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 14, 15 and 16-day itineraries are guaranteed to please. If you’re planning to spend 2 weeks in Italy, we’ve got you covered with some of our favorite trips.

14 days in Italy: The Top Cities of Italy

The Grand Canal offers a facility of exploring Venice in a gondola ride.
Built on the waters of the Adriatic Sea, Venice is a highlight of this two-week Italy itinerary.
Mount Vesuvius is a very famous skyline in Naples
A trip to Italy is incomplete without climbing the iconic trail of Mount Vesuvius
Day 1 Welcome to Milan
Day 2 Discover Milan’s gorgeous cathedral and its panoramic rooftop views
Day 3 Enjoy a train ride through the country on your way to Venice
Day 4 See the highlights of Venice, including a gondola ride through the city’s canals
Day 5 Relax on your way to Florence
Day 6 Take a walking tour of Florence and learn about the art of the Renaissance
Day 7 Travel to Rome and explore the Vatican City
Day 8 Discover Rome’s most beautiful places on a walking tour of the city
Day 9 Take a final train ride through the country to Naples
Day 10 Explore the ruins of Pompeii and climb to the crater of Mount Vesuvius
Day 11 Spend the day traveling to Sorrento
Day 12 Take a guided tour of the picturesque villages along the Amalfi Coast
Day 13 Relax on an 8-hour boat tour of the Sorrentine coast
Day 14 Say goodbye and head to your next destination

If you have 2 weeks in Italy and you want to see it all, you can’t go wrong with this 2 week Italy itinerary. The trip takes you through the country’s most famous cities, taking you to all of 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 2 week trip to Italy and more! See tour

15 days in Italy: The wonders of Sicily

Among the list Best beaches in Sicily, Aeolian Islands is an eye candy
The typical whitewashed houses in the Aeolian Islands are the real treat for the eyes
The Valley of temples is an outstanding archaeological site in Sicily.
Visit UNESCO heritage sites on this 15-day Italy itinerary
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 fix 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 that it is today. You’ll meet chocolate makers, vintners, and historians as you explore medieval towns, nature reserves, and archeological sites. See tour

16 days in Italy: A food journey in Southern Italy

The Calabrian cuisine is well enjoyed with a pair of local white wine.
Indulge in food, wine and beautiful views in Calabria in this Italy itinerary
Matera is located in Basilicata and lies on a small canyon of Gravina river
As you explore the narrow alleys of Matera, don't forget to check out the cave dwellings
Day 1 Travel from Rome to the Amalfi Coast
Day 2 Drink unique local wine in Avellino and taste the region’s famous anchovies in Cetara
Day 3 Tour Amalfi and sample local limoncello liqueurs before exploring the ruins of Pompeii with a real historian
Day 4 Visit a buffalo farm in Campania to taste the freshest mozzarella
Day 5 Travel to the region of Basilicata to sample wine made in an extinct volcano
Day 6 Taste wine from Nero di Troia grapes; spend the afternoon in a local family kitchen eating fresh seasonal food
 Day 7 Explore the stone houses of Matera
Day 8 Take a cooking class and learn to make Puglia’s homemade orecchiette pasta
Day 9 Spend the day tasting an assortment of delicious wines in the exciting Manduria region
Day 10 Celebrate your arrival in Calabria with a four course meal paired with local wines
Day 11 Take a ferry to the island of Sicily
Day 12 Taste unique wines from Mount Etna volcano and explore the village of Taormina at your leisure
Day 13 Visit the oldest chocolate maker in Sicily
Day 14 Visit the Valle dei Templi to explore one of the world’s largest archeological sites
Day 15 Take some gorgeous photos of the salt flats and discover how it has influenced the wine in the region
Day 16 Travel on to your next destination from the Palermo Airport

These are the perfect 16 days in Italy for anyone who wants to eat and drink their way through some of the country’s best wine lands (and in a country full of wine, that’s saying something). This two week Italy itinerary will have you snacking on freshly made mozzarella, drinking wine grown in volcanic regions, and learning to cook your own delicious Italian meals. Pair this one-of-a-kind culinary experience with gorgeous natural settings and archeological sites for a vacation you’ll never forget! See tour 

An overview map of 2 weeks in Italy
An overview map of 2 weeks in Italy

If you’re short on time and just can't spend 2 weeks in Italy, check out our picks for 7-day and 10-day itineraries to help you get the most out of your trip. If you’re looking to plan your own customised trip, connect with one of our travel experts  in the country and go on your very own Italy tour

Create your custom-made trip to Italy

Travelling to Italy? Chat with a local travel specialist in Italy who can help organize your trip.

  • Matteo Piccardi
    Matteo Piccardi
    Travel Expert in Italy
  • Antonio Mauriello
    Antonio Mauriello
    Travel Expert in Italy
  • Danilo Catania
    Danilo Catania
    Travel Expert in Italy
Our travel experts are recommended by
  • BBC
  • Independent
  • Herald Sun
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Travel Expert in Italy
Matteo Piccardi Travel Expert in Italy
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Antonio Mauriello Travel Expert in Italy
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