Florence Duomo on 2 Week Italy Itinerary

How to Spend 2 Weeks in Italy Solo

Revised 4/29/20

As promised in my Excuses Not to Travel Debunked, I am launching here my “2-Week Vacation” series, starting in Europe, to inspire you to get out and see the world. My 2 Week Vacation series will cover suggested itinerary locations I have been to as a solo, budget, female traveler but will be able to cater to all types of travelers. So, let’s get started so you can spend 2 weeks in Italy.

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Some notes to get started… You will notice I advocate for using public transportation and walking, as well as promoting sustainable travel practices. 

Renting a vehicle, not to mention the cost of petrol, can be pricey. Plus, driving does not always guarantee you will get to another location quicker. 

I love trains and the train service in Europe is extensive. When you’re driving and trying to follow directions, you could miss out on some of the lovely scenery. Trains provide a time to relax, take a nap, or bone up on some ideas for the next town. 

I’ve never had to rent a car to have a great time in Europe. If you have any questions on what I have suggested, please do not hesitate to post it below, and I will get back to you.

This post contains affiliate links for your convenience. My preference is to provide links to companies other than Amazon whenever possible. I recognize many people like Amazon, not to mention there are eco-friendly, ethical, and sustainable brands out there who use Amazon. I want to support them. So, just know you may see multiple links for one option. Should you make a purchase through these links, I will receive a small commission at NO additional cost to you. See my Disclaimers & Disclosures and Privacy Policy for more information.

Why Go to Italy?

Rome Italy skyline
Rome, Italy

If you’re not already inspired by Italy’s music, food, or art, please check out my Italy and Vatican City ‘know before you go’ travel guides – they provide interesting facts the on history and culture of each country, photographs, and general, budget, eco and solo travel tips.

To supplement this itinerary, look for specific city posts like Rome, Italy on a Budget where you can learn how to spend time in each desirable city in this itinerary – even on a budget. Most of this itinerary’s city blog posts show how each city can be done budget-friendly for around 100 Euros a day, including accommodations.

Speaking of, if you’d like to get a jump on budget accommodation research, see my Guide to Budget European Accommodations.

Below are my suggested travel resources for planning your 2 weeks in Italy. CORR travel resources give you additional resource suggestions, like using Babbel to brush up on a little Italian before you go. Even a few words and phrases of the local language can really enhance your travel experience. The Italians are very hospitable people, and if you lend Italian first they will be even more so.

Last, if you’re new to international travel, please feel free to take a look at my novice international travel tips.

That said, let’s get you to Italy for 2 weeks, starting in Rome.

2 Weeks in Italy – Perfect for Solo Travel

Rome: Days 1 – 3

Via Sacra sign and Colosseum Rome Italy
Via Sacra, Colosseum

Rome is a perfect place to start your 2 weeks in Italy. Rome is the heart of the Roman Empire, dates back to the 8thcentury BC and is home to the smallest country in the world, Vatican City.  The capital of the Lazio region of Italy, Rome is bountiful in history, culture, art, architecture, and cuisine.  It is a not-to-miss city when visiting Italy.

Arriving in Rome

If you are arriving by air, you will more than likely arrive at the Leonardo da Vinci International Airport (Rome–Fiumicino International Airport).  Arriving by train or bus you should arrive directly into the Roma Termini railway station as it is centrally placed in Rome.  It is ideal if your hotel provides free pick up from the airport.  If not, don’t fret.   There are several ways to transfer from Fiumicino Airport to downtown.

An easy way to get from the airport to the Roma Termini is the Leonardo Express train service.  The Leonardo Express is a non-stop train service connecting Termini Station, with Leonardo da Vinci Fiumicino airport in only 32 minutes, with trains departing every 15 minutes (during certain times of the day service may pass to one train every 30 minutes), leaving 5 and 35 minutes past the hour.  The train shuttle service is guaranteed even in the event of strike (it may be substituted with bus service) with a cost is 14 Euros (€).

You also have the option to take a Rome Fiumicino Airport transfer for about 6€, which leave approximately every hour.

St Peters Square Vatican City
St. Peters Square, Vatican City

Another option is to take the public Airport Shuttle.  The Airport Shuttle departs every 30 minutes. It could take around 40-50 minutes to your hotel, even longer during peak hours. You can catch the Rome metro to your hotel from the Roma Termini if you book near a metro stop.  If you really want to move around Rome quickly and give your feet a rest, you can buy a 48 or 72-Hour Roma Pass.  The cost is 28 to 38.50€ and includes entry to attractions.

Rome 3 Day Itinerary and Travel Guide

Want information on getting around Rome, where to stay, what to see and do, and where to eat?  Even on a budget for 100 Euros a day, including accommodations?  Check out my ultimate Rome budget travel guide with a recommended 3-day itinerary sure to please any traveler.

Siena / Montalcino: Days 4 – 5

Overlooking Church Siena Italy
Siena, Italy

Day 4 – Rome to Siena

  • Tiburtina bus station, Rome
  • Time on bus – 2h 39m to 3h 40m, depending on departure time
  • Arrive Siena Piazza Gramsci station
  • Book/purchase your Flix Bus Flix Bus is amazing.  They are very inexpensive, offer extensive routes, and can even get to certain locations as quickly as a car and quicker than a train.  Some have WiFi on board.  They are an easy, comfy and economical way to ride between towns.
  • Suggested departure: I suggest enjoying your breakfast and a stroll in Rome and then catch the 10:39am bus direct to Siena, arriving at 1:09pm in time for an early check in if you can arrange it in advance.

Siena / Montalcino

Il Campo Siena Italy
Il Campo, Siena

Siena, which some consider being in the “heart of Tuscany”, is known for the Palio, a bi-annual horse race, that has been held since the 17th century.  It is also known for its medieval cityscape, art, museums, and cuisine.  If you have never been to Siena, the following are attractions that would a shame to miss. You can easily do most sights in a day since Siena is fairly small.  Two days lend for a nice visit, of course.  However, if you are a wine buff, I recommend doing a wine tasting trip.  Siena is only an hour away from Montalcino, considered one of the three towns comprising the “heart of Tuscany”. Ready to go wine tasting?

Siena 2 Day Itinerary and Travel Guide

Want information on getting around Siena, where to stay, what to see and do, and where to eat?  Even on a budget for 100 Euros a day, including accommodations?  Check out my ultimate Siena budget travel guide with a recommended 2-day itinerary sure to please any traveler.

Florence:  Days 6 – 9

Florence Duomo and skyline Italy
Florence Duomo

Day 6 – Siena to Florence

  • Siena Piazza Gramsci station
  • Italia Rail Regional train to Florence Santa Maria Novena train station
  • Time on Train – 1h 30m
  • Arrive Florence 1:09pm
  • Book/purchase your regional train ticket.
  • Suggested departure: I suggest catching the 9:18am train so you can arrive in Florence by 10:50am.  Many accommodations may not let you check in until 3-4pm, but if available, have them store your luggage until your room is ready so you can get out and enjoy Florence!

Florence / Greve

Overlooking Ponte Vecchio Florence Italy
Ponte Vecchio, Florence Italy

Ah, Florence!  Florence is the capital of the Tuscany region and home to historic architecture and art such as the Florence Cathedral and Duomo, the Campanile Bell Tower, the Uffizi Gallery, which holds da Vinci’s “Annunciation”, and the Galleria dell’ Accademia, which displays Michelangelo’s “David” sculpture. If you have never been to Florence, the following are attractions that would a shame to miss.  You can easily do 3-4 Florence highlights in a day without being too tired, but I suggest you pace it out to enjoy the leisure time in Florence.

Florence 4 Day Itinerary and Travel Guide

Want information on getting around Florence, where to stay, what to see and do, and where to eat?  Even on a budget for 100 Euros a day, including accommodations?  Check out my ultimate Florence budget travel guide with a recommended 4-day itinerary sure to please any traveler.

Milan / Lake Como:  Days 10 – 11

Milan Cathedral Italy
Milan Cathedral

  • Santa Maria Novella train station, Florence
  • Time on train – 1h 50m
  • Arrive Milano Centrale station
  • Book/purchase your train ticket
  • Suggested departure: I suggest catching the 8am train direct to Milan, arriving at 9:50 am so you can put your luggage in storage and head straight to Lake Como.  Make sure you’ve confirmed a late check-in at your hotel – you’re going to need it.

Milan / Lake Como

Town of Varenna on Lake Como Italy
Varenna on Lake Como

Milan, in Italy’s northern region, is known for its mixture of the modern, high-end shopping, restaurants, fashion and design, with the classical of the Duomo di Milano and Leonardo da Vinci’s “The Last Supper” mural housed in the Santa Maria delle Grazie convent. The Milan Opera house is also historic.

Two days lend for a nice visit in Milan providing time leisurely time to see the major sites.  However, if you’re feeling adventurous, I recommend doing a day trip to Lake Como, which is just an hour’s train ride north of Milan.  Lake Como is stunning and the small towns and boat rides are worth the day trip!

Milan 2 Day Itinerary and Travel Guide

Want information on getting around Milan, where to stay, what to see and do, and where to eat?  Even on a budget for 100 Euros a day, including accommodations?  Check out my ultimate Milan budget travel guide with a recommended 2-day itinerary sure to please any traveler.

Verona / Padua:  Days 12 – 13

Overlooking river Verona Italy
Verona, Italy

Let me note here that if you really want to see Venice, Italy, then I would bypass Verona at this point in the itinerary and go straight to Venice from Milan.  The train to Venice is only an hour and ten minutes longer.  Personally, I prefer Verona. That’s just me, so I am providing Verona in this suggested itinerary. However, don’t despair.  You can see Venice in my See Italy & Austria in 2 Weeks.

Day 12 – Milan to Verona

  • Milano Centrale train station, Milan
  • Time on train – 1h 40m
  • Arrive Verona Porta Nuova railway station
  • Book/purchase your train ticket.
  • Suggested departure: I suggest seeing the Milan Duomo first thing to start your Day 12.  You can be done by 10am in time to check out of your hotel and catch an 11:25 am train from Milan to arrive in Verona by 1:15pm.

Verona, Italy

Torre dei Lamberti Verona
Torre dei Lamberti

Verona is a lovely little city with a medieval old town built along the Adige River. Verona is famous for being the setting of Shakespeare’s “Romeo and Juliet”, where you can see a balcony at “Juliet’s House”, however, it’s a bit of a tourist trap.  Thankfully, it’s free. The Verona Arena, a large, 1st century Roman amphitheater, is in the historic city center that holds concerts and large-scale opera performances. When in Verona, try not only the wine, but the grappa made from wine stems, skins and seeds.

Verona 2 Day Itinerary and Travel Guide

Want information on getting around Verona, where to stay, what to see and do, and where to eat?  Even on a budget for 100 Euros a day, including accommodations?  Check out my ultimate Verona budget travel guide with a recommended 2-day itinerary sure to please any traveler.

Verona to Rome:  Day 14

If you booked a round-trip ticket from Rome, heading back from Verona is your last day of your two weeks in Italy.  If you booked a one-way ticket from separate cities, then you have an extra day to spend in Verona.

If you need to depart from Rome, there are multiple trains and flights leaving from Verona.  Trains from Verona to Roma Termini takes just less than three hours.  If you have time before your flight you can store your luggage in the Roma Termini and enjoy some extra time in Rome, or, of course, you can catch the Leonardo Express back to the Rome Fiumicino International Airport. 

Ensure to arrive at the airport pre-checked in and at least two hours before your flight departs.  If you are like me, that sinking feeling may start to settle on you while you as you are in the airport knowing you are leaving Italy.  Be glad, though.  You just had two wonderful weeks in Italy, and you can always go back.

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