Grand Canal in Venice from Acadamia Bridge during sunset
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The Best of Italy: Ultimate Two Week Italy Itinerary (14 Days)

Ahh, the land of pizza, pasta, and gelato – what’s not to love about Italy? This boot-shaped country boasts so much to see, that it’s difficult to plan an itinerary for a limited amount of time. So, in an effort to take the guesswork out of it for others, I’ve put together this epic two week Italy itinerary for fourteen glorious days in Italy, now that I’ve visited multiple times. It hits all the main sights – Rome, Florence, and Veniceplus a lot of extras so that you can come back home seeing more than the bare minimum.

Statue and fountain in Piazza Navona, Rome, Italy
Colorful houses in Positano, Amalfi Coast
View over gardens of Villa Rufolo in Ravello, Amalfi Coast

Now, I have to warn you. This two week Italy itinerary is super detailed. Like, how-the-heck-do-you-have-time-to-write-all-this detailed. And I did that on purpose. You can go to any old website to get a vague “two nights in here” and “one night here,” bare-bones itinerary for Italy. But those itineraries don’t tell you what to do in each place, or how to get from each city to city. You’d have to go look that up after. But not with this itinerary.

Basically, what I’m trying to say is: get ready for a long article! (About a 30 minute read.) You might definitely want to save this for later right now by bookmarking it or saving it on Pinterest, just in case you don’t finish all in one go. Then, grab a cuppa, sit back, and let’s get to it!

Pssst! Debating a shorter trip to Italy? Definitely skim through my detailed itineraries for ten days in Italy or one week in Italy.


The Perfect Two Week Itinerary


Let’s start off with an overview of this epic, fourteen day Italy itinerary, so you can have an idea what to expect.

DaysCityOvernight In
Days 1 – 3RomeRome
Days 4 – 6Pompeii & Amalfi CoastAmalfi Coast
Day 7CapriFlorence
Days 8 – 9FlorenceFlorence
Days 10 – 11Pisa & Cinque TerreCinque Terre
Day 12MilanMilan
Days 13 – 14VeniceVenice

If you’re the average traveler with limited vacation days, I suggest breaking it down like below. This way, you only need to use ten vacation days, but you get fourteen actual days in Italy.

14 day itinerary and 2 week itinerary for Italy

Pssst! Be sure to check out my hotel and hostel guide to match this itinerary’s stops!

What is the Best Time of Year to Visit Italy?

The absolute best time to visit Italy is definitely the shoulder seasons of April – May and September – October. This allows you to see everything in comfortable weather, but to avoid the extreme crowds (And heat! And prices!) of the summer. If you plan to swim, aim for September – early October, so that the water has had all summer to get warm.

Milan Duomo Cathedral with green palm leaves in front
Gelato in front of the Cathedral in Florence, Italy
Boat on Venice Grand Canal viewed from Acadamia Bridge

That being said, I’ve traveled to Italy in the middle of August and still had a wonderful time. So if July and August are the only time you have available, you’ll still have a great trip. Just come mentally prepared for the crowds.

Winter in Italy is generally warmer than winter in central Europe. However, I would avoid winter if possible for this itinerary. There are places that practically shut down out of peak season (Cinque Terre and the Amalfi Coast). If you can’t stand large crowds, I would also avoid Easter in Rome. Other than that, any time in Italy is a great time to visit Italy!

And finally, just know that Venice is prone to flooding during rain!

If you have more specific questions about your trip timing and what I think, feel free to book a call, where I can help you tweak your own Italy itinerary, or even start it from scratch!

Best Way to Get Around Italy?

One of my favorite things about Italy is how ridiculously easy it is to travel Italy without a car. This country gets a lot of slack for being inefficient and disorganized, but you have to admit, they do public transport just fine! This itinerary is completely car-free, relying solely on trains, buses, and ferries.

In my opinion, trains are the best way to travel Italy. This is especially true for your first time in the country. I do have dreams to one day complete a grand Italian road trip. But that is only because, after multiple trips, I now have places on my list that are remote and therefore easier to reach by car. All the more-typical destinations are much easier to visit without the hassle of Italian driving, filling up gas, finding and paying for parking, etc.

One very important tip for train travel in Italy is to always validate your ticket! Otherwise, you will be fined, and the fines ain’t cheap. (Like, truly. The fines are low-key high-key ridiculous.) How do you validate your train ticket in Italy? Simply stick the paper ticket into the machines before you enter the train. It’ll make a noise and time-stamp your ticket. These little validation machines are typically at the entrance to each platform. If you have trouble locating them, just ask a train station employee. If you buy your ticket online or via the mobile app – no need to stress!

In this itinerary, I include all the details and prices for each time you’ll use public transport to move around. I’ve got you covered!

Free Printable 2-Week Italy Itinerary E-Book

But once actually in Italy, you definitely don’t want to be walking around on your phone all trip trying to get to each next spot. So, I’ve made a printable, condensed version of this post with every important detail from this fourteen day Italy itinerary you’re about to read. Just download the PDF, print it double-sided (so four pages total), and you’re good to go for your trip. It even has a map to help you visualize! Enter your email below and get the PDF sent straight to your inbox.

(Finally) The Actual Two Week Itinerary for Italy

Beforehand, I just want to let you know you can do this itinerary in the order I have it or the reverse. Just look up flights and see which direction is cheaper. Also, at the very end of this page, I have a section on how to adjust this itinerary if you need to. Ready?!

Rome

Rome. The Eternal City. This place needs no introduction, since I’m sure you learned plenty about it in school. As the former capital of the Roman Empire and the current capital of Italy, Rome is a mix of old and new like you’ve never seen. Huge, crumbling ruins from 2000 years ago contrast against beeping Vespas zipping through the cobblestoned streets. Try to ignore the street vendors with no regard for personal space selling selfie sticks and whizzing gadgets, and I’m sure you’ll fall in love with Rome as I have.

Roman Colosseum

How to Get to Rome

This is the start of your trip, so you’ll need to fly in. Rome has two airports, so be careful you fly into the correct one. The main international airport in Rome is Fiumicino (FCO). This airport is the further out one. To get to the city center from FCO, you have two options.

  • Option 1: Take the train. Follow signs in the airport to the train platform. From FCO, take the Leonardo express train to Roma Termini train station. This costs €14 (or €40 if bought for a group of four!) and will take 30 minutes. The train departs every 15 minutes, so you shouldn’t need to wait too long. From Roma Termini, you can either walk to your accommodation, or use the Metro to take the subway if your accommodation is further away. Be very careful of pick-pocketers in this train station! Do not accept or ask help from anyone except official employees, and wear your backpack facing your front.
  • Option 2: Take a taxi. Taxis from FCO into central Rome are a fixed fare of €55. Make sure you get into an official taxi (they’re white with a sign saying “TAXI” on top) at the taxi pickup line. They should accept card, and you can double check this as well as fare before getting in. This will take 30 minutes, just like the train.
  • Option 3: Take a bus to Roma Termini train station. There are multiple options you can explore here. Some include Terravision, which offers a €6.50 ticket, and the ride takes 45 minutes.

Rome’s other airport is Ciampino (CIA). This smaller airport is actually slightly closer to central Rome. However, it is only used for budget airline flights within Europe, like RyanAir and EasyJet. If you’re flying here (or anywhere!) with RyanAir, definitely skim through my guide on how to not get ripped off! Once again, you have two options on how to get to central Rome from CIA airport.

  • Option 1: Take a bus to (right near) Roma Termini train station. There are multiple options you can explore here. Some include SITBusShuttle for €6 one-way, or Terravision for €6.50. This ride takes 40 minutes.
  • Option 2: Take a taxi. Taxis from CIA into central Rome are a fixed fare of €40. Again, make sure you get into an official taxi at the taxi pickup line and confirm the fare before getting in. This ride takes 25 minutes.

What to Do in Rome (Three Days)

Three days in Rome is the minimum amount of time to “see everything.” Below is exactly how to see Rome in three days. Take it easy on day one, since it’s the day your flight gets in. But feel free to interchange days two and three as works best for you. If you get in way too late on day one, you can tack it onto day three.

Day One

Walking straight through this route as I have it below is 30 min (2km or 1.25 miles), just to give you an idea of total distance on day one. Start at whichever end is closer to you.

  • Scalina Spagna: Otherwise known as the Spanish Steps, this beautiful staircase gets busy at night as a popular hang-out spot.
  • Trevi Fountain: This is Rome’s largest and most-famous fountain. Prepare for major crowds, and start practicing major patience needed to get your perfect pic!
  • Pantheon: Built in 120AD as a Roman (pagan) temple for all gods, it was transformed into a church in 609 AD. Still, everyone calls it the Pantheon, which means “honor all Gods” in Greek. Entry will set you back €5, plus an additional €2 if purchasing in advance online from the official site.
  • Piazza Navona: I’m pretty sure this square is just popular because it’s beautiful! Lots of cafes line the edges of the piazza, which also has three impressive fountains, and a church in between them.
  • Largo di Torre Argentina: This is where Roman senators assassinated Emperor Julius Caesar by stabbing him 23 times (dramatic much?) to death in 44 BC. You used to only be able to observe it from above, but now you can enter. Tickets will set you back €7 in person or €8 if you book online at the official site.

Day Two

  • Colosseum: Gladiators. Need I even say more?! Though it is now in ruins, back in its heyday, this thing sat 50,000 guests and even had retractable shades. Tickets are €18 for this plus the next two sites. They can be purchased in advance online from the official site. This price quote is the highest price, but those 25 years and younger get discounts!
  • Roman Forum: These are the ruins of numerous important government buildings during the ancient Roman Empire. It’s so cool walking around, seeing how huge the ruins are, and wondering how it must have been back then – almost 2000 years ago!
  • Palatine Hill: This is where all the cool kids lived during the Roman Empire – the aristocrats and emperors and all that jazz.
  • Arch of Constantine: This arc, built in 302 AD and the largest surviving one of its kind, is right outside the Colosseum.
  • Via dei Fori Imeriali: This street is my favorite part of Rome, especially at dusk! You can look down on the Roman Forum from above on one side and view other incredible ruins on the other. It connects the Colosseum to the next attraction below.
  • Vittoriano: This huge, marble building almost doesn’t fit in with its ancient surroundings.  But I love it, nevertheless. It is a memorial to Victor Emmanuel II, the first king of the united Italy as we know it today.

Day Three

  • Vatican City: Technically, this area isn’t Italy! It’s its own country – the smallest country in the world – and it’s ruled by the Catholic Pope. There are basically three things to see while here: St. Peter’s Square, St. Peter’s Basilica, and the Vatican Museums. St. Peter’s Basilica is free to enter, but dress code is very strict. Make sure your shoulders and knees are covered. This goes for all genders and ages. There is a slow moving-crowd-slash-line to get in, but I found it moved quickly enough when I went. You can book in advance online for €7 if you would like to select a date and time in advance, plus get a digital audio guide. Once in the basilica, you can climb up to the dome for iconic views. To the right from the entrance, there should be a “Cupola” sign. Follow the sign until at the ticket office, where you can purchase a ticket to either climb the whole way for €8 or one to take an elevator partway up for €10. You can book online for €17 and €22, respectively, if you’d like to secure your date and time in advance. The Vatican Museums house the world-famous Sistine Chapel. You’ll pay €20 for entry, plus a €5 online booking fee if you book in advance on the official site, which I highly recommend you do. The Museums are closed Sundays, except the last one of every month, during which entry is free. However, you can only enter with a guide that day, so you end up paying €20 for a guided tour, even though the actual entry fee itself is free. Seeing Vatican City should take up a whole morning.
  • Castel Sant’Angelo: Emperor Hadrian originally commissioned this as a mausoleum for himself and his family, but it’s since been used as a fortress, castle, and currently a museum. I didn’t enter the museum, so I can’t recommend entering, but I think this castle over the river just looks so cool!
  • Wander: Explore on your own! Get lost! You’ve checked off all the “can’t miss” things everyone else does, but who wants their trip to be just the same as everyone else’s? If you just run around ticking off attractions, I’m not sure you’ll like Rome. But wandering it’s less-crowded streets, strolling along the river, popping into a random church – these are the things that will leave you loving Rome.

What to Eat in Rome

Food in Italy is good just about everywhere. But each region is known for something different, so why not try all your favorite Italian dishes (and some new ones!) right in the specific regions or cities where they were invented? So throughout this guide, I will be listing and explaining some must-try foods from each place you will be overnight-ing. To start, here are some traditional Roman foods to keep an eye out for while in Rome!

  • Spaghetti alla Carbonara: This famous Roman dish actually arrived on the Italian scene relatively recently, in the mid-1900s. It is made by mixing whisked eggs and grated cheese into cooked spaghetti, then adding in cured pork, and topping with black pepper and, of course, some more cheese.
  • Cacio e pepe: The name of this Roman dish translates literally into “cheese and pepper,” and that’s a pretty good description of what it is!
  • Pizza al taglio: While pizza itself was not invented in Rome (don’t worry – you’ll stop by the city where it was born later on in this Italy itinerary!), pizza by the slice, or pizza al taglio, was. But it looks far different to the triangularly-sliced pizza you may be used to back home. Here, the slices are rectangular, and they often come piled high with meats and/or vegetables. It’s considered street food, so it makes the perfect quick lunch if you don’t have enough time for a sit-down meal as you explore the attractions in Rome.
  • Supplì: These are another perfect Roman snack to grab while on the go! They are fried, breaded balls of seasoned rice with cheese and sometimes meat inside (essentially, croquettes).
  • Bruschetta: This beloved Italian appetizer does not hail from Rome itself, but its origins date back to the Roman Empire, or perhaps even the Etruscans who preceded it. Regardless, as the capital of the Roman Empire, Rome makes a pretty good place to try some authentic bruschetta alla Romana, which is grilled bread rubbed with garlic and topped with olive oil. Of course, no one will blame you if you get the version with tomatoes as well!

Pompeii

Pompeii was an ancient Roman city, famous now for coming to its demise after a tragic volcano eruption. The city, along with nearby Herculaneum, was preserved under all the ash. It has since been excavated, which allows visitors to see a frozen-in-time snapshot of Roman civilization almost 2000 years back!

Large statue of male head and ruins in Pompeii

How to Get to Pompeii from Rome

First, take an early train from Roma Termini train station to Napoli Centrale train station. This takes either one, two, or three hours, depending on what type of train you take! Naturally, the costs are different, too. If you are buying a ticket for the next morning, you can expect to pay €13 for a 3-hour Regional train, €27 for a 2-hour Intercity train, or €57 for a 1-hour Frecciarossa train. If you are buying one month out, the prices for the faster trains drop to €20 for a 2-hour Intercity train, or €25 for a 1-hour Frecciarossa train. And if you buy three months out, the 2-hour Intercity train drops to €15.

Moral of the story? Always buy your long-distance train tickets online as soon as you know your schedule to save money in Italy! If you are taking regional trains, just buy them at the station on the day of, to allow flexibility in case plans change.

OK! So once you arrive at Napoli Centrale, follow signs to the connected underground station* called Napoli Piazza Garibaldi. From here, take the Circumvesuviana train for 40 minutes to Pompeii Scavi Station for around €4. (This part was honestly very confusing for me! I accidently went to the Metro 2 area instead of the Circumvesuviana area. So my tip to you is to ignore the Metro 2 signs, and ask for help from staff if you need to.)

At Pompeii Scavi train station, there is a luggage storage service. Drop your bags off here for around €8 per bag. From here, it’s a 5-minute walk to the Pompeii site. (€8 is the latest update I have on the price, which isn’t listed online. So if you visit, please comment below confirming or letting me know the new price! It’d help fellow travelers out a lot.)

* There is unfortunately no elevator or escalator to get to the Circumvesuviana station on the lower level of the train station. So those who are able will need to carry luggage by hand. Those who aren’t can take a bus, like bus 5001 from the Naples Ferraris Stazione Vesuviana bus stop until the Pompeii Scavi stop. You can simply look this up on Google Maps once there if you will have data, or you can check out the timetable here (it’s in Italian). Bus tickets in Italy can’t always be purchased on board, often requiring you to purchase at a tobacco shop first. If they can be purchased on board, they need to be in exact change (or you just won’t get change back). So if you are considering using the bus due to mobility issues, I suggest looking into the app (use your browser to translate this page from Italian), so that you can purchase your bus ticket there.

What to Do in Pompeii (Half Day)

The only thing to do in Pompeii is…tour Pompeii! Entrance to this historical site costs €18, and you should plan to spend 2 – 3 hours here. You can buy tickets at the gate in person or online (for an additional €1 fee) at the official ticket site. Entry is free the first Sunday of every month. You can also check opening hours for the month you are visiting on the site.

If there is any place in all of Italy where you need a tour, it is Pompeii! Otherwise, you’re really just staring at a lot of old rocks with no idea why. There are a few options on how to actually know what’s going on in Pompeii.

  • You can join a tour group by paying around €12 in cash on the day of. Guides hang out near the entrance, and the ones certified by the region of Campania have official ID badges. There’s no official price for these, but the last update I’ve gotten is that the going price is €12. (If you visit, please comment below confirming or letting me know the new price! It’d help fellow travelers out a lot.) A private guided tour will, of course, cost more than the group tour.
  • You can buy an official audio guide set at the Porta Marina entrance for around €8 and tour at your own pace. (Again, this price is not listed officially, so if you have any update after your own visit, please comment below!)
  • You can get an audio tour for free by downloading Rick Steve’s audio guide for Pompeii. I did the live tour while in Pompeii, but I’ve used his guides for other Italian sites, and I was satisfied! It’s a great way to save money while still getting info. Just an FYI that the official website says only its official audio guides from them are allowed to be used while on site. So maybe be discreet about it if you choose this option!

While Pompeii is the more-popular site due to its much larger size, Herculaneum is actually the site that is better preserved. Personally, I only toured Pompeii, due to time constraints. But if you are a history buff and don’t mind a busy day, consider trying to squeeze both in!

Sorrento

Sorrento is a perfectly charming place, and it boasts seriously beautiful views over the Bay of Naples and Mt Vesuvius (that really destructive volcano way back when). However, its purpose in this itinerary is as a convenient jumping-off point for the Pompeii-Amalfi Coast-Capri area. I recommend using this as a base for the three nights to limit dragging your luggage around. However, if you prefer to be in the heart of the action, you can head straight to Positano (or Amalfi) after getting to Sorrento from Pompeii.

Hanging vines in Sorrento along the Bay of Naples

How to Get to Sorrento from Pompeii

Head back to Pompeii Scavi train station and pick up the bags you dropped off. Then, hop back on the same Circumvesuviana train route and ride for 40 minutes and around €3 to Sorrento. It’s the very last stop on the route, so don’t worry about missing it!

What to Do in Sorrento (Half Day)

If you decide to stay in Sorrento overnight or even use it as a base, I recommend simply walking around town at your leisure. It’s a super cute place to window shop (or actually shop), eat, and enjoy views of the Bay of Naples and Mt Vesuvius.

Amalfi Coast

I know all of Italy is stunning, but get ready for some insane beauty over the next few days exploring the Amalfi Coast! Unsurprisingly, this area is filled with lots of couples and is popular as a honeymoon destination. Though the area is named after the town of Amalfi, it is the town of Positano that truly steals the show. This area is a really special place, and it’s impressive to think about how the Italians built the curvy roads and quintessential houses into the steep cliffs.

Colorful houses in the cliffs of Positano, Italy

How to Get to the Amalfi Coast from Sorrento

There are a few options on how to do this. Two of them include an insanely curvy and crowded two-lane road, so keep that in mind as you decide, especially if you’re prone to motion sickness.

  • Option 1: Take the bus. This is the most budget-friendly option. Board the SITA bus 5070 from Sorrento (this location is exactly where). It takes either one hour to Positano or 1.5 – 2 hours to Amalfi. Unfortunately, this bus is crazy crowded, even in shoulder months. You’re not guaranteed a seat, so you might have to stand. I actually had to sit on the floor of the bus and couldn’t even enjoy the views approaching Positano *tear*. If you do snag a seat, sit on the right side for better views. Bus tickets cost €10 for 24 hours unlimited rides and are sold at “tabaccherie” (cigarette shops) or newspaper stands in every town on the route. They can’t be purchased on board the bus! I recommend buying yours in Sorrento at the ticket booth at the Circumvesuviana station, since you’ll already pass through here after Pompeii. You can buy them ahead, but the 24-hours starts once you board the bus and validate your ticket. Check out the bus schedule here.
  • Option 2: Take the ferry. This is definitely the most beautiful way to pull up to each town. From Sorrento, this is 40 minutes and €18 – 22 one-way to Positano and one hour and €25 one-way to Amalfi. Though it won’t happen often, ferries get cancelled if sea conditions are too rough, so allow some flexibility in your plans. Here is the ferry station in Sorrento on Google Maps. You can’t tell from the map, but it requires walking down a staircase or using the elevator. Check out the ferry schedules here.
  • Option 3: Hire a private car. This is not a cheap option, but might be worth it with a large enough group. You’ll have to search for price quotes online depending on the car size, company, and pick up and drop off locations. But as an idea, a private transfer from Rome to Positano or Amalfi might cost around €600. If you do hire a private car, I recommend including a stop in Pompeii between Rome and the Amalfi Coast. That way, you’re saving a good amount of hassle between all the train transfers, luggage holding, and buses!

What to Do in the Amalfi Coast (Two Days)

These days are totally interchangeable however you please. There aren’t a lot of “attractions,” per se, in the Amalfi Coast. The main thing to do is to just take in the beauty, whether by shopping in the tourist-geared shops, eating with a view, or taking a swim. You really can’t go wrong! But, if you like to have a plan, I recommend you split two days in the Amalfi Coast like below.

Day One

  • Positano: This unreal village is the star of the whole area. You definitely want to get here earlier rather than later, if you can, to avoid midday crowds. For the best view, splurge on a meal at Le Sirenuse Hotel’s La Sponda Restaurant.
  • The beach: After exploring during the morning, cool off from the midday heat by taking a swim. The easiest option would be the main beach right in front of the town, Marina Grande beach. If you have your own ride or are willing to bus back and forth 30 minutes each way, check out Fiordo di Furore beach. These two beaches are the most insta-famous ones in the area, but there are many more!

Day Two

  • Amalfi: This is the town after which the area is named. It boasts a beautiful church, the Amalfi Cathedral, which you can enter for €3. It’s actually pretty cool inside, but the exterior is the main show-stealer, in my opinion! (This entrance price is not listed officially online, so if you have any update after your own visit, please comment below!)
  • The Path of the Gods: I didn’t get to do this, but I really wanted to and had planned to! This hike between Amalfi and Positano takes you along the very top of the cliffs and is supposed to be ahhhmazing. Just Google “Sentiero degli Dei” and follow the route. It starts in Bomerano, which you can reach by SITA bus 5080 from Amalfi. It ends in Nocelle, the upper part of Positano. I definitely recommend doing it this direction, since it’s all downhill, and you’ll get better views. Definitely check out this page for more deets if you’re interested.
  • Ravello: This tiny little village high up in the mountains has the area’s most famous villa – Villa Rufolo. Entry costs €8, and you can take the SITA bus 5110 from Amalfi. The ride takes 30 minutes.

What to Eat in the Amalfi Coast (and Nearby)

These are some traditional Italian foods from the Amalfi Coast and Naples.

  • Mozzarella di Bufala: This famous Italian cheese is made from the milk of the Italian water buffalo, instead of milk from cows, like mozzarella without the “di bufala” is. It hails from the region of Campania (the region where Naples, the Amalfi Coast, and Capri are), but especially Salerno, a city just to the east of the Amalfi Coast. A great way to try this item would be in a caprese!
  • Lemoncello: You will find this sweet, lemon liquor practically everywhere you look upon arriving in the Amalfi Coast.
  • Pasta al Limone: With all the lemons in this area, it’s no surprise they found their way into the pasta dishes as well. This creamy dish with cheese and lemon is so unique and a must try when in the area.
  • Anything Seafood: Since this area hugs the coast, get your fill of fresh seafood pasta dishes while in this region!
  • Pizza: The birthplace of pizza is Naples, and while you won’t have time to stop for a bite when transferring from Rome to Pompeii, you might have time when transferring from Capri to Florence (covered in the next section of this itinerary). If not, the Amalfi Coast was part of the former Kingdom of Naples, so it’s the next best place to try the Italian staple. Authentic Neapolitan pizza is made in a wood oven (this part is crucial!) with only the simple ingredients of dough, tomatoes, mozzarella, olive oil, and a couple fresh basil leaves.

Capri

The celebrity-favorite island of Capri makes for the perfect final day in south Italy before your itinerary takes you up north. It’s known for yacht-studded waters, glowingly-blue grottos, and upscale shopping. Maybe just reading this hurt your bank account a little bit… but not to worry! I’ve got you covered with how to visit Capri on a reasonable budget.

View from above of Faraglioni cliffs in Capri, Italy

How to Get to Capri from the Amalfi Coast

The only way to get to Capri is by boat (it’s an island – duh!). Ferries will be from Sorrento, from Positano, and from Amalfi. Expect €28 for a 50-minute ride from Amalfi, and less from the other two.

You’ll need to drop your bags off in storage while you explore.

You should be able to either near the main docks in Marina Grande on Via C. Colombo, to the left of Bar Grotta Azzurra, at a souvenir shop with a “deposito bagaglio left-luggage” sign above the door… or under the funicular station, past the signs for “toilette,” along the tunnel part of Via Acquaviva. This was my plan when I did this trip, but I couldn’t locate either storage place!

Luckily, an Italian waiter came to my rescue and offered to hold our bags in the restaurant all day if we ate at his place. Honestly, I’m sure you would have no trouble arranging the same.

But if you want to be more prepared, another baggage storage option (which I haven’t tried) includes Bounce. You can book in advance online for €5 a day. Just search “Marina Grande, Capri” and select an available location in the Marina Grande harbor.

What to Do in Capri (Half Day)

There is so much to do in Capri that you’d have trouble fitting it all into a single day, let alone a half day. So you’ll have to pick and choose what interests you most from the below. This site actually has a pretty good itinerary you can follow, too.

  • Marina Grande: No need to even add this to your list. You’ll inevitably walk by this colorful harbor-front area after disembarking the ferry.
  • Boat tour around the island: This is the best way to truly appreciate Capri’s magnificent cliffs. You’ll also go past Faraglioni, that ultra-iconic arch in the water. Boat tours can also include an add-on of the Blue Grotto. Without the Blue Grotto, expect €21 for an hour-long tour. (Again, this price is just the latest update I have, as it is not listed officially anywhere. So if you have any update after your own visit, please comment below!)
  • Blue Grotto: This cave is probably the most famous attraction in Capri! Unfortunately though, it’s a bit of a time-suck because of that. We were told we would have to wait on a small, bobbing rowboat for an hour before our turn to enter, so we skipped the grotto, even though our boat tour included it. The only way to avoid the long wait is to be the first ones out, but the best time for viewing is noon – 2pm, so it’s quite the dilemma. Entry costs €18.
  • Piazzetta: This is the island’s most famous square. Be sure to stroll down the Via Camerelle while in the area.
  • Anacapri: The island of Capri actually has two towns; Capri and Anacapri. Anacapri is less crowded than Capri, and it has more artisanal shops, rather than just high-end boutiques. While here, definitely pass Piazza Vittoria, the main square. You can also ride the chairlift 13 minutes to Mount Solaro for a view (€11), or walk there in 30 minutes.
  • Villa San Michele: Entry costs €12 for some spectacular views.
  • Gardens of Augustus: From here, you get that classic Capri viewpoint of the Faraglioni. Entry only costs €2.50!
  • Marina Piccola: If you’d rather spend your half-day relaxing at the beach instead of running around the island, this beach is a classic.

Florence

As the birthplace of the European Renaissance, Florence is known for all things art. It houses world-famous masterpieces, such as the David statue by Michelangelo and The Birth of Venus painting by Botticelli. Personally, I was expecting a bit more from Florence than I got, since everyone and their mothers raaave about it in comparison to Rome. (For the record, I’m staunchly team Rome!) But maybe I’m just not into art enough? That being said, though, it’s definitely still a can’t-miss Italian destination with plenty to do.

View of Florence from Piazza Michaelangelo

How to Get to Florence from Capri

(Psst: You’ll actually be doing this transfer from Capri to Florence on the same day that you visited Capri. Then, the next day, you’ll wake up in Florence to start your two full days there. Just scroll back up to the itinerary summary at the top of this page if you’re confused!)

First, get back to Napoli Centrale from Capri. I recommend taking the ferry directly to Naples from Capri. This will an hour for €20 – €25 or 1.5 hours for €12 – €14. Then, take a taxi from the ferry station in Naples to Napoli Centrale. When I did this, the taxi cost me €20. I also stopped and picked up a pizza to go while in central Naples. After all, Naples is the exact birthplace of pizza! How could I not?!

Alternatively, you can take a ferry from Capri to Sorrento. This takes 20 or 30 minutes and costs around €21. Then, go up those stairs or the elevator to the Sorrento Circumvesuviana station, and ride the Circumvesuviana train to Napoli Piazza Garibaldi for 70 minutes and around €5. From there, walk the underground connection to Napoli Centrale. This is a little more hassle – hence why I recommend the ferry straight to Naples – but it’s cheaper.

Either way, once in Napoli Centrale train station, take a direct, 3-hour train to Firenze S. M. Novella train station. Since this is a long distance, don’t even think about taking one of the Regional or Intercity trains! These will set you back 3 – 5 hours. Trust me – just book the Frecciarossa train for this route as soon as you have your dates to get the cheapest price you can. As an idea, it will cost €86 if you buy the day before, €35 – €55 (depending on departure time) if you buy two weeks in advance.

What to Do in Florence (Two Days)

Many people recommend considering the Firenze Card, which covers a lot of attractions in the city. For two days in Florence (or even three days in Florence), the card is not worth it. Instead, I recommend purchasing the Brunelleschi Pass. This grants entry into the Duomo, a climb to the dome of the Duomo (the Cupola), a climb to the bell tower (the Campanile), entry into the baptistery, entry into the Duomo museum, and entry into the crypt beneath the church. It costs €30 if bought on the official website.

Now that that bit’s out of the way, here’s everything to do in Florence in two days! I haven’t split it out into separate days here, because I think it’s better if you decide. Do you like to visit one museum a day, or have one single day devoted to all the museums? Do you want to avoid climbing stairs twice in the same day, or do you not care? Do you prefer a viewpoint for sunset, sunrise, or can’t be bothered? These are the things that will determine what you do each day, so I can’t recommend that for you. But don’t worry – most sights in Florence are rather compactly located, so planning a route shouldn’t be an issue!

*Items with an asterisk are totally skip-able if you’re not interested, but I’ve included them since they’re included in the ticket I recommended above. If you want a more-detailed breakdown of the below, plus pictures, check out my full guide on everything to do in Florence.

  • Basilica di Santa Maria del Fiore (aka, the Duomo): It’s the third largest church in the world, was instrumental in the Renaissance, and is the symbol of Florence. Entry is free, but prepare for a massive line at least an hour long.
  • Cupola: Bruneschelli’s Dome, named after the architect who designed it, is actually the most impressive part of the entire church. Architecturally, it was the first of its kind. He literally had to invent new tools and architectural systems to do it! Definitely climb up the steps for the view from the top. You’ll have to select a specific time slot, though, when you buy your ticket! Otherwise, you will be turned away and asked to return.
  • Campanile di Giotto: Yes you already climbed up the cupola, but there’s another viewpoint! This time, the view is the cupola itself.
  • Battistero di San Giovanni: This is the building right across the main cathedral. The Byzantine-like mosaic inside was actually pretty cool in contrast to all the typical-Renaissance paintings. Everyone will be snapping pics of the gold doors outside, but those are copies. The real ones are in the Duomo Museum!
  • Duomo Museum*: Since you already paid, it might be worth a quick visit. It will help you understand why all this Duomo stuff in Florence is such a big deal!
  • Crypt of Santa Reparata*: This is included in the Duomo combo ticket, which was the only reason I saw it. But once I got there, it was actually much more than I expected! It’s basically church ruins from 405AD inside the main church. The unfortunate thing about the crypt is that you have to wait in the same line as for the free Duomo entry. So definitely time these two activities together!
  • Piazza della Repubblica: One of the main squares in Florence.
  • Piazza della Signoria: This square has a lot going on! The best part is definitely the Loggia dei Lanzi. It’s basically a free, open-air museum of dramatic sculptures that really should be in one of the museums. (Like really though, I’m super surprised these are just out there!) Also in this square is a copy of the David statue, for those of you who don’t pay to see the real thang.
  • Palazzo Vecchio: I didn’t enter except for the free courtyard. But apparently it’s supposed to have a great view of the Duomo.
  • Ponte Vecchio: This iconic bridge has become synonymous with Florence itself! It was originally a passageway so the Medicis (a super rich family that basically made Florence….well, Florence) didn’t have to walk with the commoners on their commutes from their palace. Since then, shops have been added and create the look it has today. Prepare for major crowds!
  • Piazzale Michelangelo: The best viewpoint in all of Florence – hands down! I recommend trying to time your visit with sunset, but it’s gorgeous anytime. (I went three times in my visit….so I would know.) It requires an uphill walk and is the furthest out you’ll get from the city center. So make the trek worth it! Bring some snacks and hangout for a while like everyone else does.
  • Accademia Gallery: Unfortunately, the only reason to enter this gallery is for one piece of art. The David. Don’t at me, art fanatics. You decide if that’s worth it for you, but y’all know me! I have such FOMO that I had to pay €16 and see for myself. Book in advance at the official site for an additional €4 fee
  • Uffizi Gallery: Uffizi actually means “offices” in Italian, which makes sense, because this building used to be the Medici’s offices. Now, it’s a museum, and a world-famous one at that! Its most-famous art piece is the Birth of Venus painting. Entry costs €25, plus €4 for the skip-the-line online booking fee on the official site. Everything I read beforehand swore up and down that wait times are upwards of three hours. But when I went (mid September, early afternoon) there was no line in sight.
  • Vasari Corridor: Okay, so you know that iconic bridge I mentioned a few lines up? And the passageway inside? Well this is that passageway! You can enter it starting from the first floor of the Uffizi Gallery and walk across the Arno River via the inside of the Ponte Vecchio bridge. So cool! Entry to this corridor is purchased in combination with a ticket to the Uffizi for a combined price of €43, plus €4 for the required online booking fee on the official site.
  • San Lorenzo Market: This is Florence’s most-famous market. Stop by here to shop leather and eat in the indoor food stalls.
  • Santa Croce: I didn’t enter this church, since admission was not free, but I do think it’s in a picturesque area and warrants passing by!
  • Palazzo Pitti: Normally, palace equals royalty…not in Florence! This palace belonged to the Medicis (shocker). I personally have seen way too many European palaces at this point. So I forwent paying the €16 entry fee (€22 if seeing the gardens as well) and only observed from outside. But I did regret maybe not having arrived earlier in the day than I did, to buy just a Boboli Gardens ticket (€10)! You can purchase online in advance from the official site (the same site as for the Uffizi) for an additional €3 fee, but it was not very crowded at all when I was there.

What to Eat in Florence

These are some Florentine and general Tuscan traditional dishes to try while in Florence.

  • Bistecca alla Fiorentina: You will have no trouble finding Florentine-style beefsteak to try in a restaurant in Florence. Keep in mind that since it’s a pretty thick cut, getting the inside well done would be difficult without ruining the outside of the steak!
  • Gelato: Yep – everyone’s favorite frozen Italian dessert made from milk, cream, and sugar is from the city of Florence! Now, that absolutely does not mean you should wait until arriving in Florence to try authentic gelato (after all, if you’re not having gelato at least once a day, are you really even on vacation in Italy?). But, maybe it does mean taking a gelato making class at the Carpigiani Gelato Museum?
  • Biscotti: These dry, crunchy, oblong-shaped almond cookies are traditionally called cantucci. They originally come from the Tuscan city of Prato, which sits just north of Florence.
  • Crostini Neri: Also known by the names of crostini di fegatini and crostini Toscani, this typical Tuscan appetizer is toasted bread with a chicken liver paste spread atop.

Pisa

Is there anything more quintessential Italy than the image of the leaning tower of Pisa? It’s funny how such a famous Italian landmark is from the most random of Italian cities! Luckily, Pisa is a necessary transfer station on the route between Florence and the Cinque Terre, so you lose almost no time making a couple-hour stop to get out of the station, snap your cliché photographs, and get right back on your way.

Leaning Tower of Pisa next to the Pisa Cathedral

How to Get to Pisa from Florence

Take a regional train from Firenze S. M. Novella train station to Pisa Centrale train station. This is an hour ride and costs €10. Once at the train station, head to the luggage storage in the station, and drop off your things for €5 per bag. Check out the storage website. This is another storage option near (but not inside) the station.

What to Do in Pisa (Half Day)

Personally, because this two week Italy itinerary is so jam packed, I recommend you head straight to the leaning tower, snap your pics, and head back to the train. The walk* is about 30 minutes each way, plus I expect you’ll spend about 20 – 30 minutes trying to get that perfect leaning picture. So budget 1.5 – 2 hours for your stop in Pisa. The reason I recommend this is so that you can have as much time as possible in Cinque Terre.

But, if you want more than just a photo, there actually are a decent amount of things to do in Pisa.

  • Climb the leaning tower: It’ll cost you €20 and you’ll need to choose a time-slot! The line looked long as I passed by.
  • Go inside the Duomo (for free!): You still have to get a ticket, though, and time slots do book out. Do this at the building with all the signs, right by the leaning tower.
  • Visit the Baptistery: I didn’t enter, but pictures do look very pretty! This alone will set you back €8, or you can pay €11 or €27 for a five- or six-monument combo, respectively. See the official website to understand!
  • Chiesa di Santa Maria della Spina: I actually know nothing interesting about this church, but I think it looks super cool. Try to walk by it by using Ponte Solferino bridge on your way back to the train.

Also, Pisa is a really pretty Tuscan city! So there’s absolutely no harm in sticking around longer and actually seeing the city of Pisa. You can just budget extra time to walk around before heading back on the train, or even stop for a meal.

* If you don’t want to walk, you can take a bus, like bus 1+ from right outside the station, which is about a 15 minute ride. You can also grab a cab.

Cinque Terre

Cinque Terre translates literally into the “five lands” in Italian, representing the five villages that make it up. The villages are Monterosso al Mare, Vernazza, Corniglia, Manarola, and Riomaggiore. I highly recommend not choosing Corniglia as a base, only because there is a 350+ step staircase from its train station to the actual village. (Psst: Check out my guide on alternative, cheaper Cinque Terre bases.)

Riomaggiore at sunset in Cinque Terre

How to Get to Cinque Terre from Pisa

Take a regional train from Pisa Centrale train station to your preferred Cinque Terre village of choice. All journeys will require a train transfer at La Spezia Centrale station. You might consider using La Spezia as your base, since it might be cheaper, saves some train hassle, and is included in the Cinque Terre Rail Pass (more on the pass later on – don’t worry!). Train times and prices are below.

  • Pisa to La Spezia: 75 – 90 minutes and €8.40
  • Pisa to Riomaggiore (the southernmost village): 1.5 – 2 hours, because it requires a transfer at La Spezia, and €9.45
  • Pisa to Monterosso (the northernmost village): 1.5 – 2 hours, because it requires a transfer at La Spezia, and €10.25.

What to Do in Cinque Terre (One & a Half days)

The main things to do in Cinque Terre are visit all five villages and hike between them. Unfortunately, the iconic trail is susceptible to landslides, which cause parts of it to be closed for reconstruction. So always check here for updates before your trip, so you can have the latest update. The most beloved part of this trail is the part from Riomaggiore to Manarola, called the Via dell’Amore. (It was closed for twelve years due to an avalanche!)

To hike it, you’ll need to pay (unless it’s winter when there’s apparently no one checking). For this itinerary, get the Via dell’Amore + 2-day Train Card. Depending on what date you purchase for, prices are €44 – €69*. This grants you unlimited access to the paid trails – including the Via dell’Amore – and unlimited train travel between Levanto and La Spezia. It also allows you free public toilet usage in the villages and free WiFi at the village train stations. You can buy in person at any train station or information desk, or online. Tickets can sell out, so buy in advance!

* If walking the Via dell’Amore is not worth it for you, consider just purchasing the two-day Cinque Terre Trail and Train Card. It costs €34 – €59 (so €10 less). You get all the other perks – just not entry to the Via dell’Amore. You get all the other perks – just not entry to the Via dell’Amore. You can purchase this ticket on your mobile phone for an additional €1.22. The prices I am quoting are for mid-March to early November, since, as I said up top, I don’t particularly recommend this Italy itinerary outside that range.

Besides the hikes, there is no real to-do list of attractions for each village, so just stroll around at your leisure, swim when you feel like it, and enjoy the beauty! If you’re looking to get off the beaten path (literally), I wrote about the free Cinque Terre hikes you can do instead of the paid ones. The views are better, too, in my opinion!

Day One (Half Day)

Riomaggiore and Manarola: After settling in from Pisa, I recommend splitting the remainder of this day relaxing and hanging out in Riomaggiore and Manarola. Start at Riomaggiore. After finishing, head out on the Via dell’Amore towards Manarola. This walk is a little over half a mile (a little under one kilometer). Leave Riomaggiore with enough time to be in Manarola for sunset, to get that cliché Instagram view. That café you see everyone take their pics at? It’s called Nessun Dorma.

Day Two

Hike Monterosso to Vernazza to Corniglia: Finish up the last three villages, and get some hiking in! You can do the hike either direction you please. I highly recommend hiking with your swimsuit underneath, because there is nothing you’ll want to do more after a hike, than jump into that water!

What to Eat in the Cinque Terre

These are some yummy traditional foods to try while exploring the Cinque Terre.

  • Pesto alla Genovese: This beloved pasta sauce made from crushed garlic, pine nuts, salt, basil leaves, olive oil, and cheese hails from the region of Liguria (the region where the Cinque Terre are located). More specifically, it comes from Genoa, as the name implies. But anywhere in Liguria is an authentic place to try a pesto dish!
  • Focaccia: A warm slice of this fluffy, oily goodness makes for the perfect snack while zipping from village to village, or even a quick breakfast alongside some coffee before heading out for the day. It is made from flour, water, olive oil, salt, and rosemary, so it’s a great option for vegans as well.
  • Farinata: Another delicious vegan food to try, farinata is a flat pancake-or-crepe-like food made from chickpea flour. You can pick up a slice as a snack on the go.
  • White wine: Especially if you hike the trails between the Cinque Terre, you’ll notice a lot of white grape vineyards scaling the cliffs of this area. So it’s no surprise Liguria is known for its white wines!

Milan

Milan is known as fashion capital of Italy…and honestly not much else! It’s a city many aren’t enthused by, and I wouldn’t recommend it if you only have one week in Italy. But for a two week Italy itinerary, I really do think it’s appropriate. It’s home to the world-famous Last Supper painting, an iconic Duomo…and not a whole lot else! Which, in my opinion, makes a perfect, not-too-hectic stop towards the end of your epic, two week tour di Italia.

Milan Duomo Cathedral

How to Get to Milan from Cinque Terre

Take a train from La Spezia Centrale to Milano Centrale. I recommend taking the direct, 3.5 hour InterCity train. Expect to pay around €22 if you book a month out, around €24 if you book two weeks out, and around €29 the day of.

What to Do in Milan (One Day)

  • See the Last Supper: Book this is as soon as you can! Tickets to see Leonardo Da Vinci’s masterpiece are available on the official site three-ish months in advance. They cost €15, plus a €2 online fee, and allow you a 15-minute viewing of the famous painting in the Santa Maria delle Grazie church. On the first Sunday of every month, tickets are free, so all you would pay is the online booking fee. Unfortunately, official tickets tend to get scooped up on the first day they’re available by tour operators. So if you don’t get a ticket yourself, the only other way is to book a guided tour. These run for around €40 and above.
  • Go to the Roof of the Duomo: Entrance to the roof costs €14 on foot or €16 by elevator, but €20 and €25 respectively if you add entry into the church itself. You can purchase tickets in advance on the official site. Remember to be dressed modestly to be able to enter!
  • Galleria Vittorio Emanuele II: It’s to the left of the Duomo, and it’s just way too glamorous not to walk through! It’s also Italy’s oldest active shopping gallery.
  • Navigli Lombardi: This area of a couple canals is super cute to walk around or eat in the evening!
  • Starbucks Reserve Roastery: I’m not even a coffee fanatic, but I just had to pop my head into the first Starbucks in Italy. Definitely the bougiest Starbucks I’ve ever seen.

What to Eat in Milan

Although your time in Milan will be short, try to see if you can squeeze some of these foods in!

  • Risotto alla Milanese: No trip to Milan is complete without trying this famous dish! Its yellow color comes from the saffron used, which just so happens to be the world’s most expensive spice – more expensive than gold.
  • Cotoletta alla Milanese: This veal cutlet is similar to the Wiener Schnitzel you might be familiar with from Austria, but it is cooked and served with the bone in.
  • Panettone: This world-famous Italian sweet bread dotted with candied fruits and raisins hails from the city of Milan. It is especially popular during Christmas and New Years.

Venice

I was worried before getting to Venice that I would hate it. So many people complain about its crowds, its mosquitos, its flooding… The list of negatives seems endless! But after just my first hours in Venice, I really felt like people give it a bad rep. Yes it is way too crowded in the center. But honestly, the crowds are completely justified.

I would describe Venice as: so beautiful, it’s unreal. And can you really blame crowds for flocking to something like that? Try to knock out all the main sights at less-crowded hours. Then spend the middle of the day exploring the rest of the city, where it’s much, much less crowded, but just as beautiful. Do that, and you might just end up liking it!

Grand Canal in Venice from Acadamia Bridge during sunset

How to Get to Venice from Milan

Take a train from Milano Centrale to Venezia Santa Lucia. I recommend taking the direct, 2.5 hour Frecciarosssa train if you book a month in advance, when it’s around €29 for the morning train. If you buy closer to the departure date, it’ll be €52, so also consider the EC train, which can be as low as €54. Otherwise, the regional train (the type that costs the same no matter when you buy it) is €22, and the transfer in Verona only adds an hour more to your journey.

Once in Venice, you’ll want a vaporetto pass. Trust me – you don’t want to be lugging bags up and down those bridges! If you are 29 years-old or under, I highly recommend buying the Rolling Venice Pass. I wish I had known about it earlier! It costs €6, but in order to buy it, you must also purchase (at minimum) an unlimited three-day vaporetto pass for €27. With the pass, you also get discounts on many attractions, like a €12 – €15 discount entrance to the Doge’s Palace! The one-day transport pass alone costs €25, and the two-day pass costs €35, so getting the Rolling Pass quickly pays for itself. You can buy these passes online or in person once in Venice.

What to Do in Venice (Two Days)

Assuming you take a reasonably-timed morning train from Milan, you can get to Venice in the late morning. Add some time for navigating the canals to locate your accommodation, and you basically have a little under two days in Venice. (If that sounds like too little, you can remove the Burano and Murano day trip from the suggested itinerary below. But honestly, you’ll be fine!) If you want a more detailed walkthrough plus photographs of each of the below, check out my article on best things to do in Venice.

Day One

  • Piazza San Marco: This main square is where most of the (tourist) action is. Firstly, there’s the Basilica San Marco. It’s €3 to enter (shoulders and knees covered!), but there can be a very long line most hours of the day, so be careful what time you go. I went in the middle of the day when I saw it was shorter, and was in and out in 10 minutes! If you’d rather not risk it, you can book your time slot online during high season for an extra €3 more. Large bags are not allowed inside, but there’s luggage storage nearby that the basilica will tell you to use. Across from the basilica is the Campanile (the bell tower). You can take the elevator up it for €10 if purchasing in person, or pay a €2 booking fee to reserve online in advance. If you want to skip the line, it’s the same website as the basilica. There’s also the Doge’s Palace. Entry is €25 if booked over 30 days prior (or €30 otherwise), but only €13 (or €15) with the 29-year-old Venice Rolling Card I mentioned above. See the official site for more deets.
  • Bridge of Sighs: Walk around the Doge’s Palace, making a left turn around the corner along the water. From the first bridge, you’ll see the famous Bridge of Sighs. It’s named so because it connects to the prisons, and prisoners sighed while taking one last look over beautiful Venice as they walked through the bridge to their dooms.
  • Rialto Bridge: If you haven’t figured out by now, Venice has a lot of cool bridges!
  • Accademia Bridge: This was my favorite bridge, because it has such an amazing view.

Day Two

  • Take a half-day trip to Burano and Murano: Honestly, I did find this a little overrated, but maybe I’m just bitter because I got bad weather? I have an in-depth guide on how to visit the islands from Venice, as well as what each island is all about.
  • Fondaco dei Tedeschi: This shopping center has free rooftop views of Venice, but you’ll need to book in advance (I recommend at least a day or two prior to get your ideal time slot). It’s located right at the edge of the Rialto Bridge on Calle del Fontego.
  • The Grand Canal: The obvious way to float around Venice is on a Gondola. This will set you back €80 per gondola (six people max) in the daytime, or €100 sunset and later. Prices are fixed, so check current gondola prices, and don’t let anyone overcharge you. Alternatively, you can ride the vaporetto between San Marco and the train station, which is free since the vaporetto pass for the Burano and Murano day trip is still valid! I reeeeally recommend timing this during sunset. It’s SO pretty (and a lot less hectic).

What to Eat in Venice

These are some Italian favorites to try that come right from either Venice itself or the Veneto region.

  • Tiramisu: This beloved Italian dessert made from coffee-dipped ladyfingers, whip, sugar, mascarpone cheese, and cocoa is not from Venice itself, but rather from the nearby city of Treviso to its north. Nevertheless, anywhere in the region of Veneto is an “authentic” place to try this yummy sweet.
  • Risotto al nero di seppia: Some may find the black color intriguing, while others may find it off-putting. Either way, squid ink risotto is a must try while in Venice!
  • Aperol Spritz: Also called a Spritz Veneziano, you’re sure to spot this bright orange drink all throughout your two week Italy vacation. But this cocktail made from prosecco wine, Aperol, and soda water was actually invented in the Veneto region.
  • Belini: Another famous Italian cocktail invented in Veneto – but this time from the exact city of Venice itself. In fact, you can have it right in the very bar where it was invented, Harry’s Bar, in San Marco Square. (But be warned – this is a very expensive way to have it if you sit down at one of the tables there!) This cocktail is made with Prosecco wine and peach purée or nectar.
  • NOT PIZZA: If you are looking for an “authentic” Italian pizza, Venice is not the place to have it. As I mentioned above when explaining where you should try authentic pizza (Naples), pizza as it was first invented must be made in a wood burning oven. And Venice has none! Venice is built out of wood, and apparently wood burning ovens were banned after a pretty bad fire in the past. So if you fancy a pizza while in Venice, that’s fine, but know that it’s very far from “authentic” pizza!

How to Get Out of Venice

Alas, your epic two week Italy trip has come to an end! You’ll need to get out of Venice. Venice’s international airport is Venice Marco Polo Airport (VCE). There are a few ways you can get from Venice’s city center to VCE.

  • Option 1: By bus. From the Venice Piazzale Roma ATVO bus stop, ride the bus for €10. The ride takes 25 minutes. Purchase tickets at the ATVO ticket office in Piazzale Roma, from the automated ticket machine outside that ticket office, or online.
  • Option 2: By water bus. From any of Venice’s Alilaguna water bus stops at San Marco, Rialto, Fondamenta Nuove, or Guglie, ride the water bus for €15. The ride takes up to 1.25 hours. Purchase tickets onboard the water bus or online. Private water bus rides are also an option.
  • Option 3: By taxi. The fare for this 20 – 30 minute ride from Venice Piazzale Roma is around €40. Make sure you get into an official taxi. They should accept card, and you can double check this as well as fare before getting in. You can also purchase online in advance (select “Town > Venice (P.le Roma)” for Venice city center).

Hotel Recommendations to Match this Itinerary

It’s been my most-popular request, and I’ve finally completed it! I’ve created an Italy accommodation guide to match this itinerary. In it, I provide housing options that are perfectly located near each train and/or bus station that I use in this itinerary. That way, you don’t have to spend extra money on cabs but don’t have to drag your bag very far either. Check it out and let me know what you think!

Adjustments to this 14 Day Italy Itinerary

  • Starting in Venice instead of Rome: You can totally do this two week itinerary in reverse order. However, when you get to Florence and head to the Amalfi Coast, keep the Amalfi Coast portion in the same order. That is, still start at Pompeii and end in Capri. Then, head from Capri to Rome to end the trip.
  • Flying in or out of Naples instead of Rome: If you’re familiar with where these cities are located on the map and know that Naples has an airport, you might be wondering if you can use that instead of Rome’s. Well, the answer is yes! You actually save a bit of backtracking that way. But since most travelers reading this guide will find cheaper flights into Rome, and since the backtracking caused by that isn’t huge, that’s why I’ve started there. Also, my usage of half-days (like the first day in Rome after arrival, the stop in Pompeii en route to Sorrento, and the stop in Capri) are a bit logistically easier the way I have it. So if you do use Naples airport, you will likely have to rearrange the stop in Pompeii and Capri, depending on your flight time.
  • Flying in or out of Milan instead of Venice: Venice and Milan can easily be reversed in the itinerary, in case you find a good Milan flight. You’ll just train between Venice and the Cinque Terre instead of Milan and the Cinque Terre. This will, however, add about 1.5 hours to the train journey.
  • Visiting Siena instead of Milan: If you already know you have no interest in Milan, consider replacing that day with adding an extra night in Florence. From there, you can make an easy day trip into Siena (or any other town in Tuscany!).
  • Visiting Lake Como from Milan: If you can add just one extra night in Milan to this fourteen day Italy itinerary, you can squeeze in a lovely day trip to Lake Como from Milan. I detail exactly how to do it without a tour group and on a budget here.
  • Skipping Capri if it seems too hectic: If the half-day in Capri and evening train to Florence sounds too hectic, I don’t blame you. It might be more enjoyable to save Capri for a return trip to Italy. Use the extra day as another day in either the Amalfi Coast, or add an extra night in Florence or Milan for one of the day trips I mention above.
  • Day-tripping into Cinque Terre instead of spending two nights: If you want to allocate some days away from Cinque Terre in order to add them elsewhere, but don’t want to forego seeing Cinque Terre entirely, then consider taking a day trip to Cinque Terre from Florence. I explain how to in complete detail in the linked guide. This would mean skipping the stop in Pisa, though!

Any Questions on These 2 Weeks in Italy?

I know that was A LOT! If you’re planning your own two week itinerary for Italy soon and want some personalized advice, feel free to book a call with me to discuss your questions. Whether it’s a two week Italy honeymoon or you’re backpacking Italy two weeks, I love helping people plan their trips!

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Planning a trip to Italy soon? This two week itinerary for Italy has you covered! This travel guide has all the main things to do in Italy, like Rome, Venice, and Florence. It's also got coastal gems like Cinque Terre and the Amalfi Coast.
Planning a trip to Italy soon? This two week itinerary for Italy has you covered! This travel guide has all the main things to do in Italy, like Rome, Venice, and Florence. It's also got coastal gems like Cinque Terre and the Amalfi Coast.
Planning a trip to Italy soon? This two week itinerary for Italy has you covered! This travel guide has all the main things to do in Italy, like Rome, Venice, and Florence. It's also got coastal gems like Cinque Terre and the Amalfi Coast.

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321 Comments

  1. 4:14
    • Notes
    x 8 http://www.lefrecce.it
    •* ITALIAN ENGLISH
    ECONOMY O
    Editable
    SUPER ECONOMY O
    Not Editable
    FRECCIAYOUNG O
    Not Editable
    P1
    Passenger 01
    Carta FRECCIA/X-GO*
    Mandatory field
    Done
    73,80€
    45,80€
    38,00€
    You have an excellent itinerary and awesome instructions! I’ve been making my first plans to travel to Europe since retiring a few weeks ago. Going mid- Sept. Following your advice with the train purchase in advance. I’m not sure what they were wanting in these fields? Is this the passport number perhaps? I tried to paste the picture, but it didn’t work.
    I was going from Rome to Napoli Central, I assuming Rome Termini is my place to aboard? Yes if you could help me on the Mandatory field on what I need to enter and what the editble choices mean that would be marvelous 😁 Many thanks!

    1. Hi Tom,

      Thanks for the kind feedback on the itinerary! And congrats on your retirement!

      I just went through the steps to book the tickets, all the way to where to enter the credit card details, and I see the only mandatory fields (the ones with an asterisk mark) as first name, last name (surname), and email address. I don’t see anything that says editable or non editable. (I see it when selecting the fare type in the previous page, and I believe editable just means you are allowed to make changes (or “edits”) to the ticket after purchase.) I do see the Carta Freccia/x-go field, but it’s not a mandatory field on my screen. Maybe it’s a browser issue?

      And yes, it’d be Roma Termini to Napoli Centrale if you want to type the full names into the search.

      Hope that helps!

      – Em

  2. Just came back from Italy and we absolutely loved this itinerary.
    Didn’t read all the comments so maybe this as already been said but 2 little tweaks that I suggest.
    Keep in mind we are a family of 3 with a 12 y/o.

    1 – We skipped the half day in Capri, feeling those few days were a little too busy. Instead we spent half a day in Naples looking for OG pizza. This felt a little lighter than the proposed itinerary.
    2- If you like walking and are travelling light, don’t take the water bus pass in Venice. We walked the 2 days and never used it, but thanks for the tip 🙂
    3- We had an extra day and added it to Florence. We used that day for a day trip to 3 wineries, loved that too.

    Again, thank you this saved us a ton of research, loved it and loved Italy.

    To anyone reading, the times proposed at each location in this itinerary is fantastic.

    1. Hi Jonathan,

      Thanks so much for taking the time to come back and let me know how your trip went!! So glad to know you loved it, and I’m glad to know I helped!

      And thanks for those specific tips! People do skim the comments section and so I’m sure they’ll help others who are wondering about those points.

      – Em

  3. Hi Em, thanks so much for this itinerary, as first timers to Italy it gave us a great starter to base our plans on. We are from Ireland and plan is to stay 3 days in each of the following – Venice, Florence, Cinque Terre, Rome and Sorrento and then flying back to Ireland from Naples. Not sure how to fit Pisa and Pompeii into the plan mind you as there is so much to do. We plans to use the train system for most. Staying mostly in AirBnBs. Ant other advice for the newbies?

    1. Hi Drew,

      I’m glad to know this itinerary was helpful!

      That sounds like a nice route you have planned. You can stop in Pisa on the day you move from Florence to Cinque Terre, since you will have to transfer trains at Pisa Centrale anyways (unless taking the direct early morning or late evening train from Florence’s other train station), like I suggest in this itinerary. If you don’t like the sound of that, you can also do Pisa as a half day trip from Florence with one of your nights in Florence, either alone or combining it with a tour of another spot in Tuscany. Pompeii can be a stop between Rome and Sorrento on your travel day, just like I have in this itinerary. But it can also be a half or full day from Sorrento if you’d like, combined with hiking the volcano too if that interests you.

      It is a lot to fit in a short amount of time like you say, which is why I have things like Pisa and Pompeii as stops during travel days that pass right by them anyways, to save those few hours of doubling back on the trains that a round-trip day trip to either would instead require. But if other things sound like a more attractive use of your time, or if breaking up a travel day sounds too hectic, there’s nothing wrong with leaving those two spots out!

      I don’t really have too many more tips besides what I already mention about validating tickets that aren’t bought online, being careful of pickpockets at train stations, buying long distance train tix early for the costs savings, etc. I guess I can add that I’d get to train stations early enough to locate your platform and seats without stress. But like I said, your route sounds like a nice one, and it doesn’t seem too rushed, so I’m sure you’ll have a great trip!

      – Em

  4. Hi

    Would like to do a 14/16 day trip to Italy in April 26 for our 30th wedding anniversary

    Love your itinerary but would like some relaxation at the end of the trip.
    What would you recommend

    1. Hi Claire,

      How exciting!

      You could always remove Cinque Terre or the Amalfi Coast, since they offer similar things in that they are both on the sea and have colorful villages, and they are also both kind of inconvenient to get to. So I think choosing the one that interests you most and tacking the saved days onto the one you pick could be something to consider.

      CT would be harder to end in since it’s not near a huge airport and not at an “end point” geographically, if you draw a line through Italy’s main destinations. But Amalfi Coast is furthest south from what’s listed in my itinerary. So considering that, you could do Milan/Venice > Venice/Milan > Florence > Rome > Amalfi Coast (can day trip to Capri as a full day using one of the 2 extra nights saved from CT) and fly out of Naples (or Rome) to end at Amalfi Coast. That’d be a lot less moving.

      Alternatively, you can consider ending in Lake Como. I have a guide for a day trip to Lake Como from Milan, but it’s more relaxing to stay a few nights. The transport there via ferries is also less crazy than in the Amalfi Coast, if that is a concern of yours for full relaxation. So something like Rome > Amalfi Coast > Florence > Venice > Lake Como / Milan > Milan / Lake Como (fly out of Milan).

      Hope some of those ideas help!

      – Em

  5. Hi,
    I just found your page today and you are giving my hope that I may be able to pull off planning this trip for my family of 6 (Husband, daughter, 28, 3 sons, 19, 21, 23) We are a year out but I want to plan ahead and be as prepared as much as possible.
    Couple of questions.
    I am thinking we should eliminate either Cinque Terra or Amalfi. I feel like ending with a bit of relaxing may be fun for everyone after a lot of hustle and bustle.
    Pompeii is a must.
    Is Milan worth it? Although, daughter would love a unique, high end shopping experience.
    We are not foodies (thankful for pizza and pasta for picky eaters lol)
    Would love to be stationary for longer periods of time and do day trips as opposed to lugging suitcases (if possible).
    Thank you again for all of this wonderful and amazing information,
    Becca

    1. Hi Becca,

      I’m glad to know this is giving you encouragement to plan your family trip! Starting a year ahead is a good idea.

      Cinque Terre and the Amalfi Coast offer similar things in that they are both on the sea and have colorful villages, and they are also both kind of inconvenient to get to. So I think choosing the one that interests you most sounds like a fine idea.

      Whether Milan is worth it or not is up to you! Do you care to see the The Last Supper painting? Will you have FOMO about not having seen the city to have an opinion on it? Are you a big fan of the fashion houses based there? If the answer to those is no, I’d say you can skip it.

      Italy is truly one of the best destinations for food, and I’m not even talking about the fact that it tastes good. Whether adventurous or picky, meat lover or vegetarian, it’s really so much easier to find something for everyone there compared to most other destinations I’ve been to.

      CT would be harder to end in since it’s not near a huge airport and not at an “end point” geographically, if you draw a line through Italy’s main destinations. But Amalfi Coast is furthest south from what’s listed in my itinerary. So considering that and removing Milan, you could do Venice > Florence > Rome > Amalfi Coast (can day trip to Pompeii easily if based in Sorrento) and fly out of Naples (or Rome) to end at Amalfi Coast. That’d be a lot less moving.

      Hope that helps!

      – Em

  6. Thank you for posting such a detailed itinerary. I appreciate the great care you have taken to include so many details. Can you give me your thoughts on a couple of modifications I’m considering? I want to skip Capri and add in a day trip to Lake Como. I don’t care about time in Milan, but know we still need time to travel from Cinque Terre to Lake Como area. Should we stay in Milan anyway as a hub? I would love to use the extra day in the Amalfi Coast or Florence, but I think we need that Capri day to get us to Milan to be ready for a day trip to Como. Thoughts?

    1. Rome
    2. Rome
    3. Rome
    4. Pompeii to Amalfi Coast
    5. Positano
    6. Amalfi/Ravello
    7. Travel to Naples and train to Florence
    8. Florence
    9. Pisa and Cinque Terre
    10. Cinque Terre
    11. Train to Milan
    12. Day trip to Lake Como
    13. Venice
    14. Venice

    1. Hi Stephanie,

      Glad to know this has been helpful in your planning!

      Yes, how you have it listed out is exactly what I would say to do if you’d like to switch out Capri for Lake Como. Being in Milan is the most logical way to visit Lake Como as a day trip, since it is a direct train ride from La Spezia, Lake Como, and Venice.

      You could always use luggage storage in La Spezia the day of your checkout (I have used the one in the train station before, but a proper hotel should hold it at reception past check out), so that you can do something else with that day and then just travel to Milan in the evening to sleep before the day trip to Lake Como the next morning. For example, you could day trip into Cinque Terre another day, or visit Portovenere (I explain a bit about it here), or skip Pisa on the way into La Spezia from Florence (allowing you to either take the early direct train from Firenze Campo Marte rather than the main Florence station to La Spezia, or stay in Florence longer before heading to La Spezia) and then day tripping to Pisa that late morn/early afternoon before heading to Milan.

      Hope some of those ideas help if you want to make changes, but I think how you have it looks really good!

      – Em

      1. You’re so great for responding so quickly. I have a follow up question. Since you mentioned Portovenere and I had considered trying to squeeze a stop to Portofino in, but wasn’t sure if there really was enough time. If we tried that would you day trip to Portofino from La Spezia returning there the same evening to then train to Milan? Do you think there is enough time or is that a little too far?

        1. Hi Stephanie,

          Great minds think alike! I actually started typing Portofino in my last response but decided against adding it to the list of suggestions for a mix of reasons, the main one being that I’d NOT recommend you return to La Spezia and instead recommend you that take your luggage up to Santa Margherita train station and then continue up to Milan from there. But I wasn’t sure of direct trains to Milan and luggage storage.

          But I’ve just looked, and according to online forums and Google reviews, The Buffet Stazione Bar in the train station offers luggage storage. And there are direct trains to Milan. So that could work well for you! Just make sure you are going to either Milano Centrale or Milano Porta Garibaldi, as those are the central stations.

          Hope that helps!

          – Em

  7. Hey Em.

    My wife and I are planning our trip to Italy for our 40th wedding anniversary in late September. Already booked flights and hotels (based on your recommendations) and we are very excited about the trip. Couldn’t have put this together without your awesome information outlined in your itinerary.

    Quick question: As I am in the process of booking tickets for the Coliseum, Vatican Museums, Pantheon, etc., I have been seeing a lot of recommendations to purchase a Roma Pass or Roma Tourist Pass…….just want to know if you would recommend purchasing?……I have already purchased our tickets to the Vatican Museum and St. Peter’s Basilica on line from each respective website…..but still need to buy the Coliseum and Pantheon, etc and would like to know if this is worth it?

    Thanking you in advance and I really appreciate your in-depth itinerary.

    Safe traveling,

    Anthony Martinez

    1. Hi Anthony,

      I’m so glad I’ve been able to help in your planning!

      Besides the Vatican which you’ve already purchased tickets for and doesn’t seem included in the pass, the other spots I recommend in this itinerary are of course the colosseum/forum/Paletine Hill and pantheon, with optional entry into Largo di Torre Argentina and the Castelo by the Vatican if you care for those, but I’ve enjoyed them from just outside so far on my visits to Rome.

      The colosseum trio is €18 and the pantheon is €7 purchased online, adding up to €25. The cheapest Roma Pass seems to be €37, so if you are just interested in the colosseum trio and pantheon, it doesn’t seem worth it. If you have other things in mind, that might change that. I’m having trouble finding a simple list of what’s included or not, but I would just tally up the costs of everything you want to enter that the pass includes and see if the pass saves you money. I guess it also depends on if you plan to use a lot of public transport or not. The Vatican is furthest out from everything else, but the rest is quite walkable if you’re ok with a lot of steps each day.

      Hope that helps!

      – Em

      1. Em,

        Yeah we’re going to be hitting all the “touristy” spots. And we plan to do a lot of it by walking. So we will most likely forgo getting the pass at this point.

        Thanks for your insight.

        Best,

        Anthony

        1. You’re welcome! And have a great time celebrating your anniversary! 🙂

  8. Hey Em,
    My family and I are planning a trip to Italy in August (early to mid), and are wondering how the weather would be (average temperature, is it bearable, etc…?).
    Is there any way to rearrange the day trips to make the hussle level less ? As my mother ( 50 yrs) isnt very keen of very busy/packed travel days. Thus very busy (or packed) days would really tire her out, which could impact the following day.
    We would also like to add a 2-3 nights trip to the Dolomites at the end/beginning of our trip. And a day trip to lake como, maybe spend the night there and add a half day?
    Also I have an inquiery about the food/drinks there, we dont drink alcohol or eat pork as we’re muslims. Are there halal options of some of the famous Italian must haves, like pasta alla carbonara?
    We’ll be staying for 2 weeks, so how could we divide our days per city/town?
    Thank you in advance 🙂

    1. Hi F,

      Italy is normally quite hot and even a bit humid in August, but you can get an idea for each city by googling “[city name] monthly average weather” and seeing the average high and low temp.

      If I’m understanding your question correctly, rearranging wouldn’t really make things less hectic, because it’s still the same amount of things to see in the same amount of time. But removing the parts of the itinerary that interest you less or aren’t worth the hassle definitely would make things more enjoyable.

      For example, you could remove either Cinque Terre or the Amalfi Coast, since they are a bit similar, and they are both inconvenient to get to. With the days you save, you can add one extra night a few other stops, in order to spread things out over an extra day. For example, removing CT saves 2 nights. You can add 1 of those nights to the Amalfi Coast, in order to visit Capri as a round trip day trip from Sorrento instead as a stop en route to Florence.

      I haven’t visited the Dolomites yet, because they seem best/easiest to visit with a car rental, so I can’t comment too much on that. But they seem closest to Venice from this itinerary, so you might want to do schedule it before or after Venice, depending on your route.

      For Lake Como, you can see the main things in a day trip to Lake Como from Milan. But if you want to stay the night, Varenna would probably be the best base, since it doesn’t require a ferry ride, just a direct train from Milan. Como city is also an option, but it’s further away from the main things, which are in the center of the lake, like Varenna is.

      In order to fit in Lake Como and the Dolomites within 14 days, plus move at a better pace for your mother, you’ll of course have to remove things from what I’ve suggested. Perhaps you can follow my one week Italy itinerary with some extra nights to go slower, and then add the Dolomites and Lake Como. So something like Rome (4 days) > Florence (3 days) > Venice (2 days) > Dolomites (3 days) > Milan (2 days, one day as a day trip to Lake Como).

      As to halal food, I can’t say I’ve specifically seen halal versions of the most famous dishes (but I also wasn’t looking for that, so maybe that’s why). But I also don’t drink alcohol and usually eat close to a vegetarian diet, and I never have problems with food in Italy. It’s one of the few European countries where it’s really easy to avoid pork and even meat in general without missing out on a lot of the cuisine.

      Hope that helps!

      – Em

  9. Thank you so much for sharing your gift of travel and planning! It truly is, so greatly appreciated! This 2 week itinerary sounds, and especially looks from you photographs, AMAZING!!!

    Could you tell me, are any substitutions or alterations to this itinerary when traveling with a family of 5 that you would make? We are mid-40’s traveling with our 22yr old son, 14yr old daughter, and 10yr old son. I just dread the thought of coordinating luggage around for all of us LOL I know there will be complaining, we don’t even have to leave our own house for that! However, I want to soak in as much as we can, but, at a pace that is enjoyable.

    HISTORY is our love, not really art, and Rome will be our main attraction. We are all also foodies, so I greatly appreciate those recommendation, and that will be the second most important experience to us, trying out the authentic cuisine, especially pizza! Our daughter wants to mainly visit the Amalfi Coast and Milan, but I would rather visit Lake Como than Milan.

    Oh, my goodness, I hope this makes sense. Thank you again for your time and knowledge, God bless!!

    1. Hi Teresa,

      Thanks so much for your kind words! I’m glad to know this itinerary is helpful. 🙂 My first visit to Italy was with family around 10 years ago, and we had zero idea where to start! So this itinerary was written with that in mind.

      If you are visiting for just two weeks, hopefully you can all get by with just 1 backpack and 1 carry-on luggage each? Or maybe splitting 1 check-in luggage between 2 people? That will really help with so much moving around and with sharing hotel space in general.

      As for what to alter, I’d say that even though you are not super into art, I’d still keep Florence in and simply skip entering the main two museums, using that time instead to simply move at a slower pace and thus enjoy more sit-down meals or take a cooking class. I am not sure if by history you mean ancient history, but you may find the history of the Medici family’s role in making Florence relevant, especially as non-monarchs, so you can read/watch up on that before your trip. If you’d like, you can just walk around Florence on day one, seeing everything from the outside. Then, on day two, you can day trip from Florence to Bologna, which is capital of the region where a lot of the most famous Italian foods come from. You could consider a food tour like this one if you prefer to sample a bit of a few things.

      Since you love history and Roman history at that, I’d say Pompeii (or/and Herculaneum if you prefer something smaller but better preserved) is not to miss.

      The most inconvenient parts of this itinerary are getting to the Amalfi Coast and getting to Cinque Terre. So, especially since they do have similarities and neither are visited for their history, I’d consider removing one. Obviously that would be Cinque Terre, since your daughter is keen on visiting the Amalfi Coast. That would save you 2 days. That would also cut out the stop in Pisa, though, so if you care about that photo opp (it really is just a photo opp), maybe do that half day trip from Florence instead of Bologna. Though since you are into history and food, and visiting Pisa wouldn’t be about either of those things, you should be fine without it.

      I would also consider if the Capri half day trip between Amalfi Coast and Florence is worth it for your party size. If you really would like to visit, I’d consider adding one more night to Sorrento from the 2 nights saved by removing Cinque Terre. Then (whether you skip Capri entirely or tack on an extra night to Sorrento), on check out day from Sorrento when you head to Florence, you could have more time to stop in Naples for a pizza in its birthplace. You could leave your luggage in storage at Naples train station to walk more comfortably without all the bags (and thus be more alert for pick pockets 🙂 Naples can be quite shocking upon arrival, especially near the train station. But it seems to be getting more touristy with each passing year).

      I would probably add the second night you save from removing Cinque Terre to Milan, to be able to do this day trip to Lake Como from Milan. And since you are (hypothetically, lol) cutting out Cinque Terre, you can go Florence > Venice > Milan or Florence > Milan > Venice, whichever fits better for your flights you find.

      Hope some of those ideas help!

      – Em