Italy is an extremely popular travel destination for a reason. The picturesque countryside, extensive history, and, of course, delicious food (who doesn’t adore pizza and pasta?!), are just a few of the elements that draw crowds from around the world. There is so much to see that it would be impossible to see everything in a couple weeks. However, with an expertly planned 2 week Italy itinerary you can most certainly see many of the iconic sites that will definitely help you check off your bucket list (and more than likely leaving you feeling like Italy is a must-repeat trip!).
If you weren’t already, you are now absolutely sold on travelling to Italy. Let’s dive into the itinerary:
There is so much Italy travel content that it can be really challenging to determine what to prioritize and how to spend 2 weeks in Italy. I spent countless hours researching to create a 2 week Italy itinerary that is both realistic and exciting. Transparently, I jam-packed my itinerary with so many must-sees I came across on Pinterest and Instagram that everything was timed to the minute. If there is one thing I’ve learned after embarking on numerous 2+ week vacations it is that something will always throw off the plan. Therefore, this tried-and-true Italy itinerary I have put together accounts for mishaps and overall leaves space to actually ENJOY your trip. This 2 week Italy itinerary will enable you to plan your ideal trip to Italy so you can experience the highlights, learn the history, and go a bit beyond the beaten path.
Logistics Heads-Up
The main challenge to conquer first is the logistics of getting from one city to the other. Luckily, there are trains that go just about everywhere you need to get in Italy. The aspect that can be overwhelming is booking, timing, and tracking all the train details and logistics throughout the trip.
Article coming soon: How to Use Trains in Italy: A Practical Guide for First Timers
Amalfi Coast
I bring trains up first because that is the first thing that you will need to tackle after stepping off the plane. We flew into Rome then took various trains to get to Salerno where we flagged down a taxi to get from Salerno to Ravello. I chose Ravello as our base in the Amalfi Coast because it is less touristy than Positano and feels more romantic, which is perfect for a couples’ trip. Whether you’re travelling with your partner or solo, this is still a lovely locale. Ravello was absolutely beautiful and I would recommend staying here IF you do not mind planning transportation in advance. Driving on the Amalfi Coast is a no-go. The roads are very curvy and dangerously close to the edge of a cliff.
Let’s just say I had A LOT of lessons learned from the Amalfi Coast from transportation logistics to exploring beyond “instagrammable” spots.
Article coming soon: Amalfi Coast Highlights: What’s Actually Worth Seeing to learn from my mistakes on how to do the Amalfi Coast the right way.
Night 1 – Amalfi Coast
Travelling from Rome to Ravello took essentially the whole day. By the time we arrived and settled into our Airbnb we were exhausted and ready for dinner.
Tip #1: If basing yourself in Ravello, stay in the area surrounding Piazza Centrale. We stayed in an Airbnb that says it’s less than 20 minutes from the main Piazza, which is not much. HOWEVER, in Ravello that 20 minutes is ENTIRELY a steep incline up the side of a mountain. Trust me when I say that this gets very exhausting when every time you want food or wine you have to go on a steep hike after spending a full day exploring.
We gathered our sleep-drived selves and made our first of many treks up the side of a mountain to get to our dinner at Bella Vista sul Mare, which had a BEAUTIFUL view and delicious food to kick off our time on the Amalfi Coast.
Day 1 – Amalfi Coast
Pompeii Half-Day Trip
An absolute must is a day trip to Pompeii. This is the provider we chose:
It was a wonderful experience where we learned so much about the history of Pompeii. As an anthropology enthusiast, I was nerding out over the archaeological ruins. It is truly miraculous how intact the city is and there is something so awe-inspiring about walking the streets that people did thousands of years ago.

Upon returning from our excursion to Pompeii, we spent the afternoon exploring Ravello. As I mentioned earlier, getting out of Ravello to the rest of the Amalfi Coast requires advanced planning. While this can be a drawback, there is absolutely no doubt that Ravello has everything you could desire from an Amalfi Coast experience. There are plenty of delicious restaurants, scenic views, and a quaintness that feels so romantic and whimsical that spending a few days secluded in the mountains feels like the perfect getaway.
Villa Cimbrone
The next must is Villa Cimbrone. Walking from Piazza Centrale to the Villa is worth it just for the views. However, I highly recommend paying the Euros to go inside the grounds to explore. The gardens are stunning (perfect for a photo op) and we found it so peaceful to meander outside soaking in the vista of an endless ocean and stunning architecture as the backdrop.

Amalfi Coast – Day 2
Capri Day Trip
I highly recommend taking a day trip to Capri. It is very luxury-shopping oriented, so if you are like me and this is not of interest to you, have no fear. Traveling to Capri is a short ferry ride from Amalfi and is absolutely worth it for the vibes and views.
Article coming soon: How to Get Around the Amalfi Coast: A Practical Guide for First-Time Visitors to further explore how to not make the same mistakes we did by not booking transportation roundtrip from Ravello to Amalfi (hint: we hiked from Amalfi all the way back up to Ravello).
While Capri is an island, it is much larger than you might think. Ahead of our trip, I saved so many spots all over the island to go and see, but upon arriving we discovered that choosing a few beautiful spots within walking distance would be the best way to explore.
The first activity we did was go on a boat tour around Capri, which I highly recommend.
We learned a ton about the island and generally enjoyed watching the glistening blue waters crashing against the towering cliffs of Capri.
Tip #2: Skip the Blue Grotto. Yes, it’s Instagrammable and iconic. No, it is not worth waiting in line on a boat for 3 hours. Luckily, our tour guide set the expectation when we stepped on the boat that if there was a line we would keep cruising due to this common issue. I am glad they did so that we could enjoy more time exploring Capri.
We walked from the boat dock up to the main area in Capri. This was not too difficult, but did take about 30 minutes or so. I discovered later that you can take the funicular from near the boat dock up to the main area in Capri, which takes about 15 minutes. Once we reached the top, we wandered a bit to get our bearings and decided it was time to eat.
Lunch at Angelica’s
We ate at a delicious restaurant called Angelica’s where we indulged in limoncello spritz, unique pastas, and even dessert. We had a lovely experience here and I would highly recommend stopping here for lunch to refresh and treat yourself.

Belvedere Tragare Lookout
After our lovely lunch, we spent our time meandering the small, aesthetic streets and soaking in the fresh air. Our walk led us to Belvedere Tragare, which is an iconic lookout point. Now THIS instagrammable, iconic spot is absolutely worth the journey. We spent a portion of our afternoon just soaking in the views from this locale.
We made our way back through town and down the hill back to the boat dock where we caught our 5:15 pm ferry back to Amalfi. Watching the sunset behind the Amalfi Coast as we chugged back towards the mainland was thoroughly relaxing.
We concluded the day with a comforting dinner of mozzarella, pizza, and wine at Giardini Calce. Our meal was wonderful and I would recommend enjoying a meal here during your time in Ravello.
Amalfi Coast – Day 4
Positano Day Trip
The next day, we let ourselves sleep in a little bit and we arranged a shuttle to get from Ravello to Amalfi.
Tip #3: If basing in Ravello, shuttles are booked far in advance. We were lucky to get a ride from Ravello down to Amalfi, but we had to navigate the bus system in order to get back since a round trip was booked.
The morning was spent exploring a few of the “must-sees” in Amalfi. While Amalfi holds the first part of the phrase Amalfi coast, I can honestly say that this 2 week Italy itinerary will bring you through so many amazing places that skipping this city is completely fine. It is so overrun with tourism that nothing really seems authentic. From the food to the shopping, it is simultaneously expensive and just ok. However, if you plan to spend some time here, the Duomo and accompanying museum is really interesting and should be added to your itinerary if you plan to explore Amalfi.

We caught the ferry from Amalfi to Positano where we spent the afternoon exploring, eating, and drinking. I had made reservations at Lo Guarracino for lunch upon our arrival to Positano. I would absolutely return back to this restaurant. The food was fresh and delectable and the views over the water were unparalleled.

For the remainder of the afternoon, we wandered through the streets, soaked in the sites, and concluded with a limoncello spritz.

While waiting to board the ferry, there was a little shop selling lemon Peronis (popular italian beer) and we decided to purchase one for the ferry ride back. The sun had started to set by the time we boarded the boat, which made for a romantic ride back sipping on Peronis and watching the sky turn to darkness.
Day 5 – Travel: Ravello to Florence
I promised a realistic 2 week Italy itinerary, so I will share what we did and then what we should have done, which I highly recommend for you as you plan your 2 week Italy itinerary. In one day I had us taxi from Ravello to Salerno, ride the train from Salerno to Florence, lug our bags from the train station to our Airbnb (with our luck it’s no surprise that we had to do this in the rain), then hustle to the Academic Gallery for our timed ticket at 2:30 PM.
Let me be clear- I do not advise this at all and I will share what we should have done for a couple of reasons:
- Due to the rain, there were no taxis available so walking was our only option. If we didn’t have a timed ticket, we could have just camped out at a nearby coffee shop until the rain passed or gone ahead and walked like we did, but instead of being pressured to hustle we could have taken our time and refreshed when we arrived at the Airbnb.
- Timed entry at the Academic Gallery is a total joke. By the time we arrived, they were an hour behind so we had to stand in the rain waiting for our turn. However, when that time finally came they had essentially given up on monitoring the line and it became a free-for-all. Therefore, if the Academic Gallery is a must for you, I’d recommend going in the morning first thing to avoid running into the issue we encountered.
So what do I recommend for your transition day from the Amalfi Coast to Florence? Just get there. I would still recommend leaving around 7 AM from Ravello so that you can take a 9 AM train to Florence. It takes about 3 hours, so just enjoy the train ride then when you arrive, just get to your accommodations and settle in. This timing leaves you plenty of opportunity to grab lunch and then explore the city at a more relaxed place. There is so much to see in Florence so walking to see the Duomo and the Cathedral are wonderful ways to kick off your time in Florence.
Day 6 – Tuscany
Pisa, Siena, San Gimignano (Chianti Region) Day Tour
I would 1000% recommend dedicating a whole trip to just Tuscany, which we discovered is on our bucket list for our return trip to Italy. However, in this 2 week Italy itinerary seeing the highlights in a short amount of time is absolutely possible through this highly recommended tour we took from Florence. While it is a touristy way to see the Tuscan countryside, it is absolutely effective in enabling you to see and experience so much that it opens your eyes to realizing how beautiful this region is and leaves you wanting more.
In this tour, we explored Pisa, Siena, San Gimignano, and Chianti. This is the tour we booked and we had a lovely time and I would highly recommend it.
Pisa
Our first stop was Pisa, which was very quick. However, it was sufficient to allow time to see the leaning tower and grab a coffee. Truthfully, it’s a pretty touristy area so you do not really need much more time than an hour or so from what I observed.
San Gimignano
The next stop was San Gimignano, which was my husband and I’s favorite location on this tour. This quaint, medieval town offers stunning views and fascinating history.
We wandered the narrow streets just soaking in the sites and then decided to splurge by buying beautiful leather coats, for which Florence is known. Since we had a limited time in San Gimignano, we concluded our sojourn by enjoying a lunch at Le Vecchie Mura which offered beautiful views of the Tuscan countryside. For our next trip to Italy, my husband and I fully intended to spend at least a week exploring the countryside and absolutely return to San Gimignano to explore more deeply.

Siena
The last stop on this whirlwind tour was Siena. There was an option to add a tour of the city and the cathedral, which we opted out of. However, looking back I wish we had opted into the tour so that we could maximize our time in this city. That being said, we did thoroughly enjoy leisurely meandering while admiring the architecture.
By the time we returned to Florence, it was pretty late as this was a true full-day tour.
Dinner at Il Borro
We decided to eat at this cute restaurant we had passed a few times while walking around Florence. Il Borro is situated right by the river and I was able to get us a reservation where we sat inside with the windows fully open, so we had a perfect indoor/outdoor dining experience. The ambiance combined with the delicious food perfectly wrapped up a long day of exploring.
Day 7 – Florence
Uffizi Gallery
The Uffizi Gallery is a vast museum with so much to see that it is impossible to see in one day. A challenge I always find with large museums like this is that it can be so overwhelming to navigate the crowds, identify the iconic pieces, and figure out how much time to spend before being “arted out”.
While exploring Uffizi can be a lot to take on, I would still recommend spending a couple hours here to admire the art and architecture.
Article coming soon: How to Visit Museums in Italy Without the Crowds (What to Know Before You Go)
Pitti Palace
Next on the list is Pitti Palace. I actually found this to be even more charming than Uffizi. The crowds in Florence were intense, so inside Uffizi was nearly as overwhelming as being at the Louvre in the middle of the day in the summer in Paris. Pitti Palace was a breath of fresh air for us going from the shoulder-to-shoulder shuffles of Uffizi to the relaxed pacing of Pitti Palace.
I adore architecture and Pitti Palace offers this beauty in spades, in addition to many works of art from paintings to sculptures.
Boboli Gardens
Directly by Pitti Palace are the Boboli Gardens, which are sprawling grounds with lush plants and stunning views. This relaxed spot does not require a great deal of time; just enough to wander, snap some photos, and take a deep breath.
Cooking Class
A fun addition to our Italian vacation was a pasta cooking class. This is an absolute must to include in your two week Italy itinerary. These are offered in several cities, not just Florence, although it fits perfectly in this itinerary.

We had so much fun learning how to make pasta, which is a skill we brought home with us and exercise frequently to make pasta at home!
Add the class we took to your itinerary!
Order from a Wine Window
Wine windows are all over social media, so, yes, I hopped on the bandwagon to see whether it’s worth the hype. Is it just ordering wine through a tiny hole in the side of a building? Yes. Is it a fun experience? Also, yes! You only need to do it once, but it is a whimsical, fun activity that is easy to do and who doesn’t love wine?!

Day 8 – Florence
Winery Tour
We elected to embark on a winery tour through the Chianti region to see a bit more of Tuscany, and of course, drink some wine. This was a wonderful tour where we got to learn about and taste Chianti wines. We actually learned a great deal from this experience and we have brought that knowledge home with us to help us identify true Chianti wines at our local liquor stores.
Overall, this tour was a fantastic start to our day and gave us a glimpse at the Tuscan countryside, which once again left us wanting more.
I’d highly recommend the tour we took to get a taste of the Chianti region, literally and figuratively.
Galileo Museum
The Galileo Museum was a true hidden gem in Florence. We both have science educational backgrounds, so this museum appealed to both of us from that standpoint (my husband even more so as his career is as a scientist). But even if you are not a “sciencey” person, there is so much to appreciate in this museum to learn about how everyday items we take for granted were once industry breakthroughs. Not only that, it is not crowded at all. In fact, it was peaceful. We were able to actually walk through and digest everything on display, which is a lovely change of pace from the hecticness of the “popular” museums.

For a deep dive on this museum, article coming soon: Is the Galileo Museum in Florence Worth It? What to Know Before You Go
Quite frankly, I’d prioritize the Galileo Museum over some of the others in Florence. Which leads us to Piazzale Michelangelo.
Piazzale Michelangelo
The main artwork to see at the Academic Gallery is the Statue of David. While it is magnificent, the barrier to entry is exhausting with long wait times and battling crowds. Then once you’re inside, it’s a mad dash to see the Statue of David and muscle your way through just to catch a glimpse before moving on to see the rest of, in my opinion, an underwhelming museum.
Therefore, my recommendation is to skip the Academic Gallery and head to Piazzale Michelangelo where you will get to see the bronze version of the Statue of David. This takes you a bit off the beaten path and saves you time and headache. It is a bit of a walk up to the piazza, which is situated at the top of the hill. Once you are there, you are rewarded with the equivalently magnificent bronze Statue of David and sprawling views of the city of Florence.

Try: Florentine Steak
The last thing you should do before leaving Florence is try a Florentine steak. We had a delectable Florentine steak at Trattatoria Giovanni, which I recommend as a great spot to try this iconic dish.
Day 9 – Florence to Venice
I actually have a full guide on exploring Venice, which ended up being the most memorable place on our entire two week journey through Italy. I will include the highlights here, but I would recommend reading the article Venice is the Perfect Couples’ Destination: Here’s Why to get the full guide.
The train from Florence to Venice is just over two hours, so it is a relatively straightforward process from point A to point B. We arrived just before noon, so that left time for us to drop our bags and eat some Cicchetti before checking in to our Airbnb.
Try: Cicchetti
Cicchetti is a specialty dish in Venice that is akin to an appetizer, often served in a wine bar, which is exactly where we enjoyed this snack. Adagio was a cute little wine bar near our Airbnb where we sipped on Aperol Spritz and ate cicchetti to kick off our time in Venice.
Photography Session
Something I love to do on trips is schedule a photography session. This is not a budget activity, but I love capturing our travels with some professional photos for keepsakes.
I scheduled this on arrival day in the evening, which worked perfectly in terms of timing. We also paid a bit extra to get photographs on a gondola, which was so romantic and unique.
Day 10 – Venice
Doge’s Palace & St. Mark’s Tour (with gondola ride!)
This whirlwind tour includes a guided walk through Doge’s Palace where we saw the highlights of the palace and learned invaluable history about Venice. St. Mark’s was a bit busy, but it was worth it to see the beauty of the cathedral.
We also opted into a gondola ride at the end of the tour, which was so lovely and romantic.

Vivaldi’s Four Seasons Concert
A true novelty of our time in Venice was the Vivaldi’s Four Seasons Concert held at the San Vidal Church. Venice was full of so many charming experiences, but this one felt so magical with the beautiful music surrounding us in this magnificent church.
This is not only a Venice must, but a genuine bucket list experience. Be sure to click on the link below to book the same tickets we did.
Explore the Jewish Quarter
We did not leave as much time as we should have to explore the Jewish Quarter to the fullest extent, but the time we did spend was educational and humbling. Walking through this somber space is a stark reminder of true horrors that have been inflicted upon the Jewish community and I believe it is truly important to ensure you make space in your itinerary to visit the Jewish Quarter in any European city you visit to pay homage and to learn.
What we wished we had time for… the Peggy Guggenheim Museum
I was so bummed that we could not visit this museum during our visit. When I organized the trip, I did not realize that the block of time that we had as “free time” fell on a Tuesday, which happens to be the day that the Peggy Guggenheim Museum was closed. I would recommend that you bake this into your itinerary, or better yet, add a day to your time in Venice.
Day 11 – Venice to Rome
We woke up early to make our way to the train station. As we were crossing the bridge over the canal in front of the train station, a clear scammer tried to grab our bags under the guise that he was helping us over the bridge. DO NOT FALL FOR THIS. After travelling for almost two weeks and carrying heavy luggage it takes just one moment of weakness to give in and your bags are gone. This is my cautionary tale to stay vigilant around the train stations in Italy because, unfortunately, this is where unsuspecting tourists can have something bad happen to them. My goal here is not to fearmonger, simply to give you a heads up that there are a few key things to watch for while riding the trains.
The train ride from Rome to Venice is about 4 hours, which I used as an opportunity to catch up on my travel journal. I wrote an article with my tips for setting up your travel journal for a European christmas market trip, but the same tips apply to almost any trip.
Explore the Jewish Quarter
The Jewish Quarter in Rome holds so much history from a beautiful synagogue to ancient Roman ruins, it is worth setting aside at least an hour to explore (even more if you have time to stop for lunch). This was the first time I noticed metal squares on the ground in front of buildings to indicate where people were forced from their homes during World War II. Walking through this space feels heavy, but the experience is important.
Article coming soon: Exploring the Jewish Quarter in Rome: What to See and Why it Matters.

Trevi Fountain & Spanish Steps
When in Rome, you have to go to the Trevi Fountain and Spanish Steps. They are about 10 minutes apart walking distance so they are easily accessible from one another. I would recommend setting the expectation that these spaces are going to be very crowded and touristy.
This should not deter you from going to see these iconic spots, rather I’d recommend that you approach with this mindset that snapping a picture and a selfie then keep moving is the best approach. However, if it is your dream to get a stylized picture with the Trevi Fountain, then you should plan to go early – like being there at sunrise early, to avoid the crowds. Otherwise, admiring the fountain on your regular walks through Rome is perfectly acceptable. Something to note – it is no longer allowed to sit on the Spanish Steps. You can still take pictures but you have to be standing or moving to avoid a €250 fine.
Crypts & Catacombs Tour
This tour was one of the best activities we did during our whole two week journey through Italy. This tour took place in the evening and gave us exclusive access to see the 5 bone chapels of the Capuchin Friars. These monks created art out of the bones of their fellow monks who had passed, creating stunning chapels made of bones.

The next stop was the Priscilla Catacombs where a Sister living at the church led us on the tour of the catacombs below. We were not allowed to take pictures in this space, which allowed us to fully immerse in the experience. There were tombs dating back several centuries and drawings dated to the B.C. timeframe. I wish I had taken better notes on the tour, but I was so awe-stricken by the catacombs. This experience was so unique and you can only access these spaces by reserving a tour like the one we booked.
Day 12 – Rome
Colosseum, Palatine Hill & Roman Forum Tour
The first time I visited Rome, I explored these locations on my own. While it was still a fantastic experience, I would highly recommend booking a tour to get the most out of these historical places. There is so much history and information to absorb about these monuments that it is best experienced through stories told by a guide. We had a wonderful guide who was a little quirky but really brought the history to life through her storytelling.
Borghese Gallery
The Borghese Gallery is an absolute must when travelling to Rome. Not only are the grounds beautiful, the gallery itself has stunning architecture and works of art. The catch here is that you have to book well in advance for your timeslotted tickets. I booked directly through the Borghese Gallery website and presented the tickets on my phone upon arrival. The process was very smooth and it was well worth it to be able to explore this museum.

Tip #4: The Borghese Gallery is a bit farther out from the main attractions in Rome, such as the Trevi Fountain. Therefore, if you’re feeling tired by this point in the trip, I would recommend taking a taxi to and from the gallery to save yourself some time and steps. I am a big fan of walking everywhere, but this round trip walk left us feeling exhausted. FreeNow is the taxi app that we use to book taxis which was very handy at several points in our trip.
Article coming soon: Best Apps for Traveling in Italy (That Make Your Trip Easier)
Pantheon & Victor Emmanuel II Monument
On this trip, we did not have time to go into the Pantheon or go up the Victor Emmanuel II Monument. However, it is still well worth it to walk by these monuments to at least see them, which is what we did. If you have time to go inside the Pantheon, I would recommend you do so, as I had the opportunity to go in during my first trip to Rome and it is fascinating. That being said, if it just does not fit in your itinerary as it did not for us, then observing from the outside is also fantastic.
Dinner in Trastevere
We dined in Trastevere two of the nights that we were in Rome, which I would absolutely recommend you do as well. Rome offers some of the best food in all of Italy, so as long as you steer clear of tourist traps you will have the best pasta and pizza that you’ll ever have.
Article coming soon: A Guide to Eating in Rome: What to Know Before You Go has all the details to ensure you eat at the best spots on your travels through Rome.

Day 13 – Rome
Vatican Museums, Sistine Chapel & St. Peter’s Basilica Tour
Similarly to the Colosseum, Palatine Hill, and Roman Forum, when I had visited Vatican City the last time I was in Rome, I explored on my own. After having approached the Vatican both independently and with a group, I highly recommend booking a tour. There is simply too much to see and it can be overwhelming, so a tour makes it easier to not only enter the Vatican, but also to learn the history along the way.

One activity we did not do was climb to the top of St. Peter’s Basilica. I did this the first time I visited Rome, and I would highly recommend baking this into your time in Vatican City.
What made this experience even more smooth was that we visited Italy in October. I would highly recommend travelling during this time due to the comfortability of the weather and reduced crowds. This was especially true for the Vatican Museum. When I visited a few years ago, I travelled during the summer, so it was VERY crowded. While you will never fully escape the crowds in such popular areas, even slight thinning can make the experience that much more enjoyable.
Article coming soon: Best Time to Visit Italy: Why October Is Perfect (and What to Expect) to explore why the shoulder season may be best for your travels to Italy.
Castel Sant’Angelo
The last highlight to add to your Rome itinerary is Castel Sant’Angelo. This is a castle dating back to the second century that has a Renaissance art gallery, but also has a lovely lookout over the city of Rome.

A Few More Tips – 2 Week Italy Itinerary
- As you can see from this article, we scheduled a lot of tours. When planning your 2 week trip to Italy, I highly recommend adding in several tours. These experiences allow you to maximize your time on your travels.
- Travelling for two weeks can make packing complex. The goal is to pack light while also having a variety of items to create several looks.
Article coming soon: 2 Week Italy Itinerary Packing List: Guide to Packing Light & Stylishly
- Try to relax! Planning a 2 week in Italy itinerary is a feat. I always put so much pressure on myself to make it perfect, but from experience I can tell you it will never be perfect. However, it will absolutely be a lot of fun if you plan ahead of time, yet still leave yourself open to the excitement that will surface along the way. This 2 week Italy itinerary gives you a fantastic itinerary that you can use, add your own spin, and enjoy the journey.
The Wrap Up – 2 Week Italy Itinerary
As this itinerary has revealed, there is a lot to see and experience in Italy. From delectable food to historic sites, trying to deeply savor all of it is a true challenge. However, this two week Italy itinerary will ensure that you maximize your time in Italy, while also likely bringing you to the realization that returning to Italy for another trip is a necessity.
Summarizing the 2 Week Italy Itinerary:
- Amalfi Coast: 4 days, 5 nights
- Ravello as home base
- Pompeii Half-Day Trip
- Villa Cimbrone
- Capri Day Trip
- Amalfi Exploration
- Positano Half-Day Trip
- Florence & Tuscany: 4 days, 5 nights
- Piazza del Duomo, Cattedrale di Santa Maria del Fiore
- Pisa, Siena, San Gimignano (Chianti Region) Day Trip
- Uffizi Gallery, Pitti Palace, Boboli Gardens
- Pasta Cooking Class
- Winery Half-Day Tour
- Venice: 2 days, 3 nights (if you have time, add an extra day!)
- Jewish Quarter Exploration
- Doge’s Palace & St. Mark’s Tour with Gondola Ride
- Vivaldi’s Four Seasons Concert
- Rome: 3 days, 4 nights
- Jewish Quarter Exploration
- Trevi Fountain, Spanish Steps
- Crypts & Catacombs Tour
- Colosseum, Palatine Hill & Roman Forum Tour
- Borghese Gallery
- Vatican Museum, Sistine Chapel, and St. Peter’s Basilica Tour
I truly hope that this comprehensive 2 week Italy itinerary alleviates the stress of planning your two week travels through Italy. When planning my trip, it took a great deal of time and energy to put everything together, so I am hopeful that this itinerary reduces most of that work so that you can focus on the fun stuff, like planning your outfits, and the easy stuff, like booking tickets.


