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The Ultimate 2 Weeks In Italy Itinerary You Should Steal

Have you dreamed of spending 2 weeks in Italy? If so, this itinerary is for you! Planning your Italy itinerary should be fun and exciting, not stressful, which is why there’s this detailed post to show you how to spend 14 days in Italy!  This itinerary includes some of Italy’s most popular things to do as well as some lesser-known suggestions that may not be recommended by others. If you follow this itinerary, you will see the best of what Italy has to offer on your trip. That includes visiting the highlights as well as seeing some seaside villages.

For this 14 days in Italy itinerary, you will be provided with a breakdown of some recommended stops and the best sites to see at each. There is also a recommendation for how long to stay in each area. Since everyone is different, though, feel free to change this to fit what you would like to see! Instead of planning out every moment of every day of your 14 days in Italy, this itinerary provides you with a structured yet flexible itinerary to follow for your first trip to Italy! If you’re not sure what to pack, check out this list of 10 things to include on your Italy packing list.

Read next: 10 Days In Italy Itinerary

Enjoy a gondola ride on the canals in Venice

The Ultimate 2 Weeks In Italy Itinerary You Should Steal

Begin your 2 weeks in Italy Itinerary by flying into Naples

When flying into Italy, most tourists decide on flying into Rome or Milan, as those are the more popular airports. However, it is very possible to fly into smaller airports throughout Italy. This is great for your 2 week Italy itinerary. To begin your vacation to Italy, you can fly into Naples Capodichino Airport (NAP). This airport is very convenient, as it is only four miles away from the city center, and is the perfect place to start your 14 days in Italy! When booking your flight to Naples, an easy way to save money is checking to see if you can switch to a smaller airline. You will most likely already have a transfer on your way to Italy, so see if switching to a budget airline might make it a lower price tag. Once you have arrived at Naples Capodichino Airport, it is easy to catch a bus to Napoli Centrale Railway Station or take a taxi to the city center.

Begin your 2 weeks in Italy by flying into Naples

Getting Around During Your 2 Weeks In Italy Itinerary

When deciding how to get around during your 14 days in Italy, you have a few options. The first is by using public transportation during your trip. Italy has some amazing high-speed trains that can get you from city to city quickly and easily. This is the recommended use of transportation for this Italy itinerary, as it will get you to your destinations quicker, leaving more time for sight-seeing!

You could also rent a car or a Vespa for this 2 weeks in Italy itinerary. This will definitely be the more expensive option, though. On top of the normal rental price, you will also be dropping off the vehicle at a different location, which can really drive up the price. The tolls in Italy can also be pretty high, averaging about $25 a toll. This can add up pretty quickly, so you’ll need to budget at least $200 just for tolls. Parking can also be hard to find in some of the bigger cities. Having a car does give you a lot of freedom, though, and you can get from one town to another as quickly or slowly as you would like. There is also the option of hiring a private driver for your 14 days in Italy, but only if it works for your financial position. 

Read more: Pros And Cons Of Renting A Car In Italy

You can choose to rent a Vespa to get around Italy

Day 1-2: Naples

Whether you want to spend your first couple of days in Italy eating pizza, exploring, or both, Naples is an excellent spot to start your 2 weeks in Italy! How long you have in Naples depends on your flight and what time you plan on heading to your next destination. There is so much to do, so pick what sounds the most interesting to you, and get to exploring! You will probably be tired once you arrive, but once you take the time to rest, make sure you explore Naples during your 2 weeks in Italy itinerary.

Noteworthy Things To Do In Naples:

National Archaeological Museum of Naples

If you want to see all of the relics from Pompeii and Herculaneum, make sure to stop by the National Archaeological Museum of Naples. This museum is home to one of the most impressive selections of Roman art and artifacts in the world. Unfortunately, this museum can be confusing, so it is best to visit with a tour group or a self-guided walking tour from a guidebook. You don’t want to miss out on any of the artifacts from Pompeii and Herculaneum.

Church of San Francesco di Paola

Located on the west side of Piazza del Plebiscito is this beautiful 19th-century church. It is one of the most important pieces of neoclassical architecture in Italy. This church is actually inspired by the Pantheon in Rome, but you won’t find all of the crowds here.

Palazzo Reale (Royal Palace)

Palazzo Reale is a genuinely spectacular palace that is located in Naples. You should definitely try to make it here during your 2 weeks in Italy! It was initially built in the 1600s as a residence for a Spanish King, who never ended up going to Italy. It wasn’t used until the 1700s when it became the palace for a Bourbon King. It is also close to the Church of San Francesco di Paola, meaning you can easily see both of them while exploring.

Eat Pizza

It might not seem like eating pizza should be on this list of what to do in Naples, but it most definitely deserves its spot! After all, you are in the birthplace of pizza, so finding a restaurant serving up Naple’s signature dish is a must. If you want to find an authentic Neapolitan pizza, look for a place serving “pizza vera Napoletana.” If you are interested in trying a more “street food” pizza, then be on the lookout for pizza fritta. It’s fried pizza dough stuffed with cheese and/or meat.

San Carlo Theater

If you can grab a ticket to see the opera at the San Carlo Theater, it is highly suggested. San Carlo is the oldest theater in Europe and the largest theater in Italy, so it definitely worth seeing during your 14 days in Italy. If you are not able to snag a ticket to the opera, then take a guided tour so that you can still marvel at the interior.

Buy A Ticket To The Opera

The Veiled Christ

A truly spectacular sight, the Veiled Christ is a must while you are in Naples! Even if art and sculptures aren’t typically your thing, you will definitely appreciate the Veiled Christ during your 2 weeks in Italy. The Veiled Christ, which is located in the center of the Sansevero Chapel, was carved in 1753. You should definitely check out the Veiled Christ while in Naples!

Skip The Line By Getting Your Tickets Online

Il Duomo (The Cathedral) 

While you are in Naples, you must visit this 14th-century Cathedral! This Cathedral is a wonderful mix of periods and art styles, making it fascinating to explore. It was initially built in the14th-century but was destroyed by an earthquake in the 15th-century. There were many repairs and additions made, including the neo-Gothic Facade that was only completed in 1905.

Attend an opera at the San Carlo Theater while in Naples

Where To Stay In Naples:

There are so many options for where to stay in Naples. Whether you’re looking for budget, luxury, or something in the middle, there is an option for you. The area you want to stay in depends on what you want to do during your time in Naples. If you want to stay somewhere close to the airport where you still have relatively convenient access to some of the sights, you should stay in the Historic Center. If you would like to be closer to some of the popular attractions in Naples, you should try to find a hotel in Chiaia. No matter what you’re looking for during your 2 weeks in Italy, Naples will have something for you!

Stay Near Piazza del Plebiscito: Chiaja Hotel de Charme Check Rates: Booking.com

Mid-Range: Culture Hotel Centro Storico Check Rates: Booking.com

Stay In The historical Center: M Gallery Palazzo Caracciolo Check Rates: Booking.com

Luxury: Grand Hotel Vesuvio Check Rates: Booking.com

How Long To Spend In Naples During Your Italy Itinerary:

How long you spend in Naples will depend on what time your flight arrives and what time you are leaving. Whatever your schedule, we suggest that you spend at least one night in Naples. Since it is the beginning of your 14 days in Italy, you will most likely be tired, so this gives you some time to rest before starting to travel again. While you are in Naples, you should also try to get some sightseeing in, as there are so many incredible places to see!

Vist the Naples Cathedral while in Italy for 2 weeks

Day 3-4: Amalfi Coast

The Amalfi Coast is made up of multiple towns set along the mountainous coast of Italy. It is one of the most popular areas of Italy, and for excellent reasons. It is absolutely stunning and will leave you only wanting more. There are so many options for which towns to visit during your time at the Amalfi Coast, so whether you’re looking for the perfect beach, a more authentic (less touristy) town, or the best place for photos, there is a place for you! Once you decide on which area you want to stay in, then there’s the decision of where to stay. There are so many different hotels and bed and breakfasts to choose from, no matter your budget! The Amalfi Coast is the perfect place to relax during your 2 weeks in Italy!

You have multiple options for how to get from Naples to the Amalfi Coast. If you are driving, then it’s a pretty easy drive that should only take you around an hour. If you are using public transportation, then you have two main options. The first is the train between Naples and Sorrento, as of summer 2019 though, this option is having many delays and cancellations. It is still an option which is very cheap, but recently the service has not been consistant. Then you have the option of taking the ferry from Naples to Sorrento, which is called Metro del Mare. Taking the ferry is an excellent option for a couple of reasons. The first is that you have control over which towns you go to. The second is that even if you don’t stop at some of the popular coastal towns, you can still see them and photograph till your heart’s content!

What To Do At The Amalfi Coast:

Visit The Lovely Town Of Sorrento

This well-known town on the Amalfi Coast is definitely worth a visit during your 2 weeks in Italy. It’s located in the northern section of the Amalfi Coast and is most popular for its beautiful scenery and the lovely buildings situated along the coast. While in Sorrento, make sure to check out the gorgeous cathedral that was built in the 11th-century. There are also two different ports in Sorrento that hold fishing and sailing boats. If you find yourself interested in the history of Sorrento, you can go to two different museums during your time in Sorrento.

Admire The Colorful Positano

Positano is considered one of the most picturesque towns in Italy, and it’s not hard to see why. It is full of colorful houses that are set against the mountainside. If you want an extra-pretty view of Positano, take a boat out so that you can see all of this lovely town. Full of pretty beaches, cute cafes, and bright buildings, Positano is the perfect spot to relax during your 14 days in Italy.

See Praiano’s Gorgeous Sights

Praiano is located between Positano and Amalfi and is the perfect spot to take in some gorgeous views with fewer crowds. This town is not as well known as some of its neighbors, but that doesn’t mean that you should skip over Praiano. It doesn’t matter if you want to stroll through the quiet streets, take a dip in the ocean, or relax on the beach, you will find each to be incredibly enjoyable.

See The Popular Town Of Amalfi

Amalfi is the most popular of all of these coastal towns and is generally packed with tourists. Don’t be scared of the number of tourists though, Amalfi is still a gorgeous town to visit. Amalfi even has its own Cathedral, which is absolutely magnificent. There are also plenty of shops for you to spend an afternoon exploring.

For The Best Views On The Amalfi Coast, Visit Ravello

While the Amalfi Coast is known for its spectacular views, go to Ravello to see something rather extraordinary. Unlike the other towns on the Amalfi Coast that are built into the mountainside, Ravello is located at the top of the mountains, giving some breathtaking views. It is also much more relaxed than some of the other tourist destinations along the coast. There are also plenty of outdoor terraces where you can enjoy your evening meal taking in the ocean.

Head To Cetara For An Authentic Italian Town

If you want a more authentic experience, head to the town of Cetara. Unlike most other towns along the Amalfi coast, Cetara remains relatively unspoiled by tourism. It is a great place to head to for a day of relaxing. Cetara also has the only fishing fleet in this region that is still in operation, so you can see all of the fisherman going about their work.

Tour The Emerald Grotto

If you are feeling up for a bit of an adventure and want to leave the coast, take a tour to the Emerald Grotto, a genuinely spectacular natural occurrence. The Emerald Grotto is a collection of caves that are bathed in green light. They are only accessible by boat, so I hope you don’t get seasick! You can take either a car or a bus to get to the facilities along the road, then take an elevator down to the point of departure; it is open from 9:30 a.m. – 4 p.m.

Spend time relaxing on the beach during your 14 days in Italy

Where To Stay At The Amalfi Coast:

There are so many options for where to stay along the Amalfi Coast, whether or not you are looking for budget or luxury. Depending on how much you are willing to spend, there are certain areas that will be best for you. Positano and Amalfi are definitely going to be more expensive, so if you are traveling on a budget, these probably aren’t the towns you should spend the night. Ravello and Cetara would be much more budget-friendly options. If you are planning on staying in luxury though, you will have no lack of gorgeous and unique hotels offering first-class treatment!

Budget In Cetara: Cetara Albergo Diffuso Check Rates: Booking.com

Mid-Range In Ravello: Hotel Parsifal Check Rates: Booking.com

Private Beach In Amalfi: Hotel Miramalfi Check Rates: Booking.com

Luxury In Positano: Hotel Villa Gabrisa Check Rates: Booking.com

How Long To Spend At The Amalfi Coast During Your 14 Days In Italy:

You will probably want to spend 1-2 nights at the Amalfi Coast in order to have a chance to explore or relax. Because it is more expensive, you might want to spend 2 nights in Naples, then leave early in the morning to head to the Amalfi Coast. It’s around a 40-minute ferry ride to the Amalfi Coast, so you can spend the day exploring. This way you only spend one night on the coast but get 2 days of exploring. If you have found an awesome deal in Naples though, you might even consider staying at a hotel in Naples and taking the ferry both days. I would only deal with this though if you get an awesome hotel in Naples.

Enjoy the Amalfi Coast while you are in Italy

Day 5-6: Rome

Next up on your 2 weeks in Italy itinerary is one of the most popular cities in Italy, Rome. Rome is full of history, art, shopping, and some excellent restaurants! You will have no shortage of things to do during your time in Rome. You can spend your time exploring some of Rome’s historical sights, like the Colosseum or Vatican City, or strolling through the picturesque streets and stopping at some of the wonderful little cafes!

Driving from the Amalfi Coast to Rome will take you around 4 hours depending on the traffic, and be aware that the traffic in Rome can be pretty awful. You can also pay for a private driver, but this will come with a higher price tag than some of your other options.  For public transportation, you can take the ferry or train back to Naples, and from there take a train to Rome.

Top Things To Do In Rome:

Throw A Coin In The Fontana Di Trevi

While in Rome during your 14 days in Italy, make sure to stop by the Trevi Fountain and drop a coin in. Dropping in a coin means that you will return to Rome one day (why not throw in a few more coins for some extra luck on getting back to Rome?). This is one of the most famous landmarks in Rome, so get there early to beat the crowds!

Explore The Colosseum

No trip to Rome is complete without visiting the Colosseum, so make sure you make it there during your 2 weeks in Italy!  It is one of the most popular places in Rome, and it will be an experience you’ll never forget! You won’t be the only one planning on seeing the Colosseum though, so you should look into booking a tour. This way you can skip the lines and guarantee your entrance! 

Skip The Line With This Colosseum Tour!

Explore The Roman Forum

Although not as popular as the Colosseum, the Roman Forum is still an impressive sight, and it’s so close to the Colosseum! You only have to walk a few steps from the Colosseum, and you’ll be able to imagine how the Roman people used to live.

Book Your Tour For The Colosseum And The Roman Forum Here!

Visit Piazza Navona

If you are looking for a place to spend your afternoon shopping and eating at delicious cafes, head to Piazza Navona! It is one of Rome’s most popular squares, and for good reason! This square was built in the 15th-century and is a beautiful area to explore.

Admire Basilica Di Santa Maria Maggiore

Basilica di Santa Maria Maggiore is known as a Basilica Major, which means it is one of the largest churches in Rome. It is a truly magnificent structure and is well worth a visit during your 14 days in Italy! The interior is intricately designed with gold, frescos, and detailed paintings on the walls and ceilings.

Skip The Line With This Basilica di Santa Maria Maggiore Tour!

Climb The Spanish Steps

What would a visit to Rome be without seeing the famous Spanish Steps? You’ve probably seen them in a movie or two, as they are one of Rome’s famous landmarks. You should definitely try to see them during your 2 weeks in Italy! If you want to climb the steps (which is highly recommended) make sure to bring your walking shoes, as there are 135 steps.

Gaze Upon Castle Saint Angelo

Castle Saint Angelo, also known as the Mausoleum of Hadrian, is a circular castle that was once the tallest building in Rome! It was built in 129 AD and was originally intended to be a Mausoleum for the Emporer. It has now been connected to St. Peter’s Basilica, and if you climb to the top of the castle ramparts, you can see a stunning view of Rome.

Tour Castle Saint Angelo And St. Peter’s Basilica Here!

Visit The Pantheon

The Pantheon is a former Roman temple that is now a church. Not only is it one of Rome’s most popular landmarks, but it is also full of interesting history. You should definitely plan a visit during your 2 weeks in Italy itinerary.

Reserve An Affordable Audio Guide To The Pantheon Here!

Wander Through The Vatican City

There is so much to do in Vatican City, that you could easily spend one of your days in Rome just exploring this area. You’ll definitely want to explore other parts of Rome though, so you should decide on what you really want to do in Vatican City. The two main things to do in Vatican City are St. Peter’s Basilica and the Vatican Museums. If you are deciding between the two, we highly suggest touring St. Peter’s Basilica. It will be one of the most memorable experiences of your life! There are also the Vatican Museums that hold tons of history, and it’s where you will find the famous Sistine Chapel. The Vatican Museums will take about 3 hours to explore, and St. Peter’s Basilica will take around 1 to 3 hours, depending on how long you want to spend.

Vatican Museum And Sistine Chapel Fast Track Entry

Reserved Entrance For St. Peter’s Basilica

Sistine Chapel, Vatican Museums, And St. Peter’s Guided Tour

Admire the Colosseum in Rome

Where To Stay In Rome:

Staying near Vatican City while in Rome will be your best option, especially when you’re only going to be in Rome for two days during your 2 weeks in Italy. This way, you can walk to Vatican Square at night when it is all lit up and it is a peaceful getaway from the hustle and bustle of the city. We highly recommend taking a look at our detailed guide on Exactly Where To Stay In Rome! There are also lots of shops around! If you want to stay at an Airbnb, there are plenty of Airbnb options in Rome from budget to affordable depending on your funds for your Italy itinerary. 

Near Vatican: Relais Vatican View Hotel Check Rates: Booking.com | Hotels.com

Authentic Guesthouse: Viale Giulio Cesare Guest House Check Rates: Hotels.com

Mid-Range: Radisson Blu Roma. Check Rates: Booking.com | Hotels.com

Upscale: The Westin Excelsior Rome. Check Rates: Booking.com | Hotels.com

How Long To Spend In Rome During You 2 Weeks In Italy Itinerary:

For this 2 weeks in Italy Itinerary, we recommend spending 2 days in Rome. This gives you time to explore Rome, but still gives you plenty of opportunity for the other areas of Itlay that you will be visiting. You can, of course, alter this however you need to. Try not staying more than three days though, as this is plenty of time to explore Rome.

A view of St. Peter's Basilica from the water

Day 7-9: Florence and Tuscany

Next up on your 2 weeks in Italy itinerary is Tuscany, specifically it’s capital Florence. Florence is a much more laid back city than Rome, so it’s a great place to take your time while seeing what Florence has to offer. It’s also a very walkable city, so you will only need to use public transportation if you want to explore other villages. Getting from Rome to Florence is very easy to do by train, and it will only take you about 1 hour and 30 minutes.

For the best option, take the high-speed train from Roma Termini station to Firenze S M Novella in Florence. This will take 1 hour and 30 minutes. If you choose to drive, it will take you around 3 hours.

Top things to do in Florence:

Explore Boboli Gardens

If gardens are your thing, plan a visit to Boboli Gardens! Whether you want the perfect place for a photo op, or just want to admire the beautiful surroundings, this 16th-century garden is the place for you. Bring some sturdy shoes though, as Boboli Gardens is up a steep hill. You should plan on spending around 1-2 hours here, though you could spend less or more depending on your interest.

Boboli Gardens Skip The Line Tour

Visit The Duomo

While in Florence during your 14 days in Italy, make sure to stop by the Duomo. This Catholic Church towers over Florence and is pretty difficult to miss. If you plan on going in though, know that there is a dress code for women and men; your knees and shoulders must be covered. You also must be completely silent when visiting the Duomo. It is usually very crowded, but you can skip the line by taking a tour.

Skip The Line At The Duomo With This Tour!

Walk Across The Ponte Vecchio

If you are looking for a picture-perfect bridge during your 2 weeks in Italy, Florence has you covered! Ponte Vecchio is a beautiful bridge, and it’s the perfect spot to watch the sunset. You can also enjoy a leisurely stroll and some delicious gelato if you choose!

See David At Galleria dell’Accademia During Your Italy Itinerary

If you are a lover of art, then you definitely want to explore Galleria dell’Accademia. This museum is home to some of Michaelangelo’s greatest works, including the famous “David” statue. The museum gets very crowded, and since you don’t want to waste any of your 14 days in Italy, you should consider buying a timed ticket or booking a tour.

Timed Entrance Ticket For Michaelangelo’s David

Marvel At Renaissance Artwork At Palazzo Pitti

Palazzo Pitti is another museum to see if you are an art lover. It’s Florence’s largest art museum, and is full of Renaissance works of art! There are so many stunning works of art to admire, and it is a wonderful way to spend an afternoon.

Admire The Church Of Santa Maria Novella

If you are arriving in Florence on the train, then you will have no struggle in seeing the Church of Santa Maria Novella, as it is located right in front of the main railway station. It is a stunning church, and is a wonderful example of Renaissance architecture.

Skip The Line And Audio Guide Ticket For The Church Of Santa Maria Novella

Explore The Countryside Of Tuscany

Florence is the capital of Italy’s Tuscany region, but that doesn’t mean there’s nothing else to do. Tuscany is known for its beautiful countryside full of rolling hills and vineyards. Exploring the countryside will be easiest if you are driving, but is possible to take public transportation to some of the villages. For ideas on what to do in Tuscany, check out this Tuscany road trip.

Gaze upon the magnificent Cathedral in Florence during your 2 weeks in Italy

Where To Stay In Florence:

Florence is much smaller than Rome so if you are staying in the city center there really are no bad places to stay! Hotels in Florence range from affordable to luxury options. You can get a really nice hotel in the city center of Florence for a very reasonable price. 

Affordable: Hotel Bavaria. Check Rates: Booking.com 

Mid-Range: Globus Urban Hotel. Check Rates: Booking.com | Hotels.com

Upscale: Hotel Garibaldi Blu Check Rates: Booking.com | Hotels.com

How Long To Spend In Florence During Your 14 Days In Italy:

When deciding how long to spend in Florence, it’s important to think about how you want to see Florence. If you want to wake up early, maybe stay out a little late, and rush through some of the sights, it’s completely possible to see the highlights that Florence has to offer in a day. If you want to take your time, then two days is the perfect amount of time to stay in Florence.

Walk across this famous bridge while in Florence

Day 10-11: Venice

Venice, known as one of the most romantic cities in the world, is next up on your 2 weeks in Italy itinerary. Venice is the capital of Italy’s Vento Region, and it is made up of over 100 tiny islands! There is plenty to explore during your 2 days in Venice, and you won’t be disappointed! It is so easy to get to Venice from Florence, all you have to do is hop on a train and enjoy the ride!

The best route to go from Florence to Venice is to get on the train at Santa Maria Novela station in Florence and head to Venezia Santa LuciaIf in Venice. This train trip takes a little over 2 hours and is a nice easy ride. Driving will take you around 3 hours, though this will depend a lot on Rome’s traffic.

What To Do In Venice During Your 2 Week Italy Itinerary

Explore The Popular Piazza San Marco

Piazza San Marco, also known as Saint Mark’s Square, is the most popular square in Venice, and maybe all of Italy! It was built during the 12th-century and is in the center of the square at St. Mark’s Basilica, which you can tour. If you are looking to do some bird feeding during your 14 days in Italy, this is the square where everyone feeds the pigeons.

Skip The Line Ticket For St. Mark’s Basilica

Climb The Campanile di San Marco Bell Tower

While at St. Mark’s Square, why not climb up the bell tower? When you reach the top you will have one of the most beautiful views in Venice. The tower itself rises high above the square. It’s very popular, and you’ve probably seen it in many photos or the replica at Walt Disney World.

Skip The Line For St. Mark’s Bell Tower Here!

Walk Across The Bridge Of Sighs

Legend has it that when criminals were taken away from the palace, over the bridge, they would gaze at Venice for the last time and sigh as they thought about their upcoming punishment, hence the name the Bridge of Sighs. Who knows how true this is, but it’s something to think about as you cross the bridge on your way to Doge’s Palace.

Go On A Gondola Ride

One of the most popular things to do in Venice is to go for a gondola ride. Though it will require a bit of a splurge, what could be more fun than riding a gondola through the canals of Venice? This experience is unlike anything else that you will do on your 2 weeks in Italy itinerary.

20 Minute Gondola Ride

Admire The Architecture Of Doge’s Palace

Doge’s Palace is an ornate gothic palace right on the canals of Venice! It is not only a museum but a showroom, and it is one of the most impressive palaces you will see during your 14 days in Italy itinerary. Doge’s Palace holds lacework, paintings, sculptures and more and is a real treat for architecture lovers! You will definitely enjoy exploring this wonderful palace.

Timed Admissions Ticket To Doge’s Palace

Take A Tour Of The Venetian Islands

If you are struggling with deciding which of the Venetian Islands to visit during your 2 weeks in Italy, why not take a tour? You will visit the small towns of Murano, Burano, and Torcello, depending on what tour you take. Since Venice isn’t exactly a walkable city, the best way to see these islands and the lagoon is to take a guided tour. You will also learn lots of great information about Venice!

Boat Tour Of Venice Lagoon And Islands

Walk Over The Rialto Bridge

The Rialto Bridge is an iconic sight that you must see during your 2 weeks in Italy! While walking across the bridge is incredible, it is also absolutely beautiful to view it from afar. It’s the perfect place to get some great photos!

Enjoy a gondola ride on the canals in Venice

Where To Stay In Venice:

When staying in Venice during your 14 day Italy itinerary, we highly recommend staying in the city center! There is a variety of hotel and Airbnb options in Venice ranging from the budget $70 a night places to luxury $300 a night hotels. Please don’t forget to check out our VERY detailed guide on Exactly Where To Stay In Venice Italy!  There is something for everyone when planning your stay during your 14 days in Italy so choose the accommodation that feels right for you. We recommend staying near Saint Mark’s Basilica or the Rialto Bridge. No matter where you decide to stay, you are in Venice and that is something to celebrate!

City Center: Hotel Casanova. Check Rates: Booking.com | Hotels.com

Mid-Range: Hotel Al Nuovo Teson. Check Rates: Hotels.com

4-Star: Royal San Marco Hotel. Check Rates: Booking.com | Hotels.com 

How Long To Stay In Venice During Your Italy Itinerary:

Spending 1-2 days in Venice during your 2 weeks in Italy Itinerary should be enough time to experience what the city offers. The amount of time that you should spend in Venice really depends on how much you want to see, and this Italy itinerary can be easily changed to fit what you desire for your 14 days in Italy.

Admire the beautiful architecture of Doge's Palace during your 14 days in Italy

Day 12-13: Cinque Terre

Cinque Terre is a popular destination for travelers, and it definitely deserves to be explored during your 2 weeks in Italy. Cinque Terre is split into 5 villages or towns, and that is what the name translates to as cinque means 5 and terre means village. Each of these towns is beautiful and unique, and you should aim to explore each of them during your 14 days in Italy! Once you have made it to Cinque Terre, getting between the villages is incredibly easy, as there is a train that connects all five. The journey between villages only lasts a few minutes, so you’ll have plenty of time to explore!

The drive from Venice to Cinque Terre will be around 4 1/2 hours, and you will probably want to use public transportation once you get there, as it can be crazy and expensive to park. You can also take the train from Venice to Monterosso, which will place you in the perfect spot to explore the surrounding villages.

Top Things To Do In Cinque Terre During Your 14 Day Italy Itinerary

Hike The Monterosso Footpath

The Monterosso footpath connects the towns of Monterosso and Vernazza and provides stunning views of the towns! This hike is a bit challenging as you are going up the coastal cliffs, so plan on at least 1-2 hours to complete it. The views are worth the effort, but bring plenty of water, especially if you visit during the summer!

Explore The Church of San Francesco

Overlooking the Mediterranean Sea, the Church of San Francesco provides some pretty remarkable views of the dazzling blue water below. The church was built in the 17th-century and is a great place to stop while exploring Cinque Terre during you 2 weeks in Italy.

Visit Parco Nazionale Cinque Terre

This National Park is one of the smallest in Italy at only 15 square miles but it is also one of the most popular and most beautiful! Parco Nazionale Cinque Terre is one of the most heavily inhabited national parks in Italy and it is easy to see why! A one day pass costs $9 per person to enter the National Park. Parco Nazionale Cinque Terre is also a UNESCO World Heritage Site.

Take A Boat Tour Of Cinque Terre During Your Italy Itinerary

If you are short on time during your 14 days in Italy, consider taking a boat tour of the Cinque Terre villages. A boat tour will allow you to see all of the towns with ease and speed and you won’t feel like you missed a thing! A boat tour is an easy and affordable way to add Cinque Terre to your Italy itinerary even if you are short on time because you can see everything by water!

Boat Tour Of Cinque Terre With Lunch

Watch The Sun Set

It doesn’t matter where you do this, but while you are in Cinque Terre you must watch the sunset one evening. It is absolutely breathtaking, and you won’t regret taking the time to relax and take it in. This can and should be done from any of the 5 towns in Cinque Terre, so it doesn’t matter where you are staying for the night.

See some stunning views in Cinque Terre

Where To Stay In Cinque Terre

Which of the 5 towns you decide to stay in during your time in Cinque Terre really depends on what you’re looking for. Here’s a complete guide for where to stay in Cinque Terre! You have so many options when staying in Cinque Terre, that the hard part will be deciding between all of the beautiful hotels!

Enjoy The Nightlife In Riomaggiore: Locanda Ca Da Iride Check Rates: Booking.com

Stay In Manarola For The Best Views: Olimpo Affittacamere Check Rater: Booking.com

Corniglia Is Where To Stay To Escape The Crowds: Arbanella Check Rates: Booking.com

Stay In Luxury In Vernazza: Rooms Elisabetta Carro Check Rates: Hotels.com

Monterosso Has The Best Beaches: Villa Degli Argentieri Check Rates: Booking.com

How Long To Spend In Cinque Terre During Your 14 Days In Italy

Even though there are 5 villages that you can explore during your 14 days in Italy, the simple and quick transportation makes it possible to visit all of them within 1-2 days, depending on how long you spend in each village. You can adjust this, of course, but try to give yourself enough time to enjoy all that Cinque Terre has to offer.

See some beautiful sunsets in Manarola during your 2 weeks in Italy

Day 14: Milan And Fly Home

Your final stop on your 14 days in Italy is Milan, and it is where you will fly out of. Milan is home to a very large international airport and many affordable flight options fly in from all over the world. Beginning your trip in Naples and ending it in Milan is perfect, especially if you want to spend the majority of your Italy itinerary exploring! For this 2 week Italy itinerary,  you will get the most of your time by buying two one-way tickets. However, it would be rather easy if you needed to get back to Naples for a roundtrip flight. All you have to do is book a train or a flight. This could also be done the other way, by flying into Milan then heading to Naples.

Milan VIP Airport Transfer For Up To 3 People

Suggested Things To Do In Milan To End Your Italy Itinerary:

Take In The Breathtaking Milan Cathedral

Even if you are short on time in Milan, you must visit the Milan Cathedral to admire the stunning architecture, even if it’s just for a moment. You’ve most likely seen pictures of the Milan Cathedral, but it is so much larger and magnificent in person. Try to make it a priority to see during your 2 weeks in Italy!

Milan Cathedral And Rooftop Entrance Tickets

Go Shopping At Galleria Vittorio Emanuele II

If you want to get some shopping done during your 14 days in Italy, you must visit Galleria Vittorio Emanuele II. It is Italy’s oldest shopping mall, and a very popular place to spend time browsing through all of the fantastic stores. Even if you don’t want to shop, Galleria Vittorio Emanuele II is incredibly beautiful and deserves a visit just for the 19th-century glass-covered arcade that houses the mall.

Visit Sforza Castle In Milan

Sforza Castle in Milan is a 15th-century castle located right in the city. It is also home to various artistic works, including those from Leonardo Da Vinci! If you are looking to add another museum and art gallery to your Italy itinerary, make sure to put Sforza Castle on your list of things to do in Milan.

Explore The City On A Bus Tour

An easy way to explore Milan when you’re short on time is by doing a hop-on-hop-off bus tour! Even if you aren’t into doing super touristy things, you will still enjoy this bus tour of Milan. It will provide insider information to some of the most famous sites in Milan and you will easily be able to get off the bus should you want to explore more! This is perfect if you only have one day to tour Milan.

1-2 Day Hop On Hop Off Tickets

Go shopping in the prettiest mall in Italy during your 2 weeks in Italy itinerary

Where To Stay In Milan:

If you are catching your flight out of the Milan Airport the next day, we highly recommend spending your last night in Italy somewhere close to the Milan Airport. This will allow you to explore on the last day of your 14 day Italy itinerary without worrying about waking up early and taking a long transfer taxi or bus to the airport to catch your flight the next day.

Mid-Range: Sheraton Milan Airport Hotel. Check Rates: Booking.com | Hotels.com

Affordable: First Hotel Malpensa. Check Rates: Booking.com | Hotels.com 

How Long To Spend In Milan On Your 2 Weeks In Italy Itinerary:

You really only need one day in Milan during your 14 days In Italy itinerary at the most. Compared to other Italian cities on this itinerary, the highlights of Milan can be done very quickly. If you are looking for how to save time and budget days elsewhere in this 2-week itinerary for Italy, you can shorten the length of your stay in Milan as you can see the city in a short period of time. Use Milan as your gateway to the airport, stop off and see a thing or two, and then be on your way home!

There are some beautiful cathedrals to see during your 2 weeks in Italy itinerary

There is so much to see and do in Italy, that it can be hard to narrow down what you should do during your 2 weeks in Italy. This itinerary gives you some structure to make some of the big decisions a bit easier. It is also completely flexible, so you can easily change what it is that you see during your 14 days in Italy. Since not everything has made it on to this list, what are some of your favorite things to do in Italy?

the ultimate 2 week italy itinerary

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