Perfect 2 Weeks in Italy Itinerary for First Timers: Rome, Tuscany, Venice, Milan
Traveled in May 2015
Italy was one of my first bucket list trips after I started working and had the funds to travel. I had been to Italy before on guided tours where you just see a blitz of cities, and really wanted to spend time exploring the cities on my own. This 2 week Italy itinerary hits all the highlights of Italy, from Rome to Tuscany, and Venice to Milan. We visited all the major arts and cultural sights, but at a slower pace so we could actually remember everything 10 years later. One of the greatest joys of traveling in Italy is embracing la dolce vita and truly savoring the day. If you’re looking for a 2 weeks in Italy itinerary that balances must-see highlights with a slower pace, this itinerary has you covered!

- 2 Weeks Italy Itinerary
- When to Go
- How to Get There
- Where to Stay
- How to Get Around
- Italy Travel Tips
- Show Me the Money
- How to Stay Connected
- 2 Weeks Italy Itinerary at a Glance
- Day 1: Arrive in Rome
- Day 2: Main Sights in Rome
- Day 3: Vatican City
- Day 4: Borghese Gallery
- Day 5: Travel to Siena
- Day 6: Wander Around Siena
- Day 7: Day Trip to San Gemignano
- Day 8: Travel to Florence
- Day 9: Uffizi Gallery
- Day 10: Travel to Venice
- Day 11: Doge's Palace
- Day 12: Travel to Milan
- Day 13: Last Supper & Galleria Vittorio Emanuele II
- Day 14: Fly Home
2 Weeks Italy Itinerary

When to Go
I prefer visiting Italy in the Spring or the Fall for the weather. April, May, September, and October tend to be sunny without the intense heat. However, those are also the most popular times and can be more crowded. We did this 2 weeks in Italy itinerary in May and the weather was beautiful and sunny without being too hot.
I’ve visited Italy in the middle of summer and sightseeing in those temperatures is pretty unbearable, especially in the south of Italy. Winter is low season, so prices are more affordable. But there is more chance of rainy weather.
How to Get There
The main international airports in Italy are in Rome-Fiumicino (airport code FCO) and Milan Malpensa (airport code MXP). For this 2 weeks in Italy itinerary, we flew into Rome and out of Milan to save time.
Booking tip: certain flight searches like Kayak, Skyscanner, or Google flights allow you to set price trackers that will alert you when the price of your flight changes. I never book a flight without tracking prices first because there is no better feeling than snagging a good deal! And if you book your flights with a travel credit card like the Chase Sapphire card, the card usually includes some travel insurance protections (like lost luggage reimbursements, trip delay reimbursements, or trip cancellation insurance) to save you the cost of buying extra travel insurance. Use my contact form if you’re looking for a credit card referral with bonus sign up points!
Bonus Booking tip: sign your kiddo up for frequent flyer accounts with airlines to start earning airline miles for them! Most airline miles do not expire for minors so your kiddo will thank you later.
Where to Stay
For this itinerary, we stayed 4 nights in Rome, 3 nights in Siena, 2 nights in Florence, 2 nights in Venice, and 2 nights in Milan.
Rome
We stayed near the Colosseum in Rome in the Monti district. This central location made sightseeing really convenient. It also felt safe to walk around, and there were plenty of food options nearby. We walked to most of the sights below from this location, but the Cavour metro station was also just down the street.
- Hotel Paba ($$$) – spacious, modern rooms in a great location down the street from the Colosseum. Many different room sizes to choose from, including triple and quadruple for families.
- Guest House Cavour 278 ($$) – charming, family-run guesthouse just down the street from the Colosseum, where you’ll feel right at home.
- Condominio Monti Boutique Hotel ($$$) – a little further from the Cavour metro station, but has larger room sizes (triple, quadruple rooms) and a suite with a kitchenette for families.
Siena
We stayed on a side street a couple minutes walk away from Il Campo, and it was the perfect location slightly away from the tourist crowds but close enough to walk to everything. Many of the accommodations are in restored buildings. Small hotels and B&Bs usually only have a couple rooms, some of which have shared bathrooms or bathrooms outside the room, so book early for the rooms with ensuites.
- B&B Il Corso ($$$) – great location just one block away from Il Campo, reasonable price for the location, rooms are in a renovated historic building so some can be cozy.
- AmiRooms Affittacamere ($$$$) – great location just one block away from Il Campo, renovated and spacious rooms.
- B&B Le Aquile ($$$) – located between Il Campo and Duomo, with a variety of room types, including a triple room and a cheaper room option with an external bathroom.
- Hotel Palazzetto Rosso ($$$$) – larger boutique hotel in a renovated historic house with quirky modern rooms, has offsite parking nearby for a fee.
Florence
We stayed just around the corner from the Piazza della Signoria and loved the location. It was close enough to all the sights so that we could walk everywhere, but tucked away in a quiet alley.
- Casa Thiele alla Signoria ($$$) – renovated rooms in a historic building, one block away from Piazza della Signoria but with great soundproofing. No elevator, requires walking up 3 flights of stairs.
- Hotel Renaissance ($$) – boutique hotel with basic rooms but good rates for the area, just a block away from Piazza della Signoria. Some rooms have a Turkish Bath in the bathroom.
- Casa Uffizi Tower House Boutique Hotel ($$) – cozy rooms in a historic building with an excellent location right next to Uffizi Gallery. No front desk and no elevator, rooms are up a long flight of stairs.
Venice
We stayed north of St. Mark’s Square in Venice. The location was very central for sightseeing, which we loved, but note that it can be a bit more noisy because it’s in the middle of the tourist action.
- Hotel al Piave ($$) – small rooms in a great location, but good value for the location.
- Hotel Montecarlo ($$$) – charming boutique hotel a couple minutes walk from St. Mark’s Square. Triple room and apartment available for families.
- Residence Corte Grimani ($$$$) – large apartments with canal views one bridge away from St. Mark’s Square.
Milan
Staying near the Duomo is the most convenient for sightseeing and transportation connections, but it is also the most expensive. We stayed a short walk away from the Duomo, but near a Metro station. Note that Milan is a convention city and when there is a convention, hotel prices can rise significantly.
- Guest House Castello ($$$) – across the street from the castle, boutique hotel with modern rooms. But note that bookings are non-refundable.
- The Square Milano Duomo ($$$) – great location 5 min walk to the Duomo, with a nice rooftop bar with great views.
How to Get Around
Although you could rent a car for this 2 weeks in Italy itinerary, the thought of driving in cities like Rome makes my head spin. We did this trip completely through public transportation on Italy’s well-connected bus and train lines. Italy’s Trenitalia train lines connect all of the major cities with quick and frequent trains. Buses and trains are easy to book online ahead of time. I always prefer booking ahead when possible for my peace of mind – the train and bus stations in Italy are chaotic enough without having to wait at the ticket windows. Trenitalia also has an app where you can purchase tickets and keep them organized in one place.

Within the cities, we stayed in central areas and did a lot of walking. We also took the Metro, though tried to limit it to avoid pickpockets because it was often crowded. Most cities use contactless “tap-to-pay” systems for the Metro, where you just tap your contactless credit card at the turnstiles and tap on the way out. (Note that only one credit card can be used per person for this.) Taxis are not too expensive, but we were wary of getting scammed so did not use them often. Uber is now available as well. While Uber may be more expensive than the taxi, you can have the peace of mind of knowing exactly how much you will pay.
Italy Travel Tips
- Pickpockets: pickpockets in Italy can spot a tourist a mile away. We never felt unsafe like someone would mug us, but because of the crowds pickpockets can be very successful. We actually used hidden belt wallets for our passports and extra cash in Italy. And I always kept my purse and backpack in front of me.
- Buy tickets ahead of time: Italy is definitely not a hidden gem. There are hordes of tourists and lines everywhere. We bought tickets early online whenever we could to reserve a time slot. Because we only had a couple days in each city, we did not want to waste time standing in lines.
- Dress modestly for churches: even in hot weather, there is a dress code for visiting most churches. Usually no bare shoulders and no shorts are allowed, so dress accordingly.
- Tipping & service charges: some restaurants charge a “coperto,” or cover charge which basically covers the cost of bread, linens, and cutlery. It is required even if you don’t eat the bread. Tipping is not required, but some restaurants may include a “servizio,” or a 10-15% service charge. You don’t need to tip additionally on top of this. Otherwise, tipping isn’t expected (and definitely isn’t as generous as in the US). Usually just rounding up the bill by a couple euro is fine. Credit card receipts don’t provide a tip line here, so you would have to pay the tip in cash or let the server know to enter a different amount including the tip before paying.
- Travel adapters: Italy’s plugs use 2 round prongs, so you will need a travel adapter for electronics.
- Credit card pins: in the US, we are used to having a PIN for debit cards, but we often don’t need one for credit cards. However, you may rarely need a PIN for your credit card as well when traveling abroad. I learned the hard way that there is no immediate way to get your credit card PIN when you’re traveling. The bank usually needs to send it to you through snail mail, so request it before your trip.
Show Me the Money
Italy is part of the European Union, so the currency used is the Euro. Credit cards were widely accepted, so we mostly relied on our no-foreign-transaction-fee credit card. We use the Chase Sapphire Reserve card and American Express Gold card. Always choose to pay in the local currency rather than USD for a better exchange rate. We did withdraw a small amount of Euros after we arrived just in case, but we didn’t really need it. If withdrawing any cash, look for ATMS run by the local banks and always choose to withdraw the amount in Euros rather than USD for a better exchange rate.
Saving tip: to avoid ATM fees (from the foreign bank and your bank), look for a checking account that offers ATM fee reimbursements. I can personally recommend the Schwab investors checking account and the Betterment checking account for this purpose.
How to Stay Connected
Because we took this trip before e-sims were commonly used, we bought tourist prepaid sim cards for our cell phones during this trip. Orange and Vodaphone are two popular cell phone companies in Europe and sell prepaid tourist sim cards that can be used throughout Europe.
However, now we always use e-sims from Airalo.
If you have an unlocked phone, then you can either purchase a prepaid sim card or you can use an e-sim. The e-sim is the cheapest way to get international cell phone data. We had a great experience using Airalo to purchase an e-sim on our trip to Canada, Switzerland, and Japan and it worked seamlessly. The downside is that you only have data and no phone service when using Airalo e-sims, so it’s a good option if you don’t anticipate needing to make phone calls.
- The Airalo website has great tutorials and I also watched this Youtube video for more installation tips. We usually start the installation process at home to load the e-sim into our phones, and then once we land at our destination we turn off our US e-sim and turn on the international e-sim.
Airalo offers local e-sims for specific countries or regional e-sims for all of Europe. For this trip to Italy, you could either buy an Italy e-sim, or get the regional Europe e-sim if traveling to other European countries.
2 Weeks Italy Itinerary at a Glance
| Day | Activity | Sleep In |
|---|---|---|
| 1 | Arrive in Rome | Rome |
| 2 | Colosseum, Pantheon, Forum Piazza del Popolo, Trevi Fountain, Spanish Steps | Rome |
| 3 | Vatican City | Rome |
| 4 | Borghese Gallery | Rome |
| 5 | Travel to Siena Duomo | Siena |
| 6 | Siena City Hall Walk around Siena | Siena |
| 7 | Day trip to San Gemignano | Siena |
| 8 | Travel to Florence Accademia Mercato Centrale Duomo | Florence |
| 9 | Uffizi Palazzo Vecchio | Florence |
| 10 | Travel to Venice St. Mark’s Basilica Gondola Ride | Venice |
| 11 | Doge’s Palace Wander around Venice | Venice |
| 12 | Travel to Milan Duomo | Milan |
| 13 | Last Supper (Church of Santa Maria delle Grazie) Galleria Vittorio Emanuele II | Milan |
| 14 | Fly Home |
Day 1: Arrive in Rome
The quickest way to get from the airport to the center of Rome is to take Trenitalia’s Leonardo Express train from the airport (Fiumicino Aeroporto) to Rome’s Termini train station. Then transfer to the Metro or take a taxi to your accommodations.
- Buy tickets for the Leonardo Express train on the Trenitalia website, Trenitalia app, ticket machines at the station, or ticket offices. There is a discount if buying 4 tickets at a time.
- From arrivals at the airport, follow the signs to “Stazione/Railway Station” to get to the Leonardo Express train.
If you have a larger group, it can be just as budget friendly to hire a car rental to take you from the airport to the hotel. It may take a bit longer than the train depending on traffic, but it will save yourself from having to figure out Metro station transfers when jetlagged.
La Passeggiata (Evening Stroll)
“La passeggiata” is a beloved Italian tradition where people head out in the evening for a stroll, catching up with friends and neighbors along the way. When in Rome, do as the Romans do! We arrived in the evening and it was so refreshing to see locals out and about, chatting and laughing with friends on their evening walks. There was much more of a community feel, even in a big city like Rome. It was a nice reminder at the beginning of our trip to slow down and be present, and make time to connect with loved ones – basically a lesson in the essence of la dolce vita.
We went to the area around Via del Corso between Piazza del Popolo and the Spanish Steps for the most lively atmosphere, since it is the most popular place for passeggiata.
Day 2: Main Sights in Rome
If it’s your first visit to Rome, you have to see the Ancient Roman sites. In my opinion, it’s worth braving the crowds to see these pieces of history. To save time, we always bought our tickets ahead of time online. But sometimes, even the line for ticket holders was super long! We definitely had to mentally prepare ourselves for the crush of people for this day of sightseeing. Like going to Costco on a weekend.
Pro tip: If buying tickets online, try to buy from the official website. The official websites are sometimes hard to find if you are just Googling it – many times the first results in the search are resellers. I’ve included official websites below.
Colosseum & Roman Forum
Seeing the Colosseum in real life feels surreal. To behold something that has existed since Ancient Roman times is mind-boggling. We stayed near the Colosseum and seeing it lit up at night was beautiful. The best view of the Colosseum is from the north side (near the Colosseo Metro station), where it’s most intact. If you can handle the crowds, we thought it was worth it to go inside. We already traveled all this way – might as well do it all!

The tour of the interior of the Colosseum follows a one-way route. There are some exhibits with reconstruction models and drawings showing how the Colosseum was built and used. Note that you can’t actually go onto the reconstructed arena floor unless you get the Full Experience ticket. If you have the cheap tickets (like us), then you just get to see the arena floor from a viewing area.

From the Colosseum, we walked to the Roman Forum. The Roman Forum was the birthplace of Ancient Rome and was the center of the Roman life. Visiting the Roman Forum takes a bit more imagination since the buildings are not as fully intact. But it is amazing that we were walking on the same stones as Caesar!

How to Get Tickets:
The Colosseum, Roman Forum, and Palantine Hill all have one single entry ticket. The Colosseum has a timed entry, but the Roman Forum and Palatine Hill do not. Buy tickets on the official website for the Colosseum as soon as possible so you can choose a good entry time! If you get an error message, it could be because the website only works during the Colosseum’s open hours.
Try to get the earliest morning slot for the Colosseum for the fewest crowds. We went at opening and it wasn’t terrible, but the line was crazy (even for ticket holders) by the time we left.
We were young and fit during this trip, so we walked the 20 minutes from the Roman Forum to the Pantheon after lunch. We stopped for a gelato break at Tre Scalini Gelateria at Piazza Navona on the way. The Four Rivers Fountain in the piazza was a picturesque place to sit and enjoy our gelato. The Pantheon is only a 5 minute walk away.

Pantheon
The Pantheon is amazingly well preserved for something dating back to Ancient Rome. One of my favorite things about Rome is that these historical structures seem to sprout up in the middle of modern structures and neighborhoods.

How to Get Tickets:
Entrance fee is 5 euros. Buy tickets online from the official website here. When purchasing online, you’ll have to choose a date and entrance time.
You can also buy tickets at the ticket window or at the kiosks on site.
From the Pantheon, it’s about a 10 minute walk to the Trevi Fountain.
Trevi Fountain
The Trevi Fountain is a symbol of Rome. Once you’re standing in front of it, you really feel like you’re in Rome! The location of the Trevi Fountain seems designed for maximum impact as well. We couldn’t see the fountain on the way there, we just knew we were getting closer because we could hear the liveliness and then all of a sudden we arrived at the square! Even though the fountain was being restored when we visited, standing in front of it still felt like a movie magic moment.

Another 10 minute walk away is the Spanish Steps.
Spanish Steps
The Spanish Steps are another of Rome’s iconic sights. When we visited, the Spanish Steps were a popular hangout, and the “thing to do” there was just to sit, people watch, and enjoy the view. Now, the city has banned sitting on the steps. It’s a reminder to be a thoughtful tourist to avoid drastic measures to combat overtourism (this is why we can’t have nice things).

Day 3: Vatican City
Vatican Museums
The gigantic Vatican Museums holds an immense number of artworks, including the famous Sistine Chapel. It would be nearly impossible to see everything, so we tried to stick to the highlights. We visited the Octagonal Courtyard for Greek and Roman statues, the Raphael Rooms, and the Sistine Chapel. One vivid memory we have from being in the Sistine Chapel is the booming voice of the guards shouting “SILENCIO!!” whenever the crowd chatter became too loud. Note that photos are not allowed in the SIstine Chapel.

Back when we visited, there was a side door from the Sistine Chapel that connected to St. Peter’s Basilica. However, that may not be available anymore and you may need to return to the museum entrance to exit the museum.
How to Get Tickets:
Definitely buy tickets online ahead of time!! You’ll need to select a timed-entry ticket, so try to buy tickets as early as possible to get an early time slot for fewer crowds. We went at opening on a weekday and it wasn’t terribly crowded when we arrived. Although tickets are available on site, the lines for same day tickets can be super long.
Buy tickets online at the official website here. If the tickets for the Vatican Museum are sold out, there may be guided tour tickets available (which are more expensive).
At the entrance, make sure you get in the line for people with reservations (usually the middle line, but double check when you get there).
St. Peter’s Basilica
Even if you’re not religious, seeing St. Peter’s Basilica is a must do. The interior of the church is grand and ornate, and there a new masterpiece to appreciate everywhere you look. I took an art history class as an elective in college, and it was amazing to see some of these artworks in real life. That seems to have been the theme of this trip – awe that I was seeing things I had only previously read about or seen photos of in real life.

The church is free to enter, but there is a fee to go up to the dome. There is an elevator up that saves you a couple hundred stairs, but you will still have to climb more stairs from the roof to the top of the dome. Tickets for the elevator are slightly more expensive than taking the stairs all the way. Note that it can take a while to get up to the dome because the path gets full of people when it’s busy. We love bird’s eye views of any city, and the views of Rome and St. Peter’s Square from the top of the dome did not disappoint.

Day 4: Borghese Gallery
Borghese Gallery
The Borghese Gallery is a plush art museum located in a corner of the Villa Borghese Gardens. This museum holds some of the most famous Baroque statues, like Bernini’s David and Apollo and Daphne.

How to Get Tickets:
Advance reservations are required for the Borghese Gallery. You can’t buy tickets at the door. Buy tickets online and reserve a time slot on the official website here.
Villa Borghese Gardens
After a couple days of busy sightseeing, it was nice for us to take a relaxing afternoon to walk around the Villa Borghese Gardens and have a park day. There are paths criss-crossing the garden that go by the park’s many fountains and lakes. You can also rent a bike or Segway if you’re done with walking.

Day 5: Travel to Siena
The most direct way to travel from Rome to Siena is by bus. The bus from Rome to Siena takes 3 hours and departs from Tiburtina station (which is on the Metro line B).
How to Get Tickets:
Buy bus tickets from Rome to Siena on the official FlixBus website here. The bus stops at the Siena train station (which is a bit outside central Siena). To get to central Siena, you can drag your luggage on a series of escalators, take a city bus to Piazza Gramsci, or just grab a taxi.
After the hustle and bustle of Rome, we really welcomed the calmer and slower pace of Tuscany. Many tour groups hit Siena as a day trip, so the little town is very crowded during the day. Staying overnight was so worth it because the whole vibe of the town changes in the evening when the crowds leave.
Siena Duomo & Duomo Museum
Siena’s cathedral is one of the main sights because of its ornate exterior and all the art inside. Plus, the Duomo Museum has one of the best viewpoints over Siena.


How to Get Tickets:
There are a couple different levels of tickets depending on how much of the Duomo you want to see. We got the Opa Si Pass, which includes the Duomo interior, Duomo Museum, Crypt, and Baptistry. The more expensive Gate of Heaven pass includes a timed, escorted visit to the cathedral’s dome and rooftop.
Buy tickets ahead of time on the official website here. You will have to select a timed entry slot when you buy the tickets. There are also ticket windows at the Duomo, but the lines can be long.
Day 6: Wander Around Siena
One of the best things to do in Siena is just to wander around the lanes and explore, or sit in Il Campo and people watch. When we visited, one of the neighborhoods was having a celebration. So the streets were decorated with green duck flags, there were tables set up in the streets for neighborhood parties, and parades of flag throwers practicing and marching down the streets. It was completely unexpected and perfectly exciting! Besides going up the City Tower, the majority of what we did this day was following the parade, browsing the stores, and sitting in Il Campo.


City Hall & City Tower
Siena’s City Hall and City Tower are in the center of town at Il Campo. The City Tower is worth going up for fantastic views of Siena and the surrounding area. But be warned that there are 400 steps to climb up! We decided to skip the City Hall Museum, but there is a combo ticket that combines both if you’re interested.

How to Get Tickets:
Tickets to the Tower are sold on site. 50 people are allowed per time slot. And you can only book the slots the day of. One of the benefits of staying in Siena is that you can get to the Tower early to reserve your slot before the tour groups arrive.
Day 7: Day Trip to San Gemignano
San Gemignano is a delightful Tuscan hill town just an hour and a half bus ride from Siena. Not gonna lie, it’s pretty touristy, and filled with many souvenir shops. But once we got past the main drag, we still found it charming since this was our first Tuscan hill town experience. San Gemignano is known for its towers, which used to be forts for wealthy families.

How to Get There:
The bus from Siena to San Gemignano (bus 130) departs from Piazza Gramsci/Via Tozzi. We bought tickets the day before at the Autolinee Toscane office in the underground passage under Piazza Gramsci. Nowadays, you can also buy tickets from ticket machines, on the AT app, or just tap with a credit card to pay on board (tap once when boarding and tap again when exiting, but keep in mind it is one credit card per ticket). You can search time tables on the Autolinee Toscane website here. (Piazza Gramsci is also labelled Via Tozzi in the timetables, search for “SIENA-VIA TOZZI” in the departure field.) The bus stops right at the main town gate in San Gemignano.
One of the main “things to do” here is just wander around the town and soak in the charm.
Civic Museum & Tower
You know we love a good bird’s eye view! The one in San Gemignano is in the tower of City Hall. The ticket to the museum includes the tower, and can be purchased on site.


Gelateria Dondoli
I saw the sign “World Champion Gelato” and had to stop for a taste! Gelateria Dondoli has some unique flavors and lived up to its title. Absolutely worth a stop!
Day 8: Travel to Florence
Florence is the main city in Tuscany, home to some of the most famous artworks and most magnificent buildings in the region because of its historical wealth. You don’t need to be an art expert to enjoy the art here, because it’s literally all the famous artworks that everyone has heard of. Nothing is obscure, it’s all the classics that everyone can appreciate.
Plus, there is amazing food in Florence! All of Italy is delicious, but we especially enjoyed the food in Florence. Gelato was on point. I still dream about the juicy bistecca alla fiorentina. Even the prosciutto sandwich from the market was divine.
How to Get There:
The most direct way to reach Florence from Siena is again by bus. The bus from Siena to Florence (bus 131R) departs from Piazza Gramsci/Via Tozzi. The rapid bus takes about 1 hour 20 min. We bought tickets the day before at the Autolinee Toscane office in the underground passage under Piazza Gramsci. Nowadays, you can also buy tickets from ticket machines, on the AT app, or just tap with a credit card to pay on board (tap once when boarding and tap again when exiting, but keep in mind it is one credit card per ticket). You can search time tables on the Autolinee Toscane website here. Piazza Gramsci is also labelled Via Tozzi in the timetables, search for “SIENA-VIA TOZZI” in the departure field and “Firenze Santa Maria Novella” in the arrival field.
The bus station in Florence is just down the street from the main train station, Santa Maria Novella. The train station is about a 10-15 minute walk from the Duomo and the center of Florence.
Accademia
One of the main attractions at this museum is Michelangelo’s David, the iconic statue of the Renaissance. It was also fascinating to see how these marble statues come to life, especially in the marble blocks that were left unfinished.

How to Get Tickets:
Book reservations to the Accademia 2 months in advance to avoid long lines. Book reservations on the official website here.
Mercato Centrale
Exploring markets is one of my favorite things to do in a new city. Food souvenirs are my go-to type of souvenirs and local markets are the best place to find them. My dentist’s one recommendation for Florence was to visit the deli stand Perini on the ground floor of Mercato Centrale for a sandwich. When that is the one thing someone recommends you do when visiting a city, you know it will be good.

Duomo Complex
The Duomo Complex is made up of the Duomo, Baptistery, and Campanile. It’s free to enter the cathedral but you do need a ticket for the Campanile and other parts of the complex. This is one of the most popular tourist sites in Florence, so tickets book up fast for the timed-entry slots to climb the dome. I thought it was worth it for the sweeping views of Florence and to see the dome up close! This was the first Renaissance dome and the model for domes everywhere!



How to Get Tickets:
There are 3 passes that cover the Duomo Complex sights. For the whole shebang (Duomo, Baptistery, crypt, museum, Campanile climb, and dome climb, get the Brunelleschi Pass. You have to reserve a timed-entry slot to climb the dome when booking the pass, but you can visit the Duomo and climb the Campanile at any time on the same day. Buy the Brunelleschi Pass ASAP because timed-entry slots to climb the dome can sell out a month in advance! Book passes online at the official website here.
Note that there are 463 stairs up to the dome and 414 stairs up to the Campanile. That’s a lot of stairs. And there are no elevators! The stairs get narrower at the top so bottlenecks can form. Make sure to factor in extra time if climbing the Campanile before the timed-entry to the dome to ensure you have enough time coming down. It is also smart to plan for a break between the two climbs. We were trying to be efficient and climbed the two back to back and my legs could feel the burn.


After that stairmaster work out, don’t forget to visit the Baptistery to see the famous bronze doors. The ones on the Baptistery are replicas. The real thing is safely preserved in the Duomo Museum.
Day 9: Uffizi Gallery
Uffizi Gallery
The Uffizi Gallery holds an amazing collection of Italian paintings. Basically every Ninja Turtle name artist is represented here. Only 600 people are allowed inside the museum at any one time, so there are long lines to get in, but not a lot of crowds once inside. When I visited Florence on an organized tour, we pretty much spent our entire free time in Florence waiting in the line to enter the Uffizi Gallery, and had to make a beeline for the “Birth of Venus” before we had to meet the tour bus again. This time, we made sure to get a timed-entry reservation to spend more time actually enjoying the art and less time waiting in line.

How to Get Tickets:
Book a timed-entry reservation at least a month in advance! Book on the official website here. If you have a ticket, you can go straight to the security lines rather than waiting in the long line to buy tickets.
Palazzo Vecchio
The Palazzo Vecchio is right next to the Uffizi Gallery in Piazza della Signoria. Palazzo Vecchio was the old town hall of the Medici. The courtyard of the Palazzo Vecchio is free to enter. We just took a peek around the courtyard rather than paying to see the rest of the museum and climbing the tower.

Ponte Vecchio
The Ponte Vecchio is Florence’s most famous bridge. The bridge itself is lined with shops. We found it more enjoyable to take photos of the bridge from the side of the river more than actually walking through the bridge itself. You can pay to walk along the walkway above the bridge (tickets available on the same website as the one for the Uffizi Gallery).

Gelato
Our goal for this trip was to have (at least) one gelato a day. In Florence, our favorites were Perche No! and Gelateria de’ Neri.
Day 10: Travel to Venice
The train from Florence to Venice takes about 2 hours. If there is a specific time that you want to depart, it’s best to book tickets ahead of time because this is a popular route.
How to Get There:
Buy train tickets online at the official Trenitalia website. Make sure to select “Venezia S. Lucia” as the destination to get to the train station on the island itself (the Venezia Mestre station is on the mainland, before getting to the island of Venice). The Venezia Santa Lucia train station is right on the Grand Canal. From the train station, we took the 45 min walk to St. Mark’s Square, but you can also take a vaporetto.
This was my husband’s first time in Venice, and he said stepping out of the train station and seeing the Grand Canal actually took his breath away. There’s something magical about experiencing Venice for the first time because it really does feel like a floating city. During this visit, we also saw St. Mark’s Square flood overnight, a quiet reminder of how fragile the city is. It made us even more grateful to experience Venice in all its beauty while we still can.

Venice Access Fee:
This access fee did not exist when we visited. But because of overtourism, you may now need to register and pay an access fee to enter Venice on certain peak days in April to July (mostly weekends and holidays). The fee seems targeted towards day trippers and visitors staying overnight are exempt. But even if you’re staying overnight, you still have to register online for a free QR code in case you are stopped by inspectors. Find more information about the Venice Access Fee and pay the fee on the official website here.
St. Mark’s Basilica
St. Mark’s Basilica is one of the most popular sights in Venice, so it is very crowded. Even though we had visited so many churches so far on this trip, seeing this church felt like a breath of fresh air because its style was more Eastern. I loved the colorful mosaics inside and the Eastern motifs outside. (Despite the scaffolding. There was obviously a lot of restoration happening during our trip.) This church holds many of the treasures that the Venetians gathered in their heyday (including these bronze horses). And there is an amazing view of St. Mark’s Square from the balcony.



How to Get Tickets:
Book a timed-entry reservation at least a month in advance. You do have to pay an extra fee for the reservation, but it’s so worth it to skip the line. There are a bunch of different ticket options on the official website. We just got the simplest ticket for admission to the basilica alone. Buy tickets at the official website here.
Gondola Ride
A gondola ride is one of the most touristy things that you can do in Venice, but I feel like it’s totally worth it. It’s expensive, but you get to appreciate Venice from a unique perspective on a gondola. Most of the grand palaces have their front entrances on the water, so the most beautiful facades of the buildings are actually facing the water and not the street. If you don’t want to shell out for the gondola ride, you can also get the same views with a vaporetto ride around the Grand Canal.


Day 11: Doge’s Palace
Doge’s Palace
The Doge’s Palace is another popular tourist stop in Venice. One of the benefits of staying overnight in Venice is getting into the Doge’s Palace before the day trippers descend. Visiting the Doge’s Palace offers a peek into the luxurious lifestyles of the wealthy in old-time Venice. There are also some beautiful overlooks of St. Mark’s Square.

Touring the Doge’s Palace also allows you to walk inside the Bridge of Sighs, so you can get the POV from the inside looking out.


How to Get Tickets:
Book timed-entry reservations at least a month in advance. The official website is a little confusing because there are a couple different ticket options. The “MUSEI DI PIAZZA SAN MARCO – PALAZZO DUCALE” ticket is the cheapest option and includes the Doge’s Palace and Correr Museum. Buy tickets online from the official website here. There is a separate entrance for people with reservations – this entrance is facing Piazzetta square.
Rialto Bridge
The Rialto Bridge is an icon of Venice and a beautiful photo op. Unfortunately for us, this was another landmark half covered in scaffolding when we visited. Still beautiful, and kind of amazing seeing the feats of engineering that go into restoring landmarks in a city built on water.

Getting Lost in Venice
We found that one of the best ways to enjoy Venice is just to wander around the alleyways and get a little lost. While walking through the town, we browsed stores, popped out into peaceful little plazas, and generally just enjoyed the atmosphere away from the crowds. It’s a little disorienting at first to walk around with no real destination, but after a while it’s nice to just see what we see. When you want to find your way back, the buildings have little signs on the corners that point in the direction of big landmarks like St. Mark’s Square or the Rialto Bridge.


Day 12: Travel to Milan
The train from Venice to Milan takes about 2.5 hours.
How to Get There:
Buy train tickets online at the official Trenitalia website. Make sure to select “Venezia S. Lucia” as the departure station (the Venezia Mestre station is on the mainland, before getting to the island of Venice). Select “Milano Centrale” as the destination. There are some direct trains and some with a connection; we always prefer the direct trains. To get to the city center, transfer to the Metro or walk 35 minutes.
Duomo
Milan’s Duomo is huge (it’s the third largest church in Europe!). The inside is beautiful but my favorite part was the rooftop for city views peeking through the church spires.


How to Get Tickets:
Book a timed-entry reservation to avoid waiting in line. There are a bunch of different ticket options. The “Combo Lift” tickets give access to the Duomo and the elevator to the rooftop (along with the Duomo museum). Buy tickets online at the official website here.
Inter Milan Game
My husband is a huge football fan and Inter Milan is one of his favorite teams. Going to an Inter Milan game at San Siro Stadium was like a pilgrimage to him. I am not a soccer fan, but I still enjoy attending these games in person. The crowd is electric and it’s so much fun watching and joining in on the communal celebrations and groans in the stands. We also did the stadium tour, but I would only recommend that for football enthusiasts.

Day 13: Last Supper & Galleria Vittorio Emanuele II
Last Supper (Church of Santa Maria delle Grazie)
Leonardo da Vinci’s masterpiece the Last Supper is painted on the dining room wall of the Church of Santa Maria delle Grazie. Because of the technique da Vinci used for painting this fresco, it’s super fragile and the paint flakes off easily. Only a small number of guests are allowed in each day to preserve the artwork. This means that tickets can sell out quickly! We visited before online reservations were available, so I was up at all hours of the night with a phone card trying to call in to the office to make a reservation. I was pretty sure we would not get to see this masterpiece but it felt like winning the lotto when we finally got a reservation! I think the fact that entry is so limited is what made me try to see it more.

Only 30 people are allowed in to the room holding “The Last Supper” at a time. Each visit lasts for only 15 minutes. Before you actually enter the room, you go through a series of different chambers to dehumidify.
How to Get Tickets:
The easiest way is to reserve timed-entry reservation tickets online, though you can also call. Reservations are available in 3 month increments and reservations open about a month before the 3 month block. (For example, reservations for May through August open end of May). The website has a calendar showing available time slots. Buy tickets online at the official website here.
Make sure to get to the church 30 minutes before your reservation time. You need to show your reservation to the ticket office to actually get your ticket, and tickets must be activated 30 minutes before your reservation time or you risk forfeiting them.
Galleria Vittorio Emanuele II
The Galleria Vittorio Emanuele II is an elegant and classy covered arcade mall with a beautiful glass domed roof. The stores here are mostly designer so we definitely did a lot more window shopping than actual shopping. But it’s still a beautiful place to walk and enjoy a coffee.


Day 14: Fly Home
The easiest way to get to Milan’s Malpensa Airport is to take the Malpensa Express Train from either Cadorna station or Milano Centrale station. Both stations are a couple Metro stops away from the Duomo area, so it just depends on whether your accommodations are closer to the yellow Metro line (for Milano Centrale) or the red Metro line (for Cadorna).
