Ultimate 14-Day Italy Itinerary: Milan to Naples Itinerary

Begin your day with a cappuccino and cornetto at a cozy cafe. Then, immerse yourself in the genius of Leonardo da Vinci at the Milan Science and Technology Leonardo da Vinci Museum.

For lunch, savor the flavors of Milan at a traditional trattoria. Afterward, explore the fashion capital's luxury boutiques in the Montenapoleone District.

Enjoy a sophisticated dinner at a fine dining restaurant. Afterward, take a romantic evening stroll in the Giardini Pubblici Indro Montanelli.

Start your day with a visit to the contemporary art museum, La Triennale Museum.

Have a light lunch at a trendy cafe. Spend the afternoon exploring the historic Navigli District and take a Milan Navigli District Canal Boat Tour with Aperitivo.

Enjoy a diverse dinner at a fusion restaurant. End the day with a visit to the ancient Basilica of Sant'Ambrogio (Basilica di Sant'Ambrogio).

Explore the legendary San Siro Stadium (Stadio San Siro) on a guided tour.

Enjoy a leisurely lunch in the stadium's surroundings. Then, experience the masterpiece of the Da Vinci's Last Supper (Il Cenacolo) on a guided tour.

Dine at a local pizzeria. Take a relaxing evening walk in the city center.

Take a scenic bus and private boat tour to Como-Bellagio and enjoy the beauty of Lake Como.

Have a delightful lakeside lunch in Bellagio. Explore the charming streets and gardens of the town.

Return to Milan and enjoy a seafood dinner at a top-rated restaurant.

Indulge in a shopping spree at the Serravalle Designer Outlet.

Enjoy a light lunch at the outlet. Afterward, treat yourself to a spa session or a leisurely walk in a nearby park.

Dine at a Michelin-starred restaurant for a luxurious dining experience.

Visit the Pinacoteca di Brera and admire its impressive collection of Italian Renaissance art.

Have a traditional Milanese lunch at a historic restaurant. Explore the Porta Nuova District and its modern architecture.

Attend a performance at the iconic La Scala Opera House. Enjoy a late dinner at a gourmet restaurant.

Discover the lesser-known Church of San Maurizio al Monastero Maggiore, also known as the "Sistine Chapel of Milan."

Enjoy a light lunch at a local trattoria. Visit the Leonardo’s Vineyard (Vigna di Leonardo) and learn about the history of winemaking in the region.

Dine at a cozy osteria and savor traditional Lombard cuisine.

Take a leisurely walk in the Sempione Park (Parco Sempione) and enjoy the greenery.

Have a picnic in the park or enjoy a casual lunch at a nearby cafe. Visit the Arch of Peace (Arco della Pace).

Relax at a rooftop bar with panoramic views of the city. Enjoy a light dinner with a glass of Italian wine.

Embark on a food tour of Milan, sampling local delicacies and visiting the vibrant food markets.

Enjoy a multi-course lunch at a traditional trattoria. Visit a local bakery and learn the art of making panettone.

Attend a cooking class and prepare a classic Milanese dish. Enjoy the fruits of your labor for dinner.

Take a final stroll through the city streets, savoring the sights and sounds of Milan.

Have a farewell lunch at a favorite local restaurant. Visit any last-minute shops or attractions.

Enjoy a special farewell dinner at a rooftop restaurant, toasting to the memories of your time in Milan.

Arrive in Como and start your day with a relaxing boat cruise on Lake Como, taking in the picturesque views of the surrounding mountains and villas.

Explore the historic center of Como, visit the Como Cathedral (Cattedrale di Santa Maria Assunta) and enjoy a leisurely lunch at a local trattoria.

Take the funicular to Brunate for a panoramic view of the lake at sunset. Dine at a romantic restaurant overlooking the water.

Transfer to Bergamo and explore the upper town (Città Alta), with its medieval streets, charming piazzas, and the Basilica of Santa Maria Maggiore.

Enjoy a traditional Bergamo polenta for lunch. Visit the Rocca di Bergamo for panoramic views of the city and the surrounding countryside.

Stroll along the Venetian walls at sunset. Dine at a cozy osteria and try some local cheeses and wines.

Arrive in Naples and start your day with a visit to the Naples National Archaeological Museum to see the artifacts from Pompeii and Herculaneum.

Enjoy a classic Neapolitan pizza for lunch. Explore the Spaccanapoli street and the Church of Gesù Nuovo.

Conclude your Italian journey with a seafood dinner overlooking the Bay of Naples. Take a passeggiata along the waterfront and soak in the lively atmosphere of the city.