Italy Itineraries

When traveling in Italy, imagine going beyond the usual tourist destinations and discovering the hidden gems and cultural riches of this country. With Rough Guides' extensive experience and deep love for Italy, you'll have an unmatched journey through rolling hills, bustling cities, and serene coastlines.

We are delighted to present you with the best itineraries in Italy, based on our years of research and discovery.

Recommended Italy itineraries

Our itineraries offer not just boring sightseeing of famous sights, but on the contrary a more enriching immersion into the rich culture, history, and gastronomy of Italy. No matter what exactly you are looking for in a trip, any of them can be customized just for you in a way that reveals the true essence of Italy.

Join us for a journey that will go beyond the ordinary, dive into the heart of Italy's timeless beauty, and experience la dolce vita in a way that only a seasoned traveler can. Your unforgettable Italian adventure, designed by Rough Guides, is waiting for you.

And if you're planning your trip to Italy, use these itineraries created by our travel writers as a starting point.

Check out our itineraries below or get inspired by the duration: 5 days - 7 days - 10 days - 14 days - North Italy - South Italy

The importance of planning an Italy itinerary

Careful planning of your itinerary in Italy is extremely important to experience the best that this magnificent country has to offer. Each region represents a unique facet of Italian life, and a well-planned itinerary will ensure that you don't miss out on the quintessential experience - from enjoying authentic Italian cuisine in a secluded trattoria to strolling through ancient ruins.

But the planning doesn't have to be a weight on your shoulders. At Rough Guides, we specialize in creating tailor-made trips that match your interests and preferences. By listening to all of your needs and desires, we can design an itinerary that is as unique as you are.

Start your Italian adventure today. Let us make your Italian dreams come true.

5-day Italy itinerary

If you're pressed for time, a 5-day Italy itinerary allows you to get a taste of this country's rich natural beauty and diverse cultures in a short amount of time.

Day 1: Rome

Begin your Italian journey in Rome. After arriving in the city, tour the Colosseum and the Roman Forum, and in the evening stroll through the historic center, visiting the Pantheon and the Trevi Fountain. End the day with dinner in the Trastevere neighborhood, famous for its cuisine.

Day 2: Vatican City and Rome

Spend the morning at the Vatican, visiting the Vatican Museums and the Sistine Chapel. In the afternoon, tour St. Peter's Basilica and then explore Renaissance art at the Galleria Borghese.

Day 3: Florence

Today you will depart for Florence. Upon arrival, tour Florence Cathedral (Duomo), Giotto's Baptistery and bell tower. In the afternoon, visit the Uffizi Gallery, home to Renaissance masterpieces, before ending the day in the Oltrarno neighborhood enjoying Tuscan cuisine.

Day 4: Tuscan countryside and Pisa

Take a day trip to Tuscany, here you will visit a local vineyard for wine tasting. In the afternoon, explore Pisa's Leaning Tower and Peace Square before returning to Florence in the evening.

Day 5: Venice

On the last day of your trip, you will find yourself in Venice. Visit St. Mark's Basilica, Doge's Palace and the famous Piazza San Marco. Consider a half-day trip to nearby islands such as Burano and Murano to experience unique attractions such as glass blowing and local souvenirs. End your trip with a Venetian dinner on the banks of the Grand Canal.

7-Day Italy Itinerary

If you have about a week in Italy, this 7-day Italy itinerary might be right for you. It combines the best of cities, nature, food and culture!

Day 1: Rome

Start your Italian journey in Rome. See iconic sights like the Colosseum and the Roman Forum before wandering around the historic center, visiting the Pantheon and the Trevi Fountain.

Day 2: Vatican City and the historical wonders of Rome

The first half of the day will be spent exploring Vatican City, after which you can take a stroll through Rome's quaint streets, discovering hidden gems and enjoying Italian gelato.

Day 3: Florence

Today you depart for Florence where you will visit Florence Cathedral (Duomo), the Baptistery, and Giotto's Bell Tower. The Uffizi Gallery awaits you in the afternoon, after which you will enjoy an evening stroll along the Ponte Vecchio.

Day 4: Explore Tuscany

Enjoy a day trip to the Tuscan countryside. Visit vineyards for wine tasting, explore medieval towns, and sample local cuisine before returning to Florence for an overnight stay.

Day 5: Venice

Today is dedicated to Venice. Take a gondola ride along the canals, visit St. Mark's Basilica and Doge's Palace, and then spend the evening at your discretion.

Day 6: Venice and Murano Islands

Explore even more of Venice's hidden corners, such as taking a boat trip to Murano Island to see traditional glass-blowing artisans. 

Day 7: Milan

Your week-long journey will come to an end in Milan. Visit the iconic Duomo di Milano Cathedral and Galleria Vittorio Emanuele II for shopping and exploring the art of Leonardo da Vinci at Santa Maria del Grazie.

10-Day Italy itinerary

This carefully curated 10-day Italy itinerary takes you from the enchanting cave dwellings of Matera to the stunning mosaics of Ravenna.

Day 1: Matera

Explore the ancient cave dwellings of Matera, wander the Sassi di Matera, and admire the rock churches. Enjoy dinner at a cave restaurant and sample local wines.

Day 2: Lecce

Discover Lecce's stunning Baroque architecture with a visit to the Church of Santa Croce and the Roman Amphitheater. Relax in the piazza with Puglian specialties and pasticciotto pastries.

Day 3: Alberobello

Stroll through the quaint trulli houses in Alberobello and learn their history at Trullo Sovrano. Enjoy a regional lunch and experience a unique stay in a Trullo.

Day 4: Amalfi Coast

Head to Positano to enjoy views of pastel-colored houses and the Mediterranean Sea. Spend the evening over a fresh seafood dinner overlooking the sea.

Day 5: Amalfi Coast

Explore Villa Cimbrone and Villa Rufolo in Ravello for panoramic views, then visit Amalfi Cathedral and sample gelato. Return to Positano for dinner on the coast.

Day 6: Naples

In Naples, visit the National Archaeological Museum and tour the historic center, including Spaccanapoli. Indulge in an authentic Neapolitan pizza at one of the famous pizzerias.

Day 7: Pompeii and Vesuvius Volcano

Wander through the ancient ruins of Pompeii and see the remnants of Roman life. Climb Mount Vesuvius for stunning views of the Bay of Naples and the ruins below.

Day 8: Bologna

Explore the culinary delights of Bologna on a city tour featuring tortellini, mortadella, and ragu sauce. Explore the Mercato delle Erbe and dine in a traditional trattoria.

Day 9: Ravenna

Admire the exquisite Byzantine mosaics in the Basilica of San Vitale and the Mausoleum of Galla Placidia. Wander the charming streets of Ravenna and savor local cuisine.

Day 10: Turin

Visit Turin's Mole Antonelliana for panoramic views of the city and check out the Egyptian Museum. Stroll through elegant squares and enjoy a final dinner of Piedmontese cuisine.

14-Day Italy Itinerary

Get ready for an exciting 14-day journey through Italy, a country where every region tells its story and every dish is a feast of flavor. From the maritime wonders of Genoa to the serene beauty of Lake Como, this itinerary takes you off the beaten track and into the heart of Italy's diverse landscapes and cultures.

Day 1: Genoa

Arrive in Genoa, where the city's maritime history unfolds. Visit the Genoa Aquarium, stroll along the old harbor, and explore the historic center. Enjoy fresh seafood at one of the harbor-side restaurants.

Day 2: Cinque Terre.

Travel to Cinque Terre, starting at Monterosso al Mare. Walk the scenic trails connecting villages, explore charming streets, and relax on the beaches. Dine at Vernazza overlooking the coast.

Day 3: Cinque Terre.

Continue exploring the villages of Cinque Terre with a visit to Manarola and Riomaggiore. Enjoy a boat ride along the coast and savor local seafood specialties. Return to Monterosso to relax in the evening.

Day 4: Parma

Travel to Parma, known for its culinary heritage. Visit a Parmesan cheese and prosciutto factory and sample local specialties such as tortelli d'erbetta and parmesan ham.

Day 5: Modena

Depart for Modena and visit the famous Ferrari Museum and Modena's historic cathedral. Enjoy a dinner of balsamic vinegar and local specialties. Explore the charming streets of Modena.

Day 6: Verona

Arrive in Verona and tour the ancient Roman arena and Juliet's house. Wander through the historic center and relax in Piazza delle Erbe. Enjoy dinner overlooking the Adige River.

Day 7: Lake Garda

Head to Lake Garda and explore the picturesque towns of Sirmione and Malcesine. Take a boat trip on the lake, visit Scaliger Castle, and enjoy a lakeside lunch with breathtaking views.

Day 8: Bologna

Depart Bologna and embark on a culinary tour to sample local specialties such as tortellini and ragu sauce. Visit the University of Bologna and stroll through its medieval streets and piazzas.

Day 9: Ferrara

Head to Ferrara and tour the Estense Castle and Renaissance city walls. Wander through the historic center and enjoy a dinner of local specialties at one of the quaint restaurants.

Day 10: Ravenna

Head to Ravenna to admire the Byzantine mosaics in the Basilica of San Vitale and the Mausoleum of Galla Placidia. Explore the charming streets of the city and sample the local cuisine.

Day 11: Turin

Arrive in Turin and visit the Mole Antonelliana for panoramic views and the Egyptian Museum. Explore the city's elegant squares and arcades and sample Piedmontese cuisine.

Day 12: Aosta

Travel to Aosta, nestled in the Italian Alps. Explore Roman ruins, including an ancient theater and city walls. Enjoy alpine scenery and local specialties such as fondue or polenta.

Day 13: Milan

Depart Milan and visit the Duomo, Galleria Vittorio Emanuele II, and Sforza Castle. Explore the lively Brera neighborhood and indulge in Milanese cuisine at one of the best restaurants.

Day 14: Lake Como

Finish your journey with a visit to Lake Como. Explore the charming town of Bellagio and enjoy a scenic boat ride on the lake. Have a final dinner overlooking the lake while reflecting on an unforgettable Italian experience.

Different types of itineraries

Italy has more to offer than just wine and good food, although that is excellent too! Try some of these types of itineraries to see more of this beautiful country.

Urban itinerary

An urban itinerary is ideal for travelers looking for the vibrant energy and rich experience of urban centers. In Italy, you can choose from the historic charm of Rome, sublime Florence or romantic Venice, or combine a visit to all of these cities in one fell swoop. City itineraries focus on architectural wonders, bustling markets and lively cultural scenes.

Wine route

Italy's wine routes primarily appeal to oenophiles looking to explore the country's famous wine regions. From the rolling hills of Tuscany, known for its Chianti and Brunello di Montalcino wines, to the Prosecco vineyards of Veneto, each region offers a unique wine tasting experience. These itineraries involve not only visiting vineyards and cellars for tasting, but also learning about the winemaking process and the local terroir.

Food-based itinerary

A food-based itinerary in Italy is a journey through some of the world's best culinary destinations. Each region boasts its own unique flavors and specialties. This itinerary includes visits to local markets, cooking classes with chefs, and dining in both high-end restaurants and traditional trattorias.

Cultural and historical itinerary

Italy's cultural and historical itinerary is a deep dive into the country's rich heritage. It includes visits to UNESCO World Heritage sites, ancient ruins and iconic museums. Travelers can explore the historical layers of cities like Rome and Naples, the artistic heritage of Florence and Venice, and the archaeological treasures of Pompeii and Agrigento.

Considering Naples for your trip? Check out our list of the best places to stay in Naples.

Best time for an Italy vacation

The best time to visit Italy largely depends on your preferences and itinerary. The high season from June to August is ideal for warm weather and vibrant city life but be prepared for crowds and higher prices. For a more balanced experience with mild weather and fewer tourists, consider the shoulder seasons of April to May and September to October. These months offer comfortable conditions for outdoor activities and city exploration. If you prefer fewer crowds and lower costs, the low season from November to March is a great choice, though some coastal and mountain resorts may be closed.

High season

The high season in Italy, typically from June to August, offers warm weather and extended daylight hours, ideal for beach vacation and sightseeing. However, this period also brings large crowds, higher prices, and hot temperatures.

Shoulder season

The shoulder seasons, April to May and September to October, strike a balance with milder weather and fewer tourists. This period is perfect for outdoor activities like hiking in Tuscany or exploring the Amalfi Coast. 

Low season

Italy's low season, from November to March, is ideal for budget travelers and those who prefer a quieter experience. The cooler weather is conducive for city tours and visiting museums without the rush. While some coastal and mountain resorts may close, major cities and cultural sites remain open. 

Getting around during your Italy trip

Getting around Italy is convenient with its well-developed transportation network. High-speed trains like Frecciarossa and Italo connect major cities quickly and efficiently, ideal for long-distance travel. For more flexibility and access to rural regions, renting a car is a good option. Domestic flights are available for covering long distances rapidly.

Public transportation

Italy's public transportation network is extensive and efficient, especially in major cities and tourist destinations. 

Car Rental

Renting a car offers flexibility, especially for exploring rural areas and smaller towns. It's ideal for scenic drives in Tuscany, the Amalfi Coast, or the Italian countryside. However, navigating in Italian cities can be challenging due to traffic, narrow roads, and limited parking. Car rental is more recommended for countryside excursions than for city travel.

Domestic flights

Domestic flights in Italy are a quick way to travel long distances, such as from Milan to Sicily or Rome to Sardinia. While faster than trains or cars, flights can be less cost-effective and environmentally friendly. They are a good option for those with limited time or for reaching islands and remote regions.

Want to explore Europe even more? We have prepared the most convenient European itineraries for you to explore the continent.