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Ultimate 9-Day Italy Itinerary: Milan, Lake Como, Tuscany, and Rome

Ultimate 9-Day Italy Itinerary: Milan, Lake Como, Tuscany, and Rome Itinerary

Last updated: 2024 Jun 14

Iconic Milan and Da Vinci's Masterpiece

Morning
Start your Italian adventure with a traditional Milanese breakfast at Luini Panzerotti, known for its delicious pastries. Afterward, marvel at the stunning architecture of the Milan Cathedral (Duomo di Milano).
Afternoon
For lunch, savor the flavors of Lombardy at Trattoria Milanese. Then, immerse yourself in art and history with a guided tour of Leonardo da Vinci's 'The Last Supper'.
Evening
Enjoy a sophisticated dinner at Ristorante Da Oscar, a favorite among locals.
Bedtime
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Milan Duomo

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Milan Guided Tour of Leonardo da Vinci's 'The Last Supper'

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Milan Fashion and Sforza Castle

Morning
Indulge in a leisurely breakfast at Piz, a trendy spot in the Brera district. Explore the high-end boutiques of 10 Corso Como and the historic Galleria Vittorio Emanuele II.
Afternoon
For lunch, experience innovative Italian cuisine at Iyo. Then, visit the impressive Sforza Castle (Castello Sforzesco).
Evening
Relax with an aperitivo in the vibrant Navigli district, followed by dinner at Antica Trattoria della Pesa.
Bedtime
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10 Corso Como

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Galleria Vittorio Emanuele II

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Sforza Castle (Castello Sforzesco)

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Day Trip to Lake Como

Morning
Take a day trip to the picturesque Lake Como. Enjoy a scenic bus and private boat tour to Bellagio, with a stop for a delightful lakeside lunch.
Afternoon
Explore the charming streets of Bellagio and take in the beauty of the lake. Don't miss the opportunity to visit the historic Villa Carlotta.
Evening
Return to Milan and dine at Il Luogo di Aimo e Nadia, a Michelin-starred restaurant known for its exquisite cuisine.
Bedtime
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From Milan Lake Como & Bellagio by Bus & Private Boat Tour

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Art and Culture in Florence

Morning
Travel to Florence and start your day with a classic Italian breakfast at Caffè Gilli. Then, explore the world-renowned Uffizi Gallery.
Afternoon
Enjoy a Tuscan lunch at Trattoria Mario before visiting the iconic Cathedral of Santa Maria del Fiore (Il Duomo).
Evening
Dine at Osteria Cipolla Rossa, a hidden gem known for its authentic Florentine cuisine.
Bedtime
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El Campo Santo Cemetery

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Key West Cruise Port

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Wine Tasting in Chianti

Morning
Embark on a scenic drive through the Tuscan countryside to the Chianti wine region. Visit a local vineyard for a wine tasting experience.
Afternoon
Enjoy a traditional Tuscan lunch at the vineyard, paired with the finest Chianti wines. Take a leisurely stroll through the vineyards and olive groves.
Evening
Return to Florence and dine at Buca Lapi, a historic restaurant famous for its bistecca alla fiorentina.
Bedtime
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Exploring Siena and San Gimignano

Morning
Travel to the medieval city of Siena and visit the Siena Cathedral. Explore the charming streets and vibrant piazzas of this historic city.
Afternoon
Enjoy a traditional Tuscan lunch at Enoteca I Terzi before continuing to the hilltop town of San Gimignano. Marvel at the iconic San Gimignano Towers.
Evening
Return to Florence and dine at Il Latini, a beloved restaurant serving authentic Tuscan cuisine.
Bedtime
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Shanghai World Financial Center (SWFC)

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Ancient Rome and Vatican City

Morning
Travel to Rome and start your day with a cappuccino and cornetto at Caffè Sant'Eustachio, a Roman institution. Visit the iconic Colosseum and Roman Forum.
Afternoon
Enjoy a leisurely lunch at Da Enzo al 29 before exploring the Vatican City. Visit the Vatican Museums and the Sistine Chapel.
Evening
Dine at Ristorante Aroma, a rooftop restaurant with stunning views of the Colosseum and the Roman Forum.
Bedtime
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Salzburg Original Sound of Music Tour

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Milan Duomo

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Baroque Rome and Trastevere

Morning
Explore the Baroque architecture of Rome, including the Trevi Fountain and the Pantheon. Enjoy a traditional Roman breakfast at Antico Forno Roscioli.
Afternoon
Stroll through the charming streets of Trastevere and have lunch at Da Augusto, a historic trattoria. Visit the Villa Doria Pamphili for a relaxing afternoon.
Evening
Dine at Hostaria Romana, a family-run restaurant known for its Roman cuisine.
Bedtime
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Da Vinci's Last Supper (Il Cenacolo)

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Farewell to Italy

Morning
Spend your last morning in Rome visiting the Castel Sant'Angelo and enjoying the panoramic views of the city. Have a leisurely breakfast at Pasticceria Regoli.
Afternoon
Take a walk along the Appian Way and explore the Catacombs of San Callisto. Enjoy a final lunch in Rome at Nonna Betta, a kosher Roman restaurant.
Evening
Conclude your Italian journey with a special farewell dinner at Ristorante Piperno, a historic restaurant in the heart of the Jewish Ghetto.
Bedtime
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Brera Art Gallery (Pinacoteca di Brera)

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Church of Santa Maria delle Grazie (Chiesa di Santa Maria delle Grazie)

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Basilica of Sant'Ambrogio (Basilica di Sant'Ambrogio)

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