Your perfect 2-weeks in Italy. How to travel like a local.

Our insiders guide to the best of Italian travel

Planning a trip to Italy?

Traveling to Italy is one of the most unique experiences of your life. It's the birthplace of the ancient Roman Empire, Renaissance art and some of Europe's finest scenery. Home of the dolce vita, Italy showcases history, art, food and fashion like no other. From beautiful cityscapes and rolling vineyards to sunny islands and colourful rocky shores, the diverse landscape will amaze you.

Your perfect 2-weeks in Italy. How to travel like a local.
Rain over Lago di Toblino, Italian Alps

Is two weeks in Italy enough?

Even if you spend years in Italy, you may not find all the great cities, hidden bars and great landscapes. However, a well-planned 2-week Italy itinerary will allow you enough time to see Italy's top sights. Depending on what you're looking for, your ideal two weeks in Italy can be very different from others.

The beauty of us helping you to plan your own two-week trip to Italy is that you can check off your bucket list with a local guide who can direct you to the best places that few travelers visit.

This guide offers a complete two-week tour of Italy that sees all the highlights, as well as more intensive tours that allow you to delve deeper into a region or two.

Your perfect 2-weeks in Italy. How to travel like a local.
Tonnara di Scopello, Scopello, Castellammare del Golfo, Italy

A 2-week trip to Italy

This 2-week trip to Italy is perfect for the first-time visitor. 

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. 

See below for a list of all the things you can see and do.

Some alternative 2-week trips to Italy (just a small selection of many)

In addition to the itinerary above, these will 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!

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. 

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. 

The perfect two week itinerary in Italy

If you're traveling to Italy for the first time, you'll want to hit the big three: Venice, Florence, and Rome. These three iconic cities capture the quintessence of Italian architecture, gastronomy and everyday life and come together perfectly on this two-week Italy tour. T

Day 1: Start in Venice

From the moment you arrive in Venice, you start checking things off your bucket list. The first is to take a water taxi across the Grand Canal to the hotel.

The rest of the day will be spent learning about this beautiful city. In the afternoon, pass the island of San Giorgio Maggiore, the public gardens and the peak of Sant'Elena before reaching the island of Murano, world famous for its glass. At one of Murano's many factories, you'll visit a glass-making workshop before catching a boat to the beautiful island of Burano. Burano's lace industry was almost as flourishing as Murano's glass; The island is more famous for its iridescent fishermen's houses. Our last stop in the afternoon is Torcello, where you can admire the beautiful mosaics of the cathedral. Return to Venice in the evening with stunning views of the Venetian Lagoon.

Your perfect 2-weeks in Italy. How to travel like a local.
Beautiful view of traditional Gondola on Canal Grande with San Giorgio Maggiore church in the background at sunset, San Marco, Venice, Italy

Day 2: Venice sightseeing and gondola ride

Venice, Italy is a city of stunning beauty, one could easily spend two whole weeks there. Built on more than 100 islands, Venice is a magical network of canals filled with historic buildings in pastel shades. On the second day of this itinerary, experience the beauty of Venice on a city tour. Starting from Piazza San Marco, the religious and cultural center of the city, you'll visit the highlights with a local guide. From here, the Doges' Palace, St. Mark's Cathedral, St. Take an anecdotal journey through history to Mark's Bell Tower and Bell Tower.

During the tour, your local guide will tell you about the past century as you travel through different parts of Venice, including Santa Maria Formosa and Merceri, the important lifeline between Rialto and San Marco and the city's central shopping district.

Day 3: Florence, Italy

The cradle of the Renaissance can be experienced today by taking the high-speed train from Venice to Florence. On the other hand, your driver and guide will meet you again, take you to your hotel and help you through all the procedures. After you've settled in, it's time to explore one of the world's most famous art galleries, the Uffizi Gallery, with your local guide. Built between 1560 and 1580, the Uffizi Gallery houses a masterpiece of ancient sculpture and painting from the Middle Ages to the present day. Wandering through the galleries, you will admire Giotto, Botticelli, Leonardo, Raphael, Michelangelo and Caravaggio, which will open in the next few days in the "Tuscan City of Arts".

Day 4: Discover Florence

If you ask any Italian how to spend two weeks in Italy, whether or not you've been to Italy before, Florence is probably one of the places you should visit. On this day, your expert local guide will take you on a journey through the wonderful treasures of Florence. Start your tour in true Florentine style and climb to the top of the 19th-century Piazzale Michelangelo for great views of the red-roofed historic center below. The day continues with incredible views as you walk the streets with a thousand stories. Walk from Piazza della Signoria and Palazzo Vecchio to the famous Florence Cathedral, learn the secrets of Giotto's bell tower and discover the beauty of the Baptistery with its gold and bronze doors. It is possible. Brunelleschi's Dome, the famous Ponte Vecchio and the secret Vasari Corridor will brighten your day!

Your perfect 2-weeks in Italy. How to travel like a local.
Cityscape panorama of Arno river, towers and cathedrals of Florence

Day 5: Explore Siena

After spending 2 weeks and 5 days in Italy by train, you will realize what a blessing it is to have a well-connected national network of high-speed trains! Today you will take a short train journey to your next destination, Siena, one of the jewels of Tuscany.

Spend an afternoon immersing yourself in the history, art and architecture of the magical city of Siena with a local guide. Learn about the exciting Palio horse races that take place twice a year in the center of Siena and visit Piazza del Campo, the magnificent Siena Cathedral and the Basilica of San Domenico.

Your tour of Siena ends in an alley full of boutiques, perfect for an afternoon of shopping.

Day 6: Excursion to San Gimignano and Montalcino

Wine tasting in Tuscany is at the top of the list of things to do in Italy today, and that's what you do.

Leaving the lovely city of Siena, you'll embark on a day trip to the medieval hill towns of San Gimignano and Montalcino. San Gimignano impresses all visitors with its 13th century walls and medieval historic center. With a local guide, you'll learn about the 13th-century laws that have ensured the city has been perfectly preserved to this day. Continue to the town of Montalcino, surrounded by greenery and endless vines. Tour the town for a light lunch and local wine tasting before visiting Brunello di Montalcino, a renowned wine estate renowned for its wines.

Your perfect 2-weeks in Italy. How to travel like a local.
Vineyard covered hills of Tuscany,Italy, with San Gimignano in the background

Day 7: Excursion Amalfi Coast

Your trip will be the perfect itinerary to see all the beauty this country has to offer, including the Amalfi Coast. Leave Siena behind and take the train to Naples, where your driver will pick you up and take you to Sorrento to the Amalfi Coast. Afternoons and evenings are free to explore Sorrento, a city of lemon groves, steep cliffs and traditional tavernas serving home-cooked meals made with passion and love.

Day 8: Discover the ruins of Pompeii

Buried under 30 feet of volcanic ash after Mount Vesuvius erupted in AD 79, the Roman city of Pompeii remained undiscovered for 1,500 years. Spend the day exploring one of the world's most important archaeological sites on the Sorrentine Peninsula with a local guide.

Surprisingly, the blanket of ash covering the city perfectly preserved many of the city's buildings and residents. This level of preservation provides a unique and fascinating insight into what life was like in 1st century Italy.

Your perfect 2-weeks in Italy. How to travel like a local.
Body shape of a victims after the Vesuvius eruptions, Pompeii, Italy

Day 9: Explore the Amalfi Coast

Day 9 invites you to explore the Amalfi Coast. With a local guide and driver, make stops in Amalfi and Ravello to explore the breathtakingly beautiful villages and green landscapes of the Amalfi Coast. Your first stop will be the historic town of Amalfi, in a prime location on the coast with spectacular views. Between the 9th and 11th centuries, Amalfi was the seat of a powerful maritime republic that left behind many historic buildings, including a magnificent cathedral that dominates the city. The old cobbled streets and beautiful gardens of Ravello Rocks are your next stop. Renowned for its historic and artistic charm, Ravello is home to 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

Your perfect 2-weeks in Italy. How to travel like a local.
The beautiful Amalfi Coast

Day 10, explore several towns along the Amalfi Coast, travel to Naples or travel to the beautiful island of Capri.

Capri, a short boat ride from Sorrento, is known for its rugged landscapes, chic boutiques and stunning turquoise waters hidden in secret coves. During the tour, you will spend the day admiring the incredible natural beauty of the island, including the villages of Capri and Anacapri. The legendary Blue Grotto is the last place of the day where a unique geological phenomenon turns the sea blue.

Day 11: Discover the Roman Empire

Most travelers start their trip with 2 weeks in Rome, but this tour makes the best effort for the last, spending the last few days in Rome!

Travel by high-speed train from Naples to Rome and embark on a journey of discovery through Imperial Rome with a local guide. Rome is famous for its squares and one of them is beautiful like Start your Eternal City tour from Piazza Venezia and visit the famous Piazza Del Campidoglio designed by Michelangelo and the Roman Forum, one of the largest sports arenas ever built. Forum) and Circus Maximus.

In addition to discovering this magnificent monument, you will walk through the historic center admiring the Trevi Fountain, La Colonna di Marco Aurelio, Palazzo di Montesitorio, the Pantheon, Palazzo Madama and Piazza Navona. No day is complete without seeing Rome's most iconic monument, the Colosseum. We'll take you on a guided tour of this epic symbol and give you unique views over time.

Your perfect 2-weeks in Italy. How to travel like a local.
The Collosseum, Rome, Italy

Day 12: Explore the monuments of classical Rome

If you visited many monuments of classical Rome the previous day, today you will visit many famous attractions. You will have the opportunity to flip a coin and make a wish in the Trevi Fountain as you stroll through the historic center of Rome. Admire La Colonna di Marco Aurelio, Palazzo di Montecitorio and Palazzo Madama and visit Italy's iconic Pantheon.

Delve into the history of Rome and Italy on a full day with a local English-speaking guide and see many archaeological treasures.

Day 13: Amazing museums of the Vatican

Centuries of history lie within the walls of the Vatican, and you'll learn about it from your expert guide as you visit places few Roman travelers get to today.

Starting with the Vatican Museum in the heart of the city, you will understand why it is world famous as the "Museum of Museums". Vast art, archaeological and ethno-anthropological collections await you in labyrinthine galleries displaying one masterpiece after another. The museum was established to display an impressive collection of papal statues. The building contains over 70,000 works of art. From the Vatican Museums, pass through the Tapestry Gallery and the Map Gallery before reaching the famous Sistine Chapel. Don't forget to look up and admire Michelangelo's amazing Last Judgment fresco.

Your perfect 2-weeks in Italy. How to travel like a local.
St. Peter's basilica, Vatican City

Day 14: Fly home from Rome or extend your trip!

On our last day, our two week holiday in Italy comes to an end. If you're not ready to say 'arrivederci Italy' yet, you can extend your trip to other destinations in Italy, such as Cinque Terre, Sicily or the northern lakes!


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