14 Day Italy Itinerary

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

Julie Italy, Itinerary 69 Comments

If you are planning your first trip to Italy, this Italy 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.

If you have two weeks in Italy, this itinerary is perfect for your first visit.


Two Weeks in Italy Map

Two Weeks in Italy Itinerary Map


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.

If tickets are sold out for your dates of travel, consider taking one of these skip-the-line tours.


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 7:15 pm end of March through August 31 with the last entry at 6:15; reduced hours the remainder of the year
Cost: €16 (+€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).


Just a short walk from the Roman Forum is La Prezzemolina. This highly rated restaurant serves Italian street food and pizza at budget-friendly prices.

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: 9 am – 7 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. 


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 7:30 am and are pricey, 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). You can also take a semi-private group tour from Sorrento.

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. 

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 & 14


Spend the next two days 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

How to Modify this Italy Itinerary

With Less Time

If you only have 12 to 13 days, you can still do this Italy 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 the Amalfi Coast.

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 Italy itinerary in 10 days?

Yes, it’s possible, but that doesn’t mean that it is a good idea. You will get to “see” a lot but you 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

If you have more than two weeks in Italy, you have two options. You can either extend your time in one of the cities on this Italy itinerary or add an additional destination. If you choose to extend your time, I recommend adding another day or two to Tuscany, the Cinque Terre, or Venice.

If you want to add another destination to this Italy itinerary, here are our recommendations.

San Marino

San Marino Two Weeks in Italy Itinerary

San Marino is one of  Europe’s most underrated destinations. This tiny country is completely surrounded by Italy and to get here it is a relatively short drive from Tuscany.


Verona Two Weeks in Italy Itinerary

Verona is another underrated destination in Italy. One day and one night is all you need to experience the best of Verona. Add it before Venice…from the Cinque Terre, take the train to Verona (skipping Milan), spend the rest of the day exploring the town, spend the night, and the following morning continue to Venice.

Lake Como

Lake Como is a slice of Italian paradise, and for many people, a visit to Bellagio is the highlight.

Bellagio Two Weeks in Italy Itinerary

Lake Como makes a great day trip destination from Milan. To add Lake Como to this Italy itinerary, you need 2 extra days. From the Cinque Terre, travel to Milan and spend the afternoon exploring Milan. On day 2, day trip to Lake Como. The following day, take the train from Milan to Venice.

Go Hiking in the Dolomites

Dolomites Two Weeks in Italy Itinerary

The Dolomites are one of our favorite regions in the world to go hiking. Adding one day to this Italy itinerary gives you enough time to hike one trail and take a scenic car ride through the mountains. If you have two or three extra days, base yourself in a small, alpine town, go hiking, and enjoy this beautiful place. 

How to Get Around Italy

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 Italy Itinerary?

This Italy itinerary is a great starting point for designing your own custom itinerary. For more tips and tricks to help you plan the perfect trip, 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 about this Italy itinerary or  how to spend two weeks in Italy.

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Comments 69

  1. Hey,

    We are following your itinerary but we got 2 extra days! How would you recommend we spend those? We were debating between: 1) More time Tuscany, do Siena and San Marino . 2) Add in Milan and Lake Como before Venice. 3) More time in Venice and Dolomites.

    Any other idea?! What would you recommend? Thanks!

    1. Post

      Hi Sara with an H! All of your options sound great. I guess my answer depends on what time of year you will be traveling to Italy. If you will be there in the summer/early fall and like hiking, put the extra time into the Dolomites. It’s my fave spot in Italy but I also really enjoy hiking and mountain landscapes. Plus, it feels different than the rest of Italian, with chalets and Austrian influences. You could put one day in Verona and one day into the Dolomites.

      Milan is nice to visit, with the Duomo and DaVinci’s Last Supper (if you can get tickets) being the highlight. Lake Como is also very nice…pretty lake, beautiful Bellagio, and a bit less crowded than places like Florence and Venice. We have an article on Bellagio that is worth checking out and I will be adding a post in the next month or two about how to day trip to Lake Como from Milan.

      Siena is another one of my favorite cities in Italy. San Marino would be a long day trip, but you could stay overnight here and enjoy strolling through the quiet streets once the day trippers leave. Plus, you get to see another country.

      How do you narrow it down? I don’t know. Whatever you choose will be wonderful. Add on the Dolomites/Verona if you like hiking and mountain landscapes. Add on San Marino to see an underrated place in Europe. Or add on Lake Como to cruise past, or tour, villas and explore Bellagio and Varenna. Tough choice!

      Cheers, Julie

  2. Hello, I’m planning a trip to Europe, I love your blog and have found your posts very very helpful. I think I’l follow this itinerary for Italy since it fits perfectly with my times and what I’m interested in doing. I do have one question, are there any options for luggage storage in the Milán train station ? If I add the stop in Milán to my itinerary I will be carrying my bag, it’s a carry-on bag so it’s isn’t very big, but considering that I would have to use the metro to get around the different places I would rather leave it somewhere safe. Thanks !!

    1. Post

      Yes, there is luggage storage in the Milano Centrale station (we used it when we spent a few hours visiting Milan). We used the luggage storage station (look for the signs that say “deposito bagagli” when you get off the train). There is a newer, private service nearby where you stow your bags in a locker. We have no experience with this but here is a link for more info. Cheers, Julie

  3. I would to hear from your kids. What did they like about Italy and the places you visited and what did they dislike? What were their favorite things to do? We are taking our 16 year old grandson next May to Italy and would like some hints on what to do that would interest him.

    1. Post

      Like most kids, ours would be perfectly happy skipping the museums. They like being outdoors…hiking, going to the beach, etc. They both really liked Sorrento and the Amalfi Coast, hiking the Cinque Terre, and eating pasta every night. For them (and for me), the highlight was hiking in the Dolomites. In Florence, they liked climbing the towers and the Duomo but were not fans of the Uffizi. However, they did like seeing Michelangelo’s statue of David. In Rome, the Colosseum was the winner and they disliked the Vatican (it was soooooo crowded). Biking the Appian Way was lots of fun too. In Venice, they liked wandering the canals and going on a gondola ride. So essentially, they liked being outside. Cheers, Julie

  4. Hi, Thank so much for sharing this itinerary. I just have one quick question, you have omitted Lake Como. Is it worth a visit? or too much coastal town after Cinque Terre?

    1. Post

      It’s not in this itinerary simply because there is not enough time. But it’s a beautiful spot to visit and you could add it on if you can add another day or two to this itinerary, or swap it with the Cinque Terre or Venice. Cheers, Julie

    1. Post

      Yes, you can do this in reverse order. Flying out of Rome would be better than Florence because it would save you a little bit of backtracking. Cheers, Julie

  5. hiya, great article I am looking at doing a similar thing I was just wondering about budgeting and how much money you would recommend saving to do it comfortably. thankyou

    1. Post

      Hello Emily. Answering budget questions are tricky, because the time of year you choose to visit and the type of traveler you are (budget vs mid-range vs high-end/luxury) can both have a huge impact on cost. A budget traveler in the off season could get by with $50-$75 USD per day whereas a mid-range traveler in peak season could pay $100 – $150 USD per day. For our family of four in July, we spent roughly $400 USD per day, staying mostly in budget places and not eating out frequently. Cheers, Julie

  6. Hello we just booked our trip for upcoming July. I found overwhelming with the planning for last minutes. We will be traveling with 2 kids. We will land and return in Rome and will be there for 14 days. I think Venice will be out of the way as and probably take it out from our trip. Do you think so? Do you have any budget clean hotels to recommend that is family friendly?

    1. Post

      Hello Jo. Yes, if you are planning to return to Rome for a flight home, you will have to take out one of the destinations. It does make sense to eliminate Venice. If you end up having an extra day, you could add it to Florence for another day trip into Tuscany or spend another day in Rome. As for hotel recommendations, we offer recommendations in separate articles. Click the links in this post to see recommendations for Rome, Florence, etc. Cheers, Julie

      1. Hello Julie, thank you. We will landed at Rome around 7:15 am, do you think we should take the train straight to Sorrento or Florence since we will be flying out of Rome for return flight? Originally I was thinking to do this:

        -6 nights in Rome and do day trips to Florence/Tuscany and Cinque Terrance depending on the time we have.
        -6 nights in Sorrento and do day trips to Pompeli/Naples/Positano
        -Go back to Rome and spend 2 more nights there.

        Do you think it makes sense to change it so I will save some travel times?

        1. Post

          Yes, I would add another home base into your itinerary. Rather than day tripping to Florence and the Cinque Terre from Rome (you could end up spending 4 hours per day on the train), stay in Florence and day trip to the Cinque Terre and Tuscany from here. Staying in Florence will save you a lot of transportation time. So, do 2 to 3 nights in Rome and 3 to 4 nights in Florence. You could even steal a day or two from Sorrento and spend 2 nights in the Cinque Terre. Essentially, you could do our itinerary, but rather than going to Venice, take these days and add them to Sorrento, Rome, or Florence. Cheers, Julie

          1. Hello! I’ve found your post very helpful as well. Thank you for all the great information. I’m trying to nail down details I have a couple of questions that I would love your advice on. We are planning 14 days starting to Rome and flying out of Venice mid to end of October. We were thinking 4 nights in Rome, 2 night in Sorrento to see Pompeii and Amalfi coast, then possibly 6 nights in Florence and finishing up with two nights in Venice. We are thinking we could use Florence as home base for day trips to Tuscany sienna and Cinque Terre. One of our thoughts is to stay close to the train station in Florence so we could do this and avoid a move every few days – even if we do decide to do an overnight in cinque terre which would leave that night vacant in Florence. I wanted your thoughts or advised recommendations to this approach. Also for Amalfi coast and Tuscany do you advise cars or I think the answer might be driver but is there a confident way to book these for day trips there or in advance. Thank you!

          2. Post

            Hello Terri. Your trip looks great! For October, you should be OK renting a car for the Amalfi Coast. You shouldn’t have the enormous crowds like you would if you visited in the summer. Of course, you could still hire a driver, but a rental will most likely be cheaper.

            You can day trip to the Cinque Terre from Florence, but it will be a long day, and in October, the days will be getting shorter, so you will have less daylight. You could stay overnight somewhere in the 5Terre and still keep your hotel in Florence, but of course, that will add a few hundred dollars. If you checked out of your hotel in Florence, you could travel to the 5 Terre, stay overnight, and travel to Venice the afternoon of day 2. Trains usually go through Milan but there might also be an option through Florence. In my opinion, because of the shorter days, it will be worth sleeping in the Cinque Terre. We stayed in La Spezia, it’s not one of the 5 towns, but it’s convenient because this is where you will arrive and leave by train. You’ll just have to look at the hotel options and train options when making your decision.

            I agree that Florence is a good home base for exploring Tuscany and Siena. I’d also consider renting a car to go into Tuscany. It just gives you so much flexibility in your plans. Just book a hotel that offers parking or has convenient parking nearby if you plan to rent a car for more than one day. Lots to think about. 🙂 When we rent a car, we book it in advance. For a driver, I recommend doing the same thing. We are type A planners and just like to have all of that done ahead of time, but that’s just our style.

            If you have any other questions, let me know! Cheers, Julie

  7. I am planning to solo travel this september to italy. i am bad at planning and i find this itinerary very helpful and amazing. but i also thought about going to milan. when should i put milan in ? how long in milan would you recommend?

    1. Post

      Add in Milan in between the Cinque Terre and Venice. Add 1 day to this itinerary. On day 12, travel to Milan by train. You can either spend all day in Milan, sleep in Milan, and on the morning of day 13, travel to Venice by train. OR, on day 12, see Milan and that evening take a train to Venice, giving you a little more time in Venice. We spent about 6 hours in Milan when traveling between Cinque Terre and Venice. Here is our article on how to do it. Cheers, Julie

  8. We would like to visit all of the towns listed in your post but we fly into Milan. Would you still recommend the same order to visit each of these towns? Thank you!

    1. Post

      Starting in Milan makes this a little tricky. You will have to add at least one day to this itinerary. Milan is located between Venice and the Cinque Terre so you will have to do some backtracking. From Milan, go to Venice, see Venice, and then go to the Cinque Terre and do this itinerary in the opposite order from here, ending in Rome. Cheers, Julie

  9. This was great to read and this is exactly what my wife and I want to do. I do have a couple questions. During this 14 day trip and following this itenerary where do you recommend we stay? Do we stay in one hotel and go back and fourth everyday day or do you suggest something else?

    1. Post

      Hello Rami. You will hop from city to city, for example you will stay in Rome, Sorrento, Florence, etc. For each city, we have a link to a separate post with hotel recommendations (it was just too much info to put into one article). Cheers, Julie

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