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Ultimate 14-Day Italy Road Trip from Milan to Rome

Ultimate 14-Day Italy Road Trip from Milan to Rome Itinerary

Last updated: 2024 Jun 14

Iconic Milan and Da Vinci's Masterpieces

Morning
Start your day with a delightful breakfast at Luini Panzerotti, a local favorite known for its delicious panzerotti. Afterward, visit the magnificent Milan Cathedral (Duomo di Milano) and explore the Galleria Vittorio Emanuele II.
Afternoon
For lunch, savor traditional Milanese cuisine at Trattoria Milanese. Then, immerse yourself in art and history with a guided tour of Da Vinci's Last Supper (Il Cenacolo) and a visit to the Sforza Castle (Castello Sforzesco).
Evening
Enjoy a sophisticated dinner at Ristorante Da Oscar, known for its elegant ambiance and exquisite dishes.
Bedtime
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Sculptures, Parks, and Fashion

Morning
Indulge in a leisurely breakfast at Piz, a cozy pizzeria with a variety of toppings. Then, take a guided tour of the Sforza Castle and Michelangelo's Pietà Rondanini.
Afternoon
For lunch, enjoy a picnic in the picturesque Sempione Park (Parco Sempione). After, explore the trendy Brera district and visit the Brera Art Gallery (Pinacoteca di Brera).
Evening
Shop for high-end fashion at the Quadrilatero della Moda and dine at Iyo, a Michelin-starred restaurant offering innovative Japanese-Italian fusion cuisine.
Bedtime
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Day of Discovery and Relaxation

Morning
Begin your day with a guided tour of the Ambrosiana Museum and Library (Veneranda Biblioteca Ambrosiana). Afterward, take a serene walk in the Sempione Park (Parco Sempione).
Afternoon
Enjoy a light lunch at Antica Trattoria della Pesa, a historic restaurant known for its traditional Milanese dishes. Spend the afternoon exploring the unique architecture of the Columns of San Lorenzo (Colonne di San Lorenzo).
Evening
Relax with a wine tasting experience at Milan Cantina Urbana followed by a leisurely dinner at Il Luogo di Aimo e Nadia, a renowned restaurant for its gourmet cuisine.
Bedtime
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Day of Excursions and Shopping

Morning
Take a day trip to the Serravalle Designer Outlet for a premium shopping experience. Enjoy a light breakfast at the outlet.
Afternoon
Explore the historic town of Bergamo and enjoy a traditional lunch at a local trattoria. Visit the Basilica of Sant'Ambrogio (Basilica di Sant'Ambrogio) and the Church of Santa Maria at San Satiro (Chiesa di Santa Maria presso San Satiro).
Evening
Return to Milan for a relaxed dinner at Piz, where you can enjoy a variety of authentic Italian pizzas.
Bedtime
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Verona, Sirmione, and Lake Garda Excursion

Morning
Embark on a day trip to Verona, Sirmione, and Lake Garda with a boat cruise. Enjoy the scenic beauty of the region and explore the charming towns.
Afternoon
Have a delightful lakeside lunch in Sirmione. Visit the Verona Arena and explore the historic city of Verona.
Evening
Return to Milan for a relaxing evening. Dine at Trattoria Milanese for a taste of authentic Lombard cuisine.
Bedtime
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Cultural Immersion in Milan

Morning
Begin your day with a guided tour of the Brera district, known for its artistic heritage. Visit the Pinacoteca di Brera and explore the charming streets.
Afternoon
Enjoy a leisurely lunch at a local trattoria. Spend the afternoon visiting the Church of Santa Maria delle Grazie (Chiesa di Santa Maria delle Grazie) and the Leonardo’s Vineyard (Vigna di Leonardo).
Evening
Attend a performance at the La Scala Opera House (Teatro alla Scala). Before the show, have a pre-theater dinner at Ristorante Da Oscar.
Bedtime
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Day of Art and Architecture

Morning
Afternoon
Enjoy a light lunch at a local cafe. Visit the Arch of Peace (Arco della Pace) and take a leisurely walk in the Sempione Park (Parco Sempione).
Evening
Dine at Antica Trattoria della Pesa, a historic restaurant known for its traditional Milanese cuisine.
Bedtime
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Lake Como and Bellagio Discovery

Morning
Depart from Milan and spend the day exploring the picturesque towns of Como and Bellagio. Enjoy a boat cruise on Lake Como and take in the stunning views of the surrounding mountains.
Afternoon
Have a leisurely lunch in Bellagio and explore the charming streets. Visit the Villa del Balbianello and the Como-Brunate Funicular Railway.
Evening
Return to Milan for a relaxing evening. Dine at Trattoria Milanese for a taste of authentic Lombard cuisine.
Bedtime
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Historic Bergamo and Culinary Delights

Morning
Explore the historic upper town of Bergamo, known for its medieval architecture. Visit the Basilica of Santa Maria Maggiore and the Cappella Colleoni.
Afternoon
Enjoy a traditional Bergamasque lunch at a local trattoria. Take a leisurely walk along the Venetian Walls of Bergamo and enjoy the panoramic views.
Evening
Dine at a Michelin-starred restaurant in Bergamo for a culinary experience to remember.
Bedtime
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Culinary Capital of Italy

Morning
Depart from Milan and spend the day in Bologna, the culinary capital of Italy. Take a guided food tour and sample the local delicacies, including Tortellini, Bolognese Sauce, and Mortadella.
Afternoon
Visit the University of Bologna and take a leisurely walk in the historic center. Climb the Asinelli Tower for panoramic views of the city.
Evening
Enjoy a traditional Bolognese dinner at a local osteria.
Bedtime
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Romantic Verona and Shakespearean Heritage

Morning
Explore the charming city of Verona, known for its Shakespearean heritage. Visit the Verona Arena and the Juliet's House (Casa di Giulietta).
Afternoon
Enjoy a romantic lunch in Verona. Visit the Verona Cathedral and take a leisurely walk along the Adige River.
Evening
Attend a performance at the Verona Opera House. Dine at a local restaurant and savor the flavors of the Veneto region.
Bedtime
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Maritime History and Culinary Delights

Morning
Explore the maritime city of Genoa, birthplace of Christopher Columbus. Visit the Genoa Aquarium and the Old Port of Genoa.
Afternoon
Enjoy a seafood lunch in Genoa. Visit the Genoa Cathedral and take a walk in the Genoa Old Town, a UNESCO World Heritage Site.
Evening
Dine at a traditional Genoese restaurant and sample the local pesto and focaccia.
Bedtime
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Leaning Tower and Renaissance Splendor

Morning
Depart from Milan for a day trip to Pisa. Visit the iconic Leaning Tower of Pisa and the Pisa Cathedral.
Afternoon
Enjoy a Tuscan lunch in Pisa. Visit the Pisa Baptistry and take a leisurely walk in the Pisa Old Town.
Evening
Return to Milan for a farewell dinner at Il Luogo di Aimo e Nadia, a Michelin-starred restaurant known for its creative cuisine.
Bedtime
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Arrivederci, Italia!

Morning
Depart from Milan and arrive in Rome, the eternal city. Visit the Colosseum and the Roman Forum.
Afternoon
Enjoy a traditional Roman lunch. Visit the Pantheon and take a leisurely walk in the Piazza Navona.
Evening
Dine at a local trattoria and savor the authentic flavors of Roman cuisine. Take a stroll in the Trevi Fountain and toss a coin to ensure your return to the eternal city.
Bedtime
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