2 Weeks in Italy: Our Recommendations
There’s nowhere in the world quite like Italy, from world-renowned Renaissance art to the country's influential role in history to incomparably delicious cuisine and to some of the best wines in the world. Whether you’re a foodie on the hunt for the perfect meal paired with the perfect glass of wine, a history enthusiast trying to channel your inner Indiana Jones, or all-around traveler trying to see it all, these 12, 14 and 15-day itineraries are guaranteed to please. If you’re planning on a 2 weeks Italy itinerary, we’ve got you covered with some of our favorite trips.
- Catherine Schofield
- From USA
1. The Top Cities of Italy: 12 days in Italy


Day 1 | Welcome to Milan |
Day 2 | Enjoy a train ride through the country on your way to Venice |
Day 3 | See the highlights of Venice, including a gondola ride through the city’s canals |
Day 4 | Relax on your way to Florence |
Day 5 | Travel to Rome and explore the Vatican City |
Day 6 | Discover Rome’s most beautiful places on a walking tour of the city |
Day 7 | Take a final train ride through the country to Naples |
Day 8 | Explore the ruins of Pompeii and climb to the crater of Mount Vesuvius |
Day 9 | Spend the day traveling to Sorrento |
Day 10 | Take a guided tour of the picturesque villages while touring Amalfi Coast |
Day 11 | Relax on an 8-hour boat tour of the Sorrentine coast |
Day 12 | Say goodbye and head to your next destination |
If you have 2 weeks in Italy and want to see it all, you can’t go wrong with this 12-day Italy itinerary. The trip takes you through the country’s most famous cities, taking you to all its must-see sights, from the Colosseum in Rome to a relaxing boat ride along the Amalfi Coast. You’ll discover Renaissance art in Florence, climb to the crater of Mount Vesuvius, and ride a gondola through the canals of Venice. It’s everything you could possibly want to fit into a 12 days trip to Italy and more! See more 12-day tours to Italy.
2. Best of Italy: 14 Days in Italy

Day 1 | Take your first steps in the Italian capital |
Day 2 | Tour the main attractions in Rome |
Day 3 | Admire the beauty of Florence from the Ponte Vecchio |
Day 4 | Walk the ancient walls of Lucca |
Day 5 | Marvel at the impossible lean of Pisa’s famous tower |
Day 6 | Join the locals on La Spezia’s waterfront |
Day 7 | Grab your walking boots to explore Cinque Terre |
Day 8 | Discover hidden gems in and around Portofino |
Day 9 | Discover the secrets of Asti’s famed wine |
Day 10 | Shop till you drop on your tour to Milan |
Day 11 | Enjoy a lazy day in the villages around Lake Como |
Day 12 | Arrive among the canals of Venice |
Day 13 | Explore Venice before sampling authentic regional cuisine |
Day 14 | Commit your last panoramas of Venice to memory |
Packed with overflowing must-see sites, Rome's ‘eternal city’ is well-named, though it is only the start of this exploration. Follow the line of the Apennine Mountains north to medieval Florence, ancient Lucca, and the leaning tower of Pisa. Then say goodbye to grand cities and hello to the picturesque villages of Cinque Terre National Park and equally alluring Portofino. Join the catwalks of Milan and the yacht set of Lake Como before reaching Venice, a city like no other. See more 14-day trips to Italy.
3. The wonders of Sicily: 15 days in Italy


Day 1 | Arrive in Catania |
Day 2 | See Catania’s highlights on a locally guided walking tour and taste some street food |
Day 3 | Visit Greek archeological sites, local wineries and baroque palaces |
Day 4 | Explore two UNESCO World Heritage villages |
Day 5 | Learn to cook Italian cuisine against the backdrop of the Vendicari Nature Reserve |
Day 6 | Discover the gorgeous historic towns of Ragusa and Scicli |
Day 7 | Eat chocolate from Sicily’s oldest chocolate maker; archeological trek through the Cava d’Ispica |
Day 8 | Tour the Villa Romana del Casale |
Day 9 | Explore the Valley of Temples with an expert guide |
Day 10 | Taste wine from Marsala’s oldest wine producers and take in the sunset at the Salt Pans |
Day 11 | Walk through the history of Palermo |
Day 12 | Discover Monreale Duomo and explore the Segesta archeological park |
Day 13 | Soak up the sun in the medieval seaside town of Cafalu |
Day 14 | Trek Mount Etna and finish the day with a tasting of local wines and food from the region |
Day 15 | Say goodbye and head to the Catania airport |
If you’re planning your Italy itinerary, 15 days in Italy is the perfect amount of time to get your history and nature fixed as you take a deep dive into the Sicilian culture. This unique itinerary will introduce you to the Sicilians making their island the haven of wine, food, and culture it is today. You’ll meet chocolate makers, vintners, and historians as you explore medieval towns, nature reserves, and archeological sites. See more 15-day tours to Italy.

If you’re short on time and just can't spend 2 weeks in Italy, check out our article on how many days to spend in Italy to plan your perfect tour duration. If you’re looking to plan your customized trip to Italy, connect with one of our travel experts in the country and go on your own Italy tour.
For a seasonal overview, read our travel article on the best time to visit Italy.