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Planning a trip to Italy?
The country that has it all; travelling around Italy remains one of the most exceptional experiences in life. Home to the birthplace of the ancient Roman empire, Renaissance art and landscapes that are among the best in Europe, no other place can boast what Italy can.
The original home of la dolce vita, Italy does history, art, food and fashion better than anywhere else. The diverse landscapes will leave you with your jaw-dropping at every turn, from the marvellous urban landscapes and rolling vineyards to the sunny isles and colourful cliff-lined coasts.
Taking all of this into account, the real question is: is two weeks in Italy enough?
You could spend years upon years in Italy and still not discover every delightful town, hidden bar and breathtaking landscape there is. However, a well-planned 2-week Italy itinerary will ensure you can see the highlights of the country while having enough time to take it all in.
Depending on what you are looking for, your ideal two weeks in Italy could look very different from someone else’s. The beauty of designing a customised private two-week Italy itinerary means you’ll be able to tick those bucket-list-worthy sights off while being guided by a local who can take you to some of the best spots that few travellers venture to.
Throughout this guide, you’ll be presented with the perfect 2-week Italy tour to see all the highlights as well as several more focussed tours that allow you to venture deeper into one or two regions.
Post Contents
- The Perfect 2-Week Italy Itinerary
- Day 1: Begin in Venice
- Day 2: Venice City Tour & Gondola Ride
- Day 3: Continue Your 2 Weeks in Florence, Italy
- Day 4: Discover Florence
- Day 5: Explore Siena
- Day 6: Tour of San Gimignano & Montalcino
- Day 7: Travel to the Amalfi Coast
- Day 8: Discover the Remnants of Pompeii
- Day 9: Explore the Amalfi Coast
- Day 10: The Beautiful Island of Capri
- Day 11: Discover Imperial Rome
- Day 12: Explore the Monuments of Classic Rome
- Day 13: The Magnificent Vatican Museums
- Day 14: Fly Home from Rome or Extend your Trip!
- Alternative 2-Week Trips to Italy
- First Time Spending 2 Weeks in Italy?
- Want To Design Your Own 2 Weeks in Italy?
The Perfect 2-Week Italy Itinerary
If this is your first time travelling to Italy, you’ll want to make sure you hit the big three – Venice, Florence and Rome. These three iconic cities encapsulate the essence of Italian architecture, gastronomy and everyday life and can be perfectly combined into your 2-week tour of Italy.
This two-week trip to Italy is a guide of what you can cover within this time while still having plenty of time to absorb each place you visit and not spend too much time travelling.
Over fourteen days, you’ll immerse yourself in the tranquil atmosphere of the Mediterranean as you are swept from the northern Italian city of Venice, through the lush region of Tuscany down to the Amalfi Coast before arriving in the heart of the Roman Empire.
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Day 1: Begin in Venice
From the moment you arrive in Venice, you’ll begin ticking items off the bucket list – the first being a water taxi down the Grand Canal to your hotel. Tick!
The rest of the day will be spent learning about this beautiful city. In the afternoon, you’ll sail past the island of San Giorgio Maggiore, the public gardens and the tip of Sant’Elena to arrive at the island of Murano, renowned throughout the world for its glass-blowing industry.
In one of Murano’s many factories, you’ll observe a glass-blowing workshop before hopping back on your boat in the direction of the picturesque island of Burano. While Burano’s lace industry is almost as thriving as Murano’s glass; the island is much more famous for its fisherman’s houses which are brightly painted with colours of the rainbow.
Your final stop of the afternoon will be Torcello to admire the magnificent mosaics in its cathedral. You’ll return to Venice in the evening with a wonderful insight into the Venetian lagoon.
Day 2: Venice City Tour & Gondola Ride
A city with such immense beauty, you could easily spend your entire 2 weeks in Venice, Italy. Built over 100 islands, Venice is a magical network of canals complimented by the pastel-coloured, historical buildings that line up alongside them disappearing into the water.
On the second day of this itinerary, you’ll take in the beauty of Venice on a walking tour of the city. You’ll visit the most iconic sights with a local guide beginning in the religious and cultural centre of the city, Piazza San Marco. From here, you’ll be led on an anecdotal journey of history to the Doge’s Palace, St. Mark’s Basilica, St. Mark’s Bell Tower and the Clock Tower.
Throughout the tour, your local guide will recount the tales of centuries past as you move through Venice’s different neighbourhoods including Santa Maria Formosa and the Mercerie, the vital lifeline between Rialto and San Marco, and the city’s central shopping district.
Day 3: Continue Your 2 Weeks in Florence, Italy
The Cradle of Renaissance calls today as you hop on a high-speed train from Venice to Florence. Once again, you’ll be met at the other end by your driver and guide who will escort you to your hotel and help with any formalities.
After settling in, it will be time to explore one of the world’s most famous art galleries, the Uffizi Gallery, with a Local Designer guide. Constructed between 1560 and 1580, the Uffizi Gallery is home to a masterful collection of ancient sculptures and paintings that date from the Middle Ages to the modern-day.
As you wander around the gallery, you will admire the likes of Giotto, Botticelli, Leonardo, Raffaello, Michelangelo and Caravaggio, kicking off the next few days in the ‘Tuscan City of Art’ nicely.
Day 4: Discover Florence
If you were to ask an Italian how to spend 2 weeks in Italy, one of the must-visit places they would suggest -whether you have been to Italy before or not- would be Florence.
On this day, you’ll be taken on a journey through the magnificent treasures of Florence by an expert local guide. Beginning your tour in true Florentine style, you’ll head to the top of the 19th-century Piazzale Michelangelo for a breathtaking view of the red-roofed historic centre below.
The day will continue with more astonishing sights as you stroll through the streets with a thousand stories to tell. From Piazza della Signoria and Palazzo Vecchio, you’ll visit the famous Florence Duomo, where you will learn the secrets of Giotto’s Bell Tower and uncover the beauty of the Baptistery with its golden, bronze doors. Brunelleschi’s Dome, the famed Ponte Vecchio and the secret Vasari Corridor will be the cherries on the cake of your day!
Day 5: Explore Siena
Five days into your two weeks in Italy by train itinerary and you’ll realise what a blessing the country’s network of high-speed, well-connected rail routes are! Today, you’ll make the short train journey to your next destination, Siena, one of Tuscany’s gems.
With a Local Designer guide, you’ll spend the afternoon immersing yourself in history, art and architectural excellence in the enchanting city of Siena. You’ll learn of the thrilling Palio horse race which takes part in the centre of Siena twice a year, and you’ll visit Piazza del Campo, the majestic Siena Cathedral and the San Domenico Basilica.
Your guided exploration of Siena will come to an end in its quaint alleyways which are lined with boutique shops and perfect for a little afternoon shopping.
Day 6: Tour of San Gimignano & Montalcino
A wine tasting in Tuscany sits right at the top of the Italy to-do list on this day, you’ll be doing just that.
You’ll be leaving the charming city of Siena behind for the day and heading out to the medieval hilltop towns of San Gimignano and Montalcino. San Gimignano charms each and every visitor with its 13th-century city walls and medieval historic centre. You’ll learn of the 13th-century law that enabled the town to remain perfectly preserved to this day with your local guide.
Moving on, you’ll arrive in the town of Montalcino, set amongst lush green fields and endless vineyards. Famous for its wine, Brunello di Montalcino, you’ll explore the town before heading to a renowned wine estate for a special tasting of some local vintages and a light lunch.
Day 7: Travel to the Amalfi Coast
Your trip including the Amalfi Coast creates the ideal travel itinerary to make sure you see all the beauty that the country has to offer. Leaving Siena behind, you’ll hop on a train to Naples to meet a driver who will take you to Sorrento, the gateway to the Amalfi Coast.
The afternoon and evening will then be free to spend as you wish to explore Sorrento, the town of lemon groves, plunging cliffs and traditional taverns serving home-cooked food made with passion and love.
Day 8: Discover the Remnants of Pompeii
Buried under 30-feet of ash following the colossal eruption of Mount Vesuvius in 79 AD, the Roman city of Pompeii lay undiscovered for 1,500 years. You’ll spend the day with a local guide exploring one of the world’s most important archaeological finds on the Sorrentine Peninsula.
Miraculously, the blanket of ash that lay over the city perfectly preserved much of the city’s buildings and its residents. This level of preservations presents you with a unique and fascinating insight into what life was like during the first century in Italy.
Day 9: Explore the Amalfi Coast
On day 9, an exploration of the Amalfi Coast calls! With a local guide and driver, you’ll head out to marvel at the incredible colourful towns and verdant landscapes of the Amalfi Coast, stopping in the towns of Amalfi and Ravello.
With a privileged coastal position affording stunning views, the historic town of Amalfi will be your first stop. Amalfi was the seat of a powerful maritime republic between the 9th and 11th centuries which has left behind a wealth of historic buildings including its imposing cathedral which dominates the town.
The ancient stone streets and stunning cliff top gardens of Ravello form your next stop. Known for its historic and artistic charm, Ravello is where you can discover the rare architecture of the 13th-century Villa Rufolo, whose beautiful gardens overlook the dramatic cliffs and sea below.
Day 10: The Beautiful Island of Capri
On day 10, you could spend the day exploring more of the Amalfi Coast towns, taking a guided tour of Naples or perhaps taking a tour of the stunning island of Capri.
A short boat ride from Sorrento, Capri is famed for its rugged landscape, its high-end boutiques and its incredibly blue waters hidden in secret coves. On tour, you’ll spend the day taking in the staggering natural beauty of the island including the towns of Capri and Anacapri. The legendary Blue Grotto will be the final stop of the day where a unique geological phenomenon means the sea glows a luminous blue.
Day 11: Discover Imperial Rome
Most travellers spend 2 weeks starting in Rome, however, this tour spends the last few days in Rome, arguably leaving the best until last!
By high-speed train, you’ll travel to Rome from Naples and head straight out on a discovery walking tour of imperial Rome with a local guide. Rome is dotted with famous squares, each one as beautiful as the next. You’ll begin your tour of the Eternal City at Piazza Venezia, followed by the famous Piazza Del Campidoglio, designed by Michelangelo and home to the Roman Forum before heading to Circus Maximus, one of the largest sporting arenas ever built.
Not only will you discover these incredible monuments, but you’ll also stroll through the historic centre, admiring the Trevi Fountain, La Colonna di Marco Aurelio, the Palazzo di Montecitorio, the Pantheon, Palazzo Madama and Piazza Navona as you go.
Now, the day would not be complete without laying eyes on Rome’s most iconic monument: the Colosseum. You’ll take a guided tour of this epic symbol giving you a unique glimpse back in time!
Day 12: Explore the Monuments of Classic Rome
While you passed by many of the monuments of classic Rome on the previous day, on this day, you’ll visit the iconic sights in depth. Strolling through the historic centre of Rome, you’ll have the opportunity to throw a coin in the Trevi Fountain and make a wish, admire La Colonna di Marco Aurelio, the Palazzo di Montecitorio and Palazzo Madama, and visit the Pantheon, an icon of Italy.
Accompanied by your local English-speaking guide for the entire day, you’ll gain a deeper understanding of the history of Rome and Italy as a whole while ticking off an abundance of archaeological treasures.
Day 13: The Magnificent Vatican Museums
Centuries of history sit within the walls of the Vatican City, and on this day, you’ll learn all about it from your expert guide as you go where few travellers to Rome do.
Beginning with the Vatican Museums found in the heart of the city, you’ll start to understand why they are world-renowned as the ‘Museum of Museums’. Extensive collections of art, archaeology and ethno-anthropology await you in this labyrinth of galleries containing masterpiece after masterpiece. The museums were created to display the Popes’ impressive collection of Roman sculptures; there are over 70,000 artworks in the buildings.
From the Vatican Museums, you’ll make your way through the Gallery of the Tapestries and the Gallery of the Geographical Maps before arriving in the famous Sistine Chapel. Don’t forget to look up to marvel at the magnificent fresco of The Last Judgement by Michelangelo.
Day 14: Fly Home from Rome or Extend your Trip!
On your final day, your 2-week Italy vacation comes to an end. If you’re not ready to say ‘arrivederci, Italia’ then you can extend your trip to include other destinations in Italy such as a trip to the Cinque Terre, Sicily or the northern lakes!
Tap the button below to see this 2-week Italy itinerary in full and to connect with one of our trusted Local Designers in Italy who will use their local insight and expertise to customise the trip to suit your budget, travel style and interests!
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Alternative 2-Week Trips to Italy
Where you’ll spend two weeks in Italy is mostly dependent on your travel style, where you’d most like to visit in Italy and what budget you have!
These alternative trips to the itinerary above give you a taste of what to see if you are looking for something a little different to the typical Venice, Florence, Rome itinerary.
Southern Italy calls you to its beautiful countryside and cities on this 14-day Rome, Amalfi Coast and Puglia tour. You’ll begin the trip in the Eternal City and then make your way down the Amalfi Coast before falling in love with the ‘heel’ of the boot of Italy!
Pairing Italy and Greece is the perfect opportunity to see two stunning countries on one trip. As this is a lot to cover in 14 days, planning a trip like this with one of our Local Designers in Italy will enable you to get the most out of your journey.
The small Mediterranean island that packs a punch, spending two weeks in Sicily is the ideal way to immerse yourself in the local culture, cuisine and traditions.
The south of Italy holds abundant charm from remote villages and vineyard-covered hills to colourful towns and beautiful coastline. Often the less travelled part of Italy, a Southern Italy itinerary of 2 weeks will open you up to a different side of the country.
When it comes to gastronomical experiences, rich history and endless wine tasting opportunities, Italy and France go hand-in-hand, so combining them in a 2-week trip makes for a delicious trip!
Spending two weeks in Rome will deliver an experience unique to any other in Italy. Slow travel like this; choosing to stay in one place for your entire two weeks, will mean you will immerse yourself in the local culture and traditions much more so than if you were moving around the country.
There’s more to Tuscany than Florence and the Leaning Tower of Pisa; spending your entire trip in Tuscany will show you just how much this vast region has to offer. You’ll be taken to Tuscany’s hidden gems; you’ll experience authentic cuisine and discover the world-famous Chianti wine in between discovering breathtaking sights.
Vast lakes, mighty mountain ranges and supreme beauty await you in Northern Italy. From Lake Garda and the elite Lake Como to the rugged Dolomites mountain range and the ski slopes of the Alps; Northern Italy is an adventurer’s playground.
For a taste of the Mediterranean coastline combined with extensive history and excellent food, Italy and Croatia are the perfect set of countries to cover in a 2-week trip. Our Local Designers in Italy and Croatia can create the ideal trip for you.
You can extend any trip by customising it with one of our Local Designers in Italy. If you wish to spend the entire trip in one or two places in Italy, our Local Designers can create the perfect itinerary tailored to your budget, travel style and interests.
First Time Spending 2 Weeks in Italy?
Our Local Designers in Italy can take the stress out of coordinating all the different aspects of a trip. These experts know the country like the back of their hand and are able to tailor a tour to make sure you have the best Italy trip itinerary for 2 weeks.
If you are looking to spend your 14 day Italy trip off the beaten path, planning a trip with one of our Local Designers provides invaluable insight into secret locations, local spots and hidden gems.
If this is your first time planning to travel Italy in 2 weeks, then how you travel, what to pack, and what will affect the cost of your trip are essential things to consider.
2 Weeks in Italy by Train, Plane, Car & More
If this is your first time planning the best Italy itinerary for 2 weeks, how you choose to travel around Italy will determine many factors of your trip including the cost, your enjoyment, and the time spent in each place you want to visit.
Travelling around Italy for 2 weeks can be done a number of different ways;
Italy Train Pass for 2 Weeks
Travelling around Italy for 2 weeks by train is the most comfortable, convenient and straightforward way. Italy is laced by efficient high-speed trains which can zip you from major city to major city in less than a few hours. It is recommended that you book your high-speed train tickets in advance as these can book up fast – if you need help with this, our Local Designers in Italy are on hand to help you plan your trip.
If you are travelling by regional trains, you won’t have to book these in advance as the prices don’t fluctuate and the seats don’t book up too much.
Italy by Car
If you don’t want to travel Italy by train, then the next best thing is by car. Renting a car is a popular option as it allows you to explore at your own pace, stop whenever you like and deviate from your original plan if you see somewhere you’d like to stay.
If you don’t want to drive but the thought of 2 weeks in Italy without a car doesn’t appeal either, then you should consider travelling with a private driver and guide like on this 15-Day Luxury Rome to Venice Trip.
This type of travel would afford you all the luxuries of renting your own car but with the addition of your very own English-speaking local guide so you don’t have the hassle of having to navigate the roads yourself!
Other Ways to Visit Italy in 2 Weeks
It is highly recommended that you travel Italy either by train or car. However, if you are looking for alternative ways, you can move around the country by bus, although the timetables aren’t always the most reliable.
The popular country that it is, there are also airports in every major destination in Italy, so if you would like to fly between destinations, then that is also an option.
2-Week Packing List
Deciding what to pack for 2 weeks is a challenge in itself. Here’s a little checklist guide to help you pack;
- When are you visiting Italy?
Bear in mind that summer months can be scorching and humid and winter months can be cold and wet. If you’re heading to Italy in spring or autumn, it’s best to pack layers so that you are prepared for all weather eventualities.
- What luggage are you taking?
If you can do your 14 day trip with a carry-on, then it is highly recommended. With a small amount of luggage, you’ll be able to hop on and off trains, buses and planes very quickly.
- What activities will you be doing?
How many outfits to pack for 2 weeks largely depends on what you will be doing during your trip. If you plan to spend one week in the north, hiking, kayaking and cycling, then the other week dining in delightful restaurants in Venice and spending your days wine tasting in Tuscany, then you’ll want outfits to suit all of these activities.
- Have you got the essentials?
Ultimately, everything else can be bought on the road, so all you need to make sure you have is cash, credit cards, passports, tickets and a fantastic travel itinerary. Don’t forget your camera too, to capture all the memories!
It is also highly recommended that you buy travel insurance alongside your trip for any mishaps that may occur.
What Does a 2-Week Trip to Italy Cost?
Another rather tricky question to answer simply, how much an entire 2 weeks will cost is mostly down to the following factors;
- Class and type of accommodation you choose
- Whether you travel Italy by train, car, plane or bus
- How many and what kind of activities you do (private or join-in tours)
- Where you decide to go to in Italy
It is possible to spend 2 weeks in Italy on a budget by adapting the above to create a trip that ticks all the boxes and comes in at a reasonable price.
Want To Design Your Own 2 Weeks in Italy?
Take the headache out of planning your perfect trip and make it a fun, enjoyable experience by designing your trip to Italy with one of our Local Designers. Our in-destination Local Designers know their country like the back of their hand, and when it comes to planning trips, they are experts.
If you are looking for the perfect affordable trip while providing several uniquely local experiences, all of the bucket-list-worthy stops and more, then connect with one of our Local Designers in Italy!
Whatever you’re looking for from your 2 weeks in Italy, our Local Designers can make it a reality. Tap the button below to browse our gallery and find your perfect trip to customise with our Local Designers in Italy!
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