before you decide which method of transportation is best for you, I have outlined the important considerations for each of these transportation methods for you to review in my Italy travel itinerary below.

Renting a Car

If you are comfortable driving a car abroad, renting a car to get around while in Italy is one option that you can consider. Unlike public transportation, you aren’t subjected to a schedule when planning your travel from one place to another. Ultimately, this means you have much more freedom to do what you want when you want to do it while in Italy.

Italy Car Rental Tips

However, it does come with responsibilities that you don’t need to worry about when using public transportation. This includes paying tolls, finding parking, and filling up with gas when you run low. If you are considering renting a car for your trip, I have included some important tips for you to consider below.

Airport Rental Tips

• The main car rental companies in Europe are Avis, Hertz, Budget, Europcar, and Sixt.
• If you choose to pick up your car while at the airport, you will likely get charged an extra fee.  To save money, you can consider renting from a location outside the airport.   Whether the cost savings on the rental is worth it or not will depend on the cost of transportation to pick up the car and the amount of time it will require.
• In Italy, CDW car rental insurance is mandatory in Italy and rental companies will not let you leave the lot with a car without it. You will be asked to sign a waiver stating that you have car insurance that covers you overseas and you will be responsible for all damages to the vehicle you rent. If you plan on purchasing insurance from the rental company, it is almost always cheaper to select when you make the reservation than it is to add it at the rental counter during vehicle pick-up.
• Unless you specify that you want an automatic transmission when you make your reservation, you will almost always be given a vehicle with a manual transmission.
• Most car rental companies in Europe will charge you an extra fee to take your rental car outside the country, so I would check with the car rental company you decide to use before taking your rental car outside of Italy.

Driving Regulation Tips

• The legal driving age in Italy is 18 years of age, but you also need to have your license for a year before you can rent a car. Most car rental companies will charge you an extra fee if you are under the age of 25 years.
• Never drive in zones marked as Zona Traffico Limitato (ZTL) or Area Pedonale. These pedestrian zones are often monitored by traffic cameras and you will be fined.
• The maximum speed limit on highways is 130 kilometers per hour and 60 kilometers per hour within most towns, so be aware of your speed when you aren’t sure of the posted speed limit.
• Never turn right on red lights. While this is commonly acceptable in the United States, it is generally against the law in Europe. So unless you see a sign that explicitly says that you are allowed to turn right on a red light, always wait for the light to turn green.
• As long as you have a valid US driver’s license, you should not need an international driver’s license to drive in Italy.
• In Italy, motorists drive on the right side of the road and the driver’s seat is on the left side of the car.
• Italy uses the metric system, so mileage is listed in kilometers instead of miles.

Using the Rail System

If you aren’t comfortable driving while overseas or just want to avoid the hassle of having to find parking for your rental car, navigate from city to city, and deal with the heavy traffic in some of Italy’s largest cities, a popular alternative is to use Italy’s amazing rail system to get from city-to-city and then use taxis or ride share services to get around each of the cities you visit.

Italy Rail System Tips

The downside of using the train system is that you will have to be aware of your time and make sure you plan your train rides well in advance so that you don’t miss out on some of your trips by not getting where you need to go when you need to be there. If you are considering using the rail system during your trip, I have included some important tips for you to consider below.

Purchasing Rail Passes

• If you are only planning on traveling within Italy, it may not make sense for you to purchase a rail pass. Instead, it will likely be cheaper for you to purchase point-to-point tickets for your train rides separately. The rail passes in Italy tend to be more than $50 per day and you will likely spend less than that amount on second-class point-to-point tickets between Naples, Rome, Florence, and Venice. Before you make a decision on whether or not to purchase rail passes, I would suggest using the railway fare map I included below to price out how much you would be charged for all of your point-to-point tickets and then compare that total price to the cost of a rail pass on the Eurail website.
• Be aware, that even with a rail pass, some routes require that you purchase a reservation for some routes. These reservation costs are included in the fare route map I included below but are not included in the cost of the rail pass.
• Rail passes do not cover travel on Italy’s privately run trains. These include the following:
  • The Italo trains run between Italy’s largest cities. If you purchase a rail pass, stick to the Le Frecce trains, which are covered by the rail pass and are typically quicker and run more frequently.
  • The Circumvesuviana and Campania Express trains run between Naples Pompeii and Sorrento. If you plan on visiting the Amalfi Coast, this will impact you as the Circumvesuviana and Campania Express trains are the main options to use for getting from Naples to the Amalfi Coast region by train. These tickets typically only cost around $5.

Purchasing Train Tickets

• I would recommend purchasing tickets ahead of time if you know when you will be traveling to ensure that you get on the trains that you want. However, if you do need to purchase point-to-point tickets or reservations while in Italy, I would recommend taking advantage of the ticket machines at the train stations as opposed to waiting in the ticket lines to save yourself time.
• If you are 60 or older, you can buy a Carta d’Argento, which gives you a 15% discount on most train tickets. They cost €30 for individuals between the ages of 60-74 and are free to those over the age of 75.
• Individuals under the age of 25 can purchase a Carta Verde, which gives you a 10% discount on most train tickets.
• Note that children under the age of 3 ride free on Italian trains. And while not free, kids between 4-11 ride for half-price on regional trains, and kids between 4-14 ride for half-price on long-distance routes.

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Italy Travel Itinerary Outline

Now that we have covered some of the basics that you will need to know before you start planning your specific Italy travel itinerary, it is time to start putting your itinerary together. To make that process easier for you, I have included my recommended itinerary below. Your trip will essentially be broken up into four different stages, centered around four different major tourist destinations within Italy.

You will Start Your Trip in Historic Rome

You will start by flying into the city of Rome, where you will tour the city and the Vatican City for the first leg of your trip. After getting to see all of the amazing things that Rome has to offer, you will head south to the Amalfi Coast region. Here, you will enjoy the beautiful beaches, amazing coastline, and wonderful seafood that this region is known for.

As soon as you are finished touring the Amalfi Coast, you will head north to the city of Florence. After taking a day or two to tour the city, you will venture into the countryside to experience the beauty of the region of Italy known as Tuscany. In addition to enjoying the rolling hills and beautiful vineyards, you will get to tour some of Italy’s most amazing wineries.

You will End Your Trip in Beautiful Venice

When you have had your fill of wine, you will keep heading north until you get to the final destination on this Italy travel itinerary. In Venice, you will get to enjoy one of this world’s most amazing cityscapes. Between the breathtakingly stunning canals, beautiful bridges, and amazing historical buildings, you will really enjoy your time touring Venice before getting on a plane and heading home.

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Day 1: Arriving in Rome

On the first day of the Italy travel itinerary that I have laid out, you will be arriving in Rome, Italy to begin your two-week adventure. When booking your flights, I would recommend trying to find a flight that gets you into Rome as early as possible.

This will give you time to settle into your accommodations and start exploring the city. If you would like some assistance in finding the right accommodations for you, I have included some recommendations on hotels and hostels in Rome in my Quintessential Rome, Italy Visitor Guide for you to review.

I have included an assortment of options at a variety of different price points near the top attractions in Rome to give you options when choosing the right accommodations for your trip. I have also included several restaurants that I recommend in my guide in case you are looking for a good restaurant to try for dinner after getting settled.

Day 2-3: Tour Rome

Rome is an amazing city with a wealth of history to explore. Because there is so much to see and do in the city and the surrounding area, I have set aside two days for you to explore Rome. To help you fill out your itinerary, I have included a link to my Quintessential Rome, Italy Visitor Guide below.

In my guide, I outline the top things to see and do in Rome during your visit. In addition, I have also included several different tours and excursions that I would recommend checking out if you have the time. Using my guide, you should have no trouble getting around the city and seeing all of the wonderful things that the city of Rome has to offer during your visit.

Day 4: Tour the Vatican

On the fourth day of my Italy travel itinerary, I have scheduled some time for you to explore the wonderful Vatican City near Rome. It’s a large and amazing place, so I would recommend setting aside the entire day to fully explore the Vatican.

I would recommend booking a tour of the Vatican rather than exploring it on your own. Not only will it ensure that you see everything and make your visit more memorable, but tours get priority on entrance and it will save you a bunch of time that you would otherwise spend waiting in line.

Expert Tip: I would strongly recommend booking a tour of Saint Peter’s tomb. They only let a very limited number of people tour the tomb each day, so you will need to make sure you book your tour well in advance (at least 3 months in advance). If you are using a tour company to tour the Vatican, I would let them know you are interested in this tour and they can help you get a reservation.

Day 5: Travel to Sorrento

After touring Rome and the Vatican, the next phase of my Italy travel itinerary has you heading south towards Naples, and then on to Sorrento, which will be your base of operations while you tour the Amalfi Coast.

Depending on how much time you want to spend in Rome, you can travel to Sorrento either early in the day on Day 5 of your trip or later that evening. I would recommend not getting in too late so that you can make sure you get settled properly and are ready to get out and explore right away on Day 6.

If you are looking for accommodations and restaurants in the Sorrento area, I would recommend checking out my Definitive Amalfi Coast Visitor Guide for recommendations. I have included an assortment of accommodation and restaurant options at a variety of different price points in my guide so that you can easily find what you need.

Day 6: Visit Capri

On Day 6 of my Italy travel itinerary, I suggest that you take a trip to the island of Capri to explore for the day. The island of Capri is one of the most beautiful places in Italy and an absolute must-see if you are visiting the Amalfi Coast.

You will need to arrange a ferry ride from Sorrento to Capri and back, so make sure you either purchase tickets in advance if you are sure about your travel dates or leave yourself ample time and flexibility to buy your tickets when you get there.

If you would like more information on travel from the island of Capri, as well as what to see and do while you are there, please refer to my Complete Capri Travel Guide linked below for my recommendations.

Days 7-8: Tour the Amalfi Coast

The next stop on the Italy travel itinerary I have laid out for you is one of the most beautiful regions in Italy. The Amalfi Coast is famed for its breathtaking coastline, colorful cities built up on the coastal bluffs, and delicious seafood and citrus fruits.

You will get to spend the next few days traveling down the Amalfi Coast and exploring all of the treasures that this quaint Italian region has to offer. If you are looking for recommendations on what to see, where to grab a bite to eat, and what tours and excursions are recommended in the area, I would suggest that you check out my Definitive Amalfi Coast Visitor Guide linked below.

Day 9: Travel to Florence

Once you have finished exploring all of the beauty on the Amalfi Coast, the next stop on the Italy travel itinerary I have laid out is the amazing city of Florence in Northern Italy. If you decide not to rent a car while in Italy, you will need to take a train from Sorrento to Naples, where you can catch a high-speed train to Florence. Considering the distance, the 3.5-hour train ride really isn’t that bad.

If you are driving, it will take you roughly 5.5 hours to get from Sorrento to Florence, so you might want to consider making your way North slowly or consider doing this trip from the top-down (starting in Venice and ending in Naples) or bottom-up (starting in Naples and ending in Venice). This will save you a considerable amount of driving time on your trip.

If you are looking for accommodations or restaurant recommendations in Florence, I would recommend reviewing my Florence, Italy Visitor Guide for recommendations. I have included an assortment of accommodation and restaurant options at a variety of different price points in my guide so that you can easily find what you need.

Day 10: Tour Florence

Few cities in the world, let alone Italy, have as much wealth of history as the amazing city of Florence. After arriving in Florence on Day 9 of the Italy travel itinerary, you will get to spend the rest of that day and the following day exploring all of the treasures that the city has to offer. I would suggest that you make the most of it, as there are many amazing things to see and do in the Florence area.

If you are looking for suggestions on what to see, where to eat, and what tours and excursions are recommended in Florence, I would suggest reading my Florence, Italy Visitor Guide linked below for my recommendations.

Day 11: Take a Tour to Tuscany

On the eleventh day of your Italian vacation, you will be taking a tour into one of the most popular tourist spots in Northern Italy. The Tuscany region of Italy is famed for its beautiful rolling hills and fantastic vineyards and wineries. If you have some extra time to extend your trip, this is one of the spots where I would recommend spending an extra few days if you have the time.

If you don’t have extra time, you should be able to get a good sense of the region by taking a day tour into the Tuscan countryside and touring some of the most popular vineyards and wineries in the region.

There is a wide range of tours available, so make sure you take the time to research the tour that is the most interesting to you. To give you a head start, I have linked TripAdvisor’s list of the best Tuscany wine tours and tastings for you to review below.

Day 12: Travel to Venice

When you are finished exploring Florence and Tuscany, the last stop on my Italy travel itinerary is one of the most amazing cities you will find in the world. Renowned all across the world for its romantic canals, its amazing annual Carnival festival, and its wealth of history, Venice is an absolute must-see destination when visiting Italy.

It’s roughly a three-hour trip from Florence to Venice, both by car or train, so you will want to decide how you spend your time on this travel day. You can travel mid-day and spend portions of each day touring each of these cities, travel in the evening if you need more time in Florence, or depart early in the morning if you would like to spend more time in Venice.

When I visited Venice, I was able to see what I wanted in one full day, so my personal recommendation is to spend at least some of the travel days further exploring Florence and Tuscany.

Venice is a large city, so there are a lot of options for you to choose from in terms of accommodations. If you are looking for recommendations, I would suggest reviewing my Venice, Italy Travel Guide for my suggestions. If you are interested, I also outline the top restaurants in the city that I would recommend trying during your stay. I have included an assortment of accommodation and restaurant options at a variety of different price points in my guide so that you can easily find what you need.

Day 13: Tour Venice

When most travelers think of Venice, the first thing that comes to mind is the beautiful canals and romantic gondola rides through the city. While this is a popular activity to enjoy while visiting Venice, it is just the tip of the iceberg when it comes to the wonderful things to see and do while visiting the city.

The last full day of my Italy travel itinerary is dedicated to exploring Venice and all of the amazing things there are to see and do. If you are looking for suggestions on what to see, I have included my list of the top things to see and do in the city in my Venice, Italy Travel Guide linked below. I also outline some of the best tours and excursions you should consider during your stay in case you have extra time and would like to try something unique.

Day 14: Depart From Venice

On the final day of my Italy travel itinerary, you will be wrapping up your sightseeing and preparing to depart for home. If you follow my itinerary as I have laid it out for you in this guide, you will be departing for home from the Venice Marco Polo Airport (VCE) in Venice.

In which case, you will want to leave yourself some extra time to get to the airport as you are going to need to catch a boat from the city back to the mainland of Italy. From there, you can take a taxi or rideshare to the airport.

If you adjust this itinerary to follow the top-down or bottom-up options, you will either be flying out of Leonardo da Vinci International Airport (FCO) in Rome or Naples International Airport (NAP). You will want to ensure that you have your transportation prepared so that you get to the airport in plenty of time to make your flight.

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