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Ultimate 14-Day Italian Adventure: Milan, Rome, Bolzano, Trieste, and More Itinerary

Last updated: 2024 Jun 14

Arrival and Milanese Delights

Morning

Welcome to Milan! Start your day with a delicious breakfast at the famous Luini Panzerotti, where you can savor traditional Italian pastries. After breakfast, take a leisurely stroll to the iconic Duomo and explore the stunning architecture of this magnificent cathedral.

Afternoon

For lunch, head to Trattoria Milanese and enjoy authentic Milanese cuisine. Afterward, take a guided tour of the renowned La Scala Opera House to learn about its rich history and witness its grandeur.

Evening

In the evening, indulge in a gourmet dinner at Il Luogo di Aimo e Nadia, a Michelin-starred restaurant known for its innovative cuisine and elegant ambiance.

Bedtime

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Art, History, and Shopping

Morning

Start your day with a visit to the iconic Last Supper and experience the masterpiece by Leonardo da Vinci. Afterward, explore the historic Sforza Castle and its art collections.

Afternoon

Enjoy a leisurely lunch at Ristorante Da Oscar, known for its traditional Milanese dishes. Afterward, spend the afternoon shopping at the luxurious Galleria Vittorio Emanuele II and the trendy 10 Corso Como.

Evening

For dinner, experience the flavors of modern Japanese cuisine at Iyo, a Michelin-starred restaurant. After dinner, take a relaxing evening stroll in the beautiful Sempione Park.

Bedtime

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Design, Culture, and Relaxation

Morning

Start your day with a visit to the impressive Monumental Cemetery, known for its architectural beauty and historical significance. Afterward, explore the vibrant Brera District and visit the renowned Brera Art Gallery.

Afternoon

Enjoy a delightful lunch at Piz, a cozy pizzeria known for its authentic Neapolitan pizzas. After lunch, take a guided tour of the fascinating Navigli District and enjoy a relaxing canal cruise with an audio guide.

Evening

For a unique dining experience, head to Antica Trattoria della Pesa, a historic restaurant serving traditional Lombard cuisine. After dinner, unwind with a drink at one of the charming bars in the Navigli area.

Bedtime

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Fashion, Art, and Nature

Morning

Start your day with a visit to the iconic Fashion District and explore the high-end boutiques and designer stores. Afterward, take a guided tour of the stunning Villa Necchi Campiglio.

Afternoon

Enjoy a leisurely lunch at Savini, a historic restaurant known for its traditional Milanese cuisine. After lunch, take a scenic drive to the beautiful Lake Como and enjoy a relaxing afternoon by the water.

Evening

For dinner, savor the flavors of Lombard cuisine at Il Cestino, a charming restaurant with a cozy atmosphere. After dinner, take a leisurely walk along the picturesque shores of Lake Como.

Bedtime

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Day Trip to Como and Bellagio

Morning

Today, embark on a day trip to the stunning Lake Como. Start your day with a scenic cruise on the lake, taking in the breathtaking views of the surrounding mountains and charming villages.

Afternoon

Explore the picturesque town of Bellagio and enjoy a delightful lunch at one of the local restaurants. Afterward, take a guided tour of the historic Villa del Balbianello and its beautiful gardens.

Evening

Return to Milan in the evening and enjoy a relaxing dinner at Ristorante Berton, a Michelin-starred restaurant known for its creative cuisine and elegant setting.

Bedtime

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San Siro Stadium and Shopping

Morning

Start your day with a guided tour of the iconic San Siro Stadium, home to two of Italy's most successful football teams. After the tour, explore the nearby Piazza Mercanti and its historic landmarks.

Afternoon

Enjoy a leisurely lunch at Ristorante Cracco, a renowned restaurant known for its innovative cuisine. After lunch, spend the afternoon shopping at the Serravalle Designer Outlet, where you can find great deals on designer brands.

Evening

For dinner, head to Contraste, a Michelin-starred restaurant known for its creative and contemporary dishes. After dinner, take a relaxing evening walk in the charming Porta Nuova District.

Bedtime

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Relaxation and Culture

Morning

Start your day with a visit to the beautiful Church of Santa Maria delle Grazie, home to Leonardo da Vinci's masterpiece, the Last Supper. Afterward, explore the charming Church of San Maurizio al Monastero Maggiore.

Afternoon

Enjoy a leisurely lunch at Ristorante Al Porto, a waterfront restaurant known for its fresh seafood. After lunch, take a guided tour of the historic Porta Ticinese and its vibrant street art scene.

Evening

For dinner, savor the flavors of Lombard cuisine at Ristorante Boeucc, a historic restaurant with a refined atmosphere. After dinner, take a relaxing evening walk along the picturesque canals of the Navigli District.

Bedtime

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Arrival and Roman Icons

Morning

Welcome to Rome! Start your day with a delicious breakfast at Roscioli, a renowned bakery known for its pastries and coffee. After breakfast, take a guided tour of the iconic Colosseum and the ancient Roman Forum.

Afternoon

Enjoy a leisurely lunch at Emma, a popular pizzeria known for its traditional Roman pizzas. After lunch, visit the stunning Pantheon and the beautiful Trevi Fountain.

Evening

For dinner, head to Ristorante Pipero al Rex, a Michelin-starred restaurant known for its creative cuisine. After dinner, take a relaxing evening walk in the charming Trastevere District.

Bedtime

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Vatican City and Artistic Treasures

Morning

Start your day with a guided tour of the magnificent Vatican Museums and the awe-inspiring Sistine Chapel. Afterward, visit the iconic St. Peter's Basilica.

Afternoon

Enjoy a delightful lunch at Ristorante La Pergola, a Michelin-starred restaurant with panoramic views of the city. After lunch, take a guided tour of the beautiful Villa Borghese and its art collections.

Evening

For dinner, savor the flavors of Roman cuisine at Ristorante Aroma, a rooftop restaurant with stunning views of the city. After dinner, take a relaxing evening walk in the charming Piazza Navona.

Bedtime

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Ancient Rome and Culinary Delights

Morning

Start your day with a visit to the ancient Appian Way and the impressive Catacombs of Rome. Afterward, explore the charming Jewish Ghetto.

Afternoon

Enjoy a leisurely lunch at Ristorante Il Pagliaccio, a Michelin-starred restaurant known for its creative cuisine. After lunch, take a guided tour of the beautiful Capitoline Museums and the historic Roman Ghetto.

Evening

For dinner, head to Ristorante Metamorfosi, a Michelin-starred restaurant known for its innovative cuisine. After dinner, take a relaxing evening walk in the charming Campo de' Fiori.

Bedtime

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Arrival and Alpine Charm

Morning

Welcome to Bolzano! Start your day with a delightful breakfast at Feinkost Gasser, a traditional South Tyrolean delicatessen. After breakfast, take a guided tour of the charming Oetzi Museum.

Afternoon

Enjoy a leisurely lunch at Ristorante Kuppelrain, a Michelin-starred restaurant known for its regional cuisine. After lunch, visit the beautiful Runkelstein Castle and its medieval frescoes.

Evening

For dinner, savor the flavors of South Tyrolean cuisine at Ristorante Zur Rose, a historic restaurant with a cozy atmosphere. After dinner, take a relaxing evening walk in the charming Old Town.

Bedtime

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Alpine Adventures and Wine Tasting

Morning

Start your day with a visit to the stunning Renon Plateau and enjoy the breathtaking views of the Dolomites. Afterward, take a guided tour of the South Tyrol Museum of Archaeology.

Afternoon

Enjoy a delightful lunch at Ristorante Castel Flavon, a charming restaurant with panoramic views of the city. After lunch, visit the picturesque Kalterer See and enjoy a relaxing afternoon by the lake.

Evening

For dinner, head to Ristorante Alpes, a traditional South Tyrolean restaurant known for its hearty dishes. After dinner, take a leisurely evening walk in the charming Gries District.

Bedtime

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Arrival and Seaside Splendor

Morning

Welcome to Trieste! Start your day with a delicious breakfast at Caffe degli Specchi, a historic café in the heart of the city. After breakfast, take a guided tour of the beautiful Miramare Castle and its stunning gardens.

Afternoon

Enjoy a leisurely lunch at Ristorante Maxi's, a popular seafood restaurant known for its fresh catch of the day. After lunch, visit the charming Old Town and explore its historic landmarks.

Evening

For dinner, savor the flavors of Friulian cuisine at Ristorante Antico Panada, a traditional restaurant with a cozy atmosphere. After dinner, take a relaxing evening walk along the picturesque Canal Grande.

Bedtime

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Cultural Gems and Culinary Delights

Morning

Start your day with a visit to the iconic Castle of San Giusto and enjoy the panoramic views of the city. Afterward, take a guided tour of the beautiful Cathedral of San Giusto.

Afternoon

Enjoy a delightful lunch at Ristorante La Tavernetta al Castello, a charming restaurant with a historic ambiance. After lunch, visit the fascinating Civico Museo di Storia Naturale di Trieste and explore its natural history collections.

Evening

For dinner, head to Ristorante Al Monastero, a traditional Friulian restaurant known for its regional specialties. After dinner, take a relaxing evening walk in the charming Old Port.

Bedtime

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