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Ultimate 11-Day Italy Itinerary: Rome, Florence, Venice, Milan & Bologna

Ultimate 11-Day Italy Itinerary: Rome, Florence, Venice, Milan & Bologna Itinerary

Last updated: 2024 Jun 14

Iconic Rome Wonders

Morning
Start your Italian adventure with a delightful breakfast at Roscioli, known for its pastries and coffee. Afterward, immerse yourself in the ancient history of Rome with a guided tour of the Colosseum, Roman Forum, and Palatine Hill.
Afternoon
For lunch, savor authentic Roman cuisine at Da Enzo Al 29. Then, continue your exploration with a visit to the Pantheon and throw a coin into the Trevi Fountain to ensure your return to the Eternal City.
Evening
Conclude your day with a delicious dinner at Trattoria Da Cesare al Casaletto, known for its traditional Roman dishes.
Bedtime
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Colosseum

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Roman Forum (Foro Romano)

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Palatine Hill (Palatino)

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Pantheon

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From Hermanus or Cape Town Shark Cage Diving Experience

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Vatican City Wonders

Morning
Enjoy a hearty breakfast at Pizzarium, a popular spot for pizza al taglio. Then, take a guided tour of the Vatican Museums (Musei Vaticani), Sistine Chapel (Cappella Sistina), and St. Peter's Basilica (Basilica di San Pietro).
Afternoon
For lunch, indulge in a culinary experience at Ristorante Aroma with a view of the city. Afterward, climb to the top of the St. Peter's Basilica (Basilica di San Pietro) for panoramic views of Rome.
Evening
In the evening, have a memorable dining experience at La Pergola, a three-Michelin-starred restaurant known for its exquisite cuisine.
Bedtime
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Vatican Museums (Musei Vaticani)

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Sistine Chapel (Cappella Sistina)

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St. Peter's Basilica (Basilica di San Pietro)

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St. Peter's Basilica (Basilica di San Pietro)

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Rome's Hidden Gems

Morning
Start your day with a leisurely breakfast at Roscioli. Then, explore the underground catacombs of Rome with a guided tour of the Catacombs of Rome (Catacombe di Roma).
Afternoon
For a unique experience, visit the Borghese Gallery (Galleria Borghese) and immerse yourself in its art collection. Enjoy a light lunch at the gallery's cafe.
Evening
In the evening, take a stroll in the charming neighborhood of Trastevere and have dinner at Da Enzo Al 29, known for its traditional Roman dishes.
Bedtime
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Catacombs of Rome (Catacombe di Roma)

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Borghese Gallery (Galleria Borghese)

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Trastevere

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Culinary Delights of Rome

Morning
Start your day with a guided tour of the Castel Sant'Angelo and enjoy the panoramic views of the city.
Afternoon
For a hands-on experience, participate in a Rome Pasta Making Class with Wine, Limoncello, and Cake. Enjoy the pasta you prepared for lunch.
Evening
In the evening, take a food tour of Rome's best eateries, sampling traditional dishes.
Bedtime
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Castel Sant'Angelo Skip-the-Line Entry & Optional Audioguide

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Rome Pasta Making Class with Wine, Limoncello, and Dessert

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Art and Culture in Florence

Morning
Arrive in Florence and start your day with a classic Italian breakfast at a local cafe. Then, visit the world-renowned Uffizi Gallery.
Afternoon
Enjoy a Tuscan lunch at a traditional trattoria. Afterward, explore the historic Florence Cathedral (Cattedrale di Santa Maria del Fiore) and climb to the top of the Giotto's Campanile for a panoramic view of the city.
Evening
Dine at a local osteria and savor the flavors of Tuscan cuisine.
Bedtime
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United States Holocaust Memorial Museum

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Day Trip to the Tuscan Countryside

Morning
Take a guided tour of the Chianti Region, visit a local winery, and enjoy wine tasting in the picturesque countryside.
Afternoon
Have a leisurely lunch at the winery, savoring traditional Tuscan dishes. Afterward, explore the charming villages of San Gimignano and Siena.
Evening
Return to Florence and dine at a rooftop restaurant overlooking the city.
Bedtime
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Thomas Jefferson Memorial

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Miami Children's Museum

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Magical Venice

Morning
Arrive in Venice and start your day with a gondola ride on the Grand Canal.
Afternoon
Enjoy a seafood lunch at a local trattoria. Then, visit St. Mark's Basilica and Doge's Palace.
Evening
Dine at a romantic restaurant with a view of the Venetian canals.
Bedtime
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Clearwater Beach

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Hidden Gems of Venice

Morning
Explore the lesser-known islands of Burano and Torcello.
Afternoon
Have a traditional Venetian lunch on one of the islands. Visit the Peggy Guggenheim Collection in the afternoon.
Evening
Enjoy a sunset aperitivo overlooking the lagoon.
Bedtime
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Disney’s Animal Kingdom® Theme Park

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Fashion and Culture in Milan

Morning
Arrive in Milan and start your day with a cappuccino at a chic cafe. Visit the iconic Duomo di Milano and explore the Galleria Vittorio Emanuele II.
Afternoon
Enjoy a light lunch at a trendy bistro. Visit the Brera Art Gallery and take a stroll in the Brera District.
Evening
Dine at a fashionable restaurant in the Navigli District.
Bedtime
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Magic Kingdom® Park

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Mauna Kea Summit & Observatory

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Waipio Valley

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Culinary Capital of Italy

Morning
Arrive in Bologna and start your day with a brioche and espresso at a local cafe. Take a food tour of the city, sampling Bolognese cuisine.
Afternoon
Enjoy a leisurely lunch at a traditional trattoria. Visit the Towers of Bologna and climb the Asinelli Tower for a panoramic view of the city.
Evening
Dine at a Michelin-starred restaurant, savoring the best of Bolognese cuisine.
Bedtime
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Captain Cook Monument

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Kealakekua Bay

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Farewell to Italy

Morning
Return to Rome and spend your last day shopping for souvenirs in the Spanish Steps (Piazza di Spagna) area.
Afternoon
Have a final Italian meal at a local trattoria. Visit the Pantheon and take a leisurely walk through the Trastevere neighborhood.
Evening
Watch the sunset from the Gianicolo Hill and enjoy a gelato before saying goodbye to Italy.
Bedtime
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Vienna Tickets to Haus der Musik

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Pantheon

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Trastevere

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Kona (Kailua-Kona)

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