14 Day Italy Itinerary

14 Day Italy Itinerary: How to Spend Two Weeks in Italy

Julie Italy, Itinerary 61 Comments

If you are planning your first trip to Italy, this itinerary is a great place to start. With two weeks in Italy, you can visit the highlights…Rome, Florence, Venice, the Amalfi Coast, Tuscany, and the Cinque Terre. Visit ancient historical sites, cruise the canals in Venice, dine on Italian food, go wine tasting in Tuscany, relax on the beach, walk through the heart of Rome, and watch the sunset from the Cinque Terre. It’s the trip of a lifetime.

14 days may sound like a long time, but if you want to see Italy’s three big cities (Rome, Florence, and Venice), plus visit both the Amalfi Coast and the Cinque Terre, you will need 14 days to do it.

Let’s get started.

Day 1

Arrive in Rome

If you arrive in Rome on a red-eye flight, this first day can be challenging. Get settled into your hotel and do your best to adjust to the time change. I do not recommend making big plans today simply because you may be exhausted.

Spend the afternoon walking through the heart of Rome. This short, easy walk is a great introduction to Rome. On this walk, see some of Rome’s most famous sites, such as the Spanish Steps, the Trevi Fountain, and the Pantheon.

Here is a walking map of the route. It’s about 2 miles long, starting at the Spanish Steps and ending at Campo de Fiori. With stops along the way, this walk takes about two hours.

Start at the Spanish Steps and then walk to the Trevi Fountain. This can be a very crowded spot, so be prepared for tour groups, selfie-sticks, and lots of other tourists. Continue on to the Pantheon, a building that has been standing in Rome since 120 AD. It’s free to visit and one of Rome’s amazing, ancient historical sites. The walk ends at Piazza Navona and Campo de Fiori, two of Rome’s famous piazzas.

Tyler and Kara in Rome

Piazza Navona

Hotel Recommendations in Rome: Read our article 2 Days in Rome for hotel recommendations.

Day 2

The Colosseum and the Borghese

The Colosseum

The Colosseum is one of New 7 Wonders of the World and the largest amphitheater that was ever built. It was constructed almost 2000 years ago, completed in 80 AD. In its heyday, between 50,000 and 80,000 spectators would watch gladiator contests, executions, animal hunts, and the reenactments of famous battles.

Inside the Colosseum

This is one of Rome’s most popular sites to visit, so expect large crowds and long lines. For the best experience, book your tickets in advance. I recommend doing this as soon as you know your travel dates because tickets can sell out.

Pro Travel Tip: To avoid the crowds, plan your visit so you enter the Colosseum at opening time. Buy your tickets in advance to avoid waiting in the ticket line.

It takes about one hour to tour the Colosseum. You can purchase an “add-on” ticket that gets you access to the underground and the third level of the Colosseum. It costs and additional €9 and includes a 1.5-hour tour. If you add on this tour, a visit to the Colosseum will last about 3 hours.

Buy your tickets in advance and learn more about the add-on ticket on the official website.

Hours: 8:30 am to one hour before sunset
Cost: €12 (+€2 online reservation fee) for the combo-ticket that gets you into the Roman Forum, Palatine Hill, and the Colosseum

The Roman Forum and Palatine Hill

The Roman Forum is the historical center of Rome. This is ancient Rome, a complex of government buildings, temples, and marketplaces from 2000 years ago.

Roman Forum

You can wander through the Roman Forum on your own, take an audio guide tour (2 hours, €5), or take Rick Steves’ free audio tour (40 minutes; download it before you go).


Take a break midday and have lunch.

Borghese Art Gallery

The Borghese contains one of the best collections of art in the world. See works of art by Raphael, Caravaggio, Titian, and Bernini. Even the building is an attraction.

Pro Travel Tip: You can only visit the Borghese Art Gallery with a reservation. Reservations can be made up to 3 months in advance. Reservations are made for two-hour time slots, starting at 9 am, and the last time slot is at 5 pm.

Hours: 8:30 am – 7:30 pm
Closed Mondays
Cost: €15.50, prices can increase during special exhibits, +€2 reservation fee
Website: www.galleriaborghese.it

After your visit to the Borghese, it’s a nice stroll through the gardens that surround the art museum.

Crypt of the Capuchin Friars

This is optional but I am including it because it is located within walking distance of the Borghese Art Gallery.

In several small chapels underneath the church of Santa Maria della Concezione dei Cappucchini are the skeletal remains of almost 4,000 Capuchin friars. The bones are arranged in artistic patterns. It’s morbidly fascinating and definitely an off-the-beaten-path location. The Crypt is open until 7 pm.


End the day with dinner in the Trastevere neighborhood. We ate at Carlo Menta, which was recommended by our hotel staff.

Day 3

Vatican and the Sistine Chapel

Vatican City

Vatican City is the smallest country in the world. This is where the Pope calls home. It is also famous among tourists for its legendary lines to get into the museums and Sistine Chapel. We are talking up to 3-hour waits on the busiest days.

Pro Travel Tip: To avoid the crowds, get here at opening time. We highly recommend booking your tickets in advance, regardless of the time of day you plan to visit the Vatican. This bypasses the ticket lines, but you should still be prepared for large crowds inside the museum and at the Sistine Chapel. There are also numerous Skip-the-Line tours for the Vatican Museums, Sistine Chapel, and St. Peter’s Basilica. Viator offers a skip the line tour several times per day that starts at the Vatican and ends at St. Peter’s Basilica.

If you really want to skip the lines and the crowds, you can book a tour where you visit the Vatican before opening hours. Tours start at 7 am and are pricey (about $100 USD per person), but you tour the Vatican Museums, Sistine Chapel, and St. Peter’s Basilica in a small group without the crowds. Learn more here. 


Best Italy Itinerary with Rome

The View from St. Peter’s Basilica

Free Afternoon in Rome

You have some free time in Rome. Here are some ideas of ways to fill your time:

  • Take a food tour
  • Rent bikes and tour the Appian Way
  • Visit the Catacombs
  • Go shopping
  • Visit Museo Nazionale di Castel Sant’Angelo
  • Visit Monumento a Vittorio Emanuele II
  • Tour the Basilicas in Rome
  • Visit San Pietro in Vincoli (see Michelangelo’s sculpture of Moses)
  • Get a panoramic view of Rome from Janiculum Terrace (Terrazza del Gianicolo)

Day 4

Pompeii and Sorrento

Today, you will visit Pompeii while traveling between Rome and Sorrento. This is relatively easy to do. From Rome, take the train to Naples (70 minutes) and transfer to the Circumvesuviana train. It takes 36 minutes to travel from Naples to Pompeii (get off at the Pompeii Scavi station).

While touring Pompeii, you can store your luggage in the luggage storage facility on the lower level of the Pompeii Scavi station.

After touring Pompeii, pick up your luggage and then take the Circumvesuviana train to Sorrento. Most likely you will arrive in the mid to late afternoon. After checking into your hotel (your home base for 3 nights), stroll along the marina, have dinner, and try the limoncello…it’s delicious!



For more information on how to visit Pompeii and travel to Sorrento, Capri, and the Amalfi Coast, read these articles:

How to Travel from Rome to Sorrento, Capri & the Amalfi Coast

How to Visit Pompeii when Traveling from Rome to Sorrento

Day 5


Capri is just 20 minutes away from Sorrento by boat. Once in Capri, take a boat tour around the island, enjoy the breathtaking view from Mount Solaro, visit the Blue Grotto, and explore the Grand Marina.

Blue Grotto

Blue Grotto

Day 6

Amalfi Coast

From Sorrento, take a day trip to the Amalfi Coast. This is described as one of the most scenic drives in the world. Along the way, visit the towns of Positano, Amalfi, and Ravello.

Kayaking Amalfi Coast

Kayaking from Positano

The best way to get around is by private driver. Parking can be a huge hassle (avoid self-driving the Amalfi Coast during peak season) and using the public bus system can be a nightmare (been there, done that, and we had a miserable experience).

Day 7


This morning, travel from Sorrento to Florence. You can take the Circumvesuviana train (1 hour, cheap) or take a private driver (1 hour, expensive) to the Naples train station (Napoli Centrale). From Naples it is a 3-hour train ride to Florence. It is a gorgeous journey, especially the final hour, as you travel through Tuscany.

Get settled into your hotel in Florence and then spend the remainder of the afternoon exploring the city.

A great thing to do on your first day in Florence is to visit the Duomo and climb the 463 steps to the top of the dome for one of the best views in Florence. This was one of our favorite experiences in Florence.

View from Duomo

View from the Duomo

Pro Travel Tip: Reservations are now mandatory to climb the dome. Without a time slot you will be unable to climb the dome. These time slots tend to sell out days in advance. As soon as you know your dates of travel, I recommend booking your time slot to climb the dome. Read more about how to do this at the end of this post.

In order to enter the Duomo you will need to purchase the OPA Pass. This is a ticket that includes all of the monuments of the Duomo: the dome, the Baptistery, Giotto’s Bell Tower, the Cathedral, the Crypt, and the Opera Duomo Museum. The pass is valid for 72 hours so you don’t have to get to all of these on your first day in Florence.

Spend the rest of the day strolling through Florence.

Make sure you read our article 10 Things to do on Your First Visit to Florence. Get recommendations on where to stay, opening hours and prices of attractions, tips on how to avoid the crowds, and whether or not the Firenze Card is worth it.

Day 8


Today will be a busy day as you visit more of Florence’s long list of amazing sites. Art museums, scenic walks, tower climbs and shopping all make the list of things to do today. Florence is compact, so you won’t have to do a lot of walking, but it is amazing how much there is to do here. Keep yourself fueled with espresso and gelato.

For a full list of things to do in Florence, take a look at our very detailed article about Florence by clicking here. If you toured the Duomo yesterday, you have just enough time to get to everything else in this article, if you don’t mind a busy day. Make sure you book your tickets to the Uffizi and to Academia in advance so you don’t waste precious time waiting in line.


I recommend starting at the Accademia Gallery and then working your way to the Uffizi Gallery, visiting the San Lorenzo Market, Mercato Centrale, and Palazzo Vecchio on the way. Piazzale Michelangelo (the cover photo for this article) is the best place to watch the sunset in Florence and this is not to be missed.

Day 9

Tuscany Day Trip

Day trip into beautiful Tuscany today.

Italy Itinerary with Tuscany

Overlooking Tuscany from San Gimignano

There are several ways to do this. You can book a tour, hire a driver, rent a car and set out on your own, or visit one or two towns by bus.

We toured Tuscany by bus and by rental car. The bus was a nightmare, at least when we did it in 2014. At several locations, the buses failed to show up, leaving us (and many other travelers) stranded at the bus stations for hours. Renting a car for the day was more expensive, but we had a lot more freedom and we could visit towns that buses do not travel to.

Traveling by a small group tour is a nice way to go. For a little more money, hiring a driver is a great way to tour Tuscany.

Day 10

Cinque Terre

In the morning, take the train from Florence to the Cinque Terre. It takes between 1.5 to 3 hours to get to the Cinque Terre. Direct trains take less time but there are many more options that have a transfer in Pisa.

If you want to see Pisa, it’s easy to add on to today’s schedule. Take the train from Florence to Pisa and deposit your luggage in the luggage storage center in the train station. It takes about 2 hours to visit the Leaning Tower of Pisa. Retrieve your luggage and take a second train to the Cinque Terre.

Get all of the details about how to do this in our article Day Trip to the Leaning Tower of Pisa.

If you are booking a train to the Cinque Terre, you will arrive in La Spezia and then take the local train to one the five towns of the Cinque Terre. It takes just 9 minutes to travel from La Spezia to the first town, Riomaggiore, and trains run very frequently.

End the day with dinner and sunset views from one of the five towns.

Day 11

Cinque Terre

The Cinque Terre is a UNESCO World Heritage Site and one of Italy’s most visited destinations. Five colorful, gorgeous towns are perched on the dramatic coastline of Italy. Each town offers something a little bit different than the others, and part of the fun of visiting the Cinque Terre is picking your favorite one.

14 Days in Italy


You can tour the Cinque Terre by train, bus, boat, or by foot. Hiking from town to town is one of the best ways to experience the Cinque Terre. Exploring each of the towns is wonderful, but some of the best views of the Cinque Terre come from the hiking trails. And since the train also connects all five towns, you don’t need to hike the entire distance.

Day 12

Travel to Venice

There are no direct trains from the Cinque Terre to Venice. You will either transfer trains in Florence or Milan. The quickest journey is 4 hours but it can take up to 6 hours to get to Venice.

To maximize your time in Venice, take the earliest train with the shortest travel time.

However, if you don’t mind giving up some time in Venice, you can visit Milan in transit. We did this. We took an early morning train to Milan, spent the mid-part of the day in Milan, and in the afternoon took a second train to Venice.

The two main places to visit in Milan are the Duomo and Da Vinci’s Last Supper. If this interests you, read our post Day Trip to Milan to get the details on how to do this.

Duomo Milan

The Duomo in Milan

Spend the late afternoon and early evening wandering the streets and canals of Venice.

Day 13


Spend the day exploring Venice. Tour the Doges Palace, climb the Campanile, visit St. Mark’s Basilica, and cruise the canals. A gondola ride is expensive and touristy, but it’s something we can’t resist when we visit Venice. A ride on the Vaporetto, the water taxi, is the best cheap way to cruise the Grand Canal in Venice.

Two Weeks in Italy with Venice

Best Italy Itinerary with Venice

Day 14

Fly home from Venice or continue your travels.

With Less Time

If you only have 12 to 13 days, you can still do this itinerary, but of course you will have to give up some time in one or two cities. I recommend taking a day from Rome or Florence or completely eliminating either the Cinque Terre or Venice. Yes, I just said to eliminate Venice.

On this itinerary, you spend three days in Sorrento and the Amalfi Coast. Getting here, and then moving on to Florence, takes some time (roughly 3 to 4 hours each way by high-speed train) and can be a minor hassle. So, it’s only worth it if you give it at least three full days. I wouldn’t recommend trying to shorten it to just 2 days. However, if you eliminate this part of the trip, this becomes an 11-day itinerary.

Can you do this itinerary in 10 days?

Yes, it’s possible, but it will feel like a race and you will spend most of your time on the train and checking in and out of hotels. It can be done but we don’t recommend it.

If you only have 10 days, take a look at our article 10 Days in Italy: 3 Amazing Itineraries. In this article, we give you three different ways to plan your time. This article is so popular, and we get so many questions about how to visit both the Cinque Terre and the Amalfi Coast in one trip, that we published this 14 day Italy itinerary.

With More Time

With more time, consider adding more time to Tuscany. From Tuscany, you can road trip to San Marino, one of Europe’s most underrated destinations. Or, from Venice, you can day trip to the lovely town of Verona. If you want to go hiking, spend several days in the Dolomites, one of our favorite hiking destinations in the world.

How to Travel Between Towns

To get from city to city, we recommend taking the train. Trains in Italy are fast, cheap, and very convenient. The train stations are located right in the city centers, so you can quickly and conveniently travel from city center to city center. Trains are faster, cheaper, and more environmentally friendly than planes.

To check train schedules and to book your trains online, Italiarail.com is the easiest website to use. Just be aware that they charge a €3.50 booking fee to use their website. You can avoid the €3.50 fee by using Trenitalia.com, but this website is more difficult to use.

In our experience, we have found it to be cheaper to book our tickets individually rather than purchasing a Eurail Pass.

Italy Travel Guide

If you need more information about traveling to Italy, check out our Italy Travel Guide. It has lots of articles and advice to help you plan the perfect trip.

Designing Your Own Itinerary?

This itinerary is a great starting point for designing your own custom itinerary to Italy. For more tips and tricks to help you plan the perfect itinerary, consider reading this article:

7 Things to Know When Planning Your First Trip to Europe

For more great itineraries in Europe and around the world, check out our Travel Itinerary page.

Are you planning a trip to Italy? Comment below if you have any questions.

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Comments 61

  1. Thanks so much for sharing this Julie! My boyfriend have booked our flights to Italy in Mid October and our itinerary is heavily based on yours, which has been a huge help!

    I did want to ask, did you and your family feel rushed through this?

    The changes that I made to our itinerary are:
    -Skipping Capri and spending just one day on a guided tour of the Amalfi Coast from Sorrento.
    -As of now, I’ve added that day to Florence so that we can spend a day taking a guided tour of Siena, Chianti, and San Gimignano.
    -I am debating on instead adding that extra day to Venice, as we will likely be stopping in Milan on our way to Venice and I’m worried that a day won’t be enough time there.

    Your trip looked fantastic and I know that it consists of a lot of moving around. I think that this is what we are okay with, as we do not plan on being able to return to Italy anytime in the near future and we would love to see as much as we can. However, I have read many comments on other forums that a trip like these might feel very rushed and less enjoyable.

    M Rambo

    1. Post

      Yes, this is a fast itinerary. I tried my best to balance out seeing the “best” of Italy in just 2 weeks. You’d be surprised that other people recommend doing this in 10 days or less (which is crazy). We did a very similar itinerary, also adding 3 days in the Dolomites, but it was a 24 day trip overall. But we were on the around the world trip and had tons of time to work with. Most people are lucky to just get 14 days. I think adding the day to Florence sounds wonderful. This will also give you a nice base in the middle of the trip where you don’t have to pack/unpack for several days. Whether or not you spend an extra day in Tuscany or add it to Venice is your call. For Venice, with one day, you can thoroughly explore the heart of Venice and the canals. With a second day, you can visit Murano and Burano. Personally, I’d pick Tuscany (I love wine and vineyards and the awesome little hill towns) but that’s my preference. Hope this helps! Cheers, Julie

  2. Hi,
    I love this itinerary! However, the flight I’ve found that is cheaper starts in Venice and returns from Rome. Does it still make sense to do it backwards?

    1. Post

      Sure, you can do this backwards. You’ll just have to go through the itinerary and write it out in the opposite order. Cheers, Julie

  3. Hi,
    I’m glad to find your blog. We plan to do our 14 days tour in mid-October. Are we able to do all these activities?
    Do we need to change our traveling dates?

    1. Post

      Yes, you can visit all of these places in October. It might be too chilly to get into the water at the Cinque Terre and Amalfi Coast but it will still be a nice time to visit. On the plus side, you won’t have the crowds of summer to deal with! 🙂 Cheers, Julie

  4. Hi. So happy to have found your website. My husband, myself and 3 kids (age 11,20, 22) will be coming to Italy in August. I am shooting for at least 2 1/2 weeks, but hopefully a full 3 weeks. Would it be best to use your 14 day itinerary and just stretch some of the stays…..(in which case, which places?) or add another stop somewhere. My daughter studied abroad in Rome so I know we will add at least one more day there to have her show us around. She definitely wants to see the Amalfi Coast and I am pushing for Cinque Terre so your 14 day list hits all the spots. We want a mix of museums, historical sites and relaxed strolling…and I’m sure my daughter wants to get those ever popular instagram worthy photos….ha!

    1. Post

      Hello Amy. Since you have the time, places that I would add more time to in this itinerary is Rome and Tuscany. On our first visit to Italy, we spent 2 days in Florence and 4 days in Siena, using these days to day trip in Tuscany. Three nice places that we don’t list on this itinerary are the Dolomites (great for hiking, 3 days is ideal), Verona, and the Lake Como region. We have not been to Como yet but will be there this July. If you need help adding these to the itinerary, just let me know. Cheers, Julie

  5. Your tips are a blessing! My fiance and I are using it as a guide for our trip next month. Unfortunately, we made the mistake of booking a roundtrip flight to Rome, so at the end of either Cinque Terre or Venice we would have to travel back to Rome (Leonardo da vinci airport). Any ideas on how to get back to Rome from Cinque Terre or Venice?

    1. Post

      I recommend the train or plane. We are big fans of train travel in Italy, so this would be my first choice (ideally traveling to Rome to day before your flight). Most likely, you will have to transfer in Florence. You could also look into flying into Rome the same morning as your flight, just give yourself plenty of time to check in for your final flight (allow 3 hours if it is international). If might be easier (and safer) to fly into Rome the night before and simply stay at a hotel near the airport. Cheers, Julie

  6. Hello,
    Would like to take your help to know on Italy trip,visiting with kids and arriving in June as first stop to Milan, I have 2 weeks from here to see Italy, please share your thoughts.
    Thanks Aman

    1. Post

      If you want to see everything that we listed in this itinerary, here’s how I would alter it. I don’t know what time you arrive in Milan, but if you get in midday or earlier, consider taking a train to Venice the same day. Spend one full day in Venice. Then, take the train to the Cinque Terre and follow this itinerary in reverse order, ending in Rome. You lose a little time backtracking from Venice to the Cinque Terre but I think this is the best way to still include everything with the same amount of time. Or, you could skip the Cinque Terre and go right to Florence from Venice. But a lot of people love the Cinque Terre (us included) so that might be hard to give up. Cheers, Julie

  7. Thank you! I wish I would have read this before booking my trip to Italy. We fly into Rome and out of Milan (spending a night in Lisbon). We 12 nights and 13 days. I am going to attempt to use your information and adapt it.

  8. Hi! Thank you for sharing your extremely helpful insights and itinerary!

    Quick question:
    If you were to add the Dolomites to this trip, where would you add it?

    1. Post

      I would add it at the end. From Venice, it takes just a few hours to drive into the Dolomites. After you are finished in the Dolomites, you can return to Venice and fly home from here. Cheers, Julie

  9. Hi,

    Just happened to arrive at your blog…and was so happy to read it. Few things I wanted to know about travel in Italy with my parents (70 yrs). I loved the 14 days itineRary, but don’t know if we can travel in train so much around Amalfi Coast because hopping on and off trains with my parents and with my two children ( 5 and 9 yrs) and with luggage , may be very difficult. Is it possible to simplify travel around the destinations where the stays are shorter. Can u suggest a good taxi service in Italy. Reasonable and reliable. Also is there a way to include lake como in this itinerary.

    Let me know if u can help. Thanks

    1. Post

      As for the Amalfi Coast, Sorrento is your home base for three days. From here, you take the ferry to Capri on one day. To tour the Amalfi Coast, you can hire a driver to take you to the towns. There actually aren’t any trains along the Amalfi Coast. Since the Amalfi Coast is just a day trip from Sorrento, you won’t need to bring your luggage along. We give recommendations on a driver in our Sorrento article. You can include Lake Como. You will need to add roughly three days to this itinerary. Add it in between the Cinque Terre and Venice. Cheers, Julie

    1. Post

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