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Ultimate 16-Day Italy Itinerary: From Rome to Milan

Ultimate 16-Day Italy Itinerary: From Rome to Milan Itinerary

Last updated: 2024 Jun 14

Iconic Rome Wonders and Pasta Delights

Morning
Start your Italian adventure with a classic Roman breakfast at Roscioli, known for its pastries and coffee. Afterward, immerse yourself in the ancient history of the Colosseum, Roman Forum, and Palatine Hill with a guided tour.
Afternoon
For lunch, savor authentic Roman cuisine at Da Enzo al 29. Afterward, visit the Pantheon and throw a coin into the Trevi Fountain to ensure your return to the Eternal City.
Evening
Enjoy a delightful dinner at Trattoria Da Cesare al Casaletto, known for its traditional dishes. Take a leisurely stroll in the charming neighborhood of Trastevere.
Bedtime
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Vatican City Marvels and Artisanal Pizza

Morning
Indulge in a leisurely breakfast at Pizzarium, a renowned place for pizza al taglio. Then, explore the masterpieces of the Vatican Museums (Musei Vaticani) and the awe-inspiring Sistine Chapel (Cappella Sistina).
Afternoon
For a unique dining experience, have lunch at Ristorante Aroma, offering panoramic views. Afterward, visit the magnificent St. Peter's Basilica (Basilica di San Pietro).
Evening
Enjoy a gourmet dinner at the three-Michelin-starred La Pergola. End your day with a romantic walk near St. Peter's Square (Piazza San Pietro).
Bedtime
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Culinary and Cultural Immersion in Rome

Morning
Start your day with a hands-on experience at a Rome 3-in-1 Fettuccine, Ravioli, and Tiramisu Cooking Class. Enjoy the fruits of your labor for lunch.
Afternoon
After a satisfying meal, take a leisurely walk to the Spanish Steps (Piazza di Spagna) and the Piazza di Spagna. Explore the designer boutiques in the area.
Evening
For dinner, taste the innovative cuisine of Il Pagliaccio, a two-Michelin-starred restaurant. Conclude your evening with a gelato at Trevi Fountain.
Bedtime
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Ancient and Baroque Rome Delights

Morning
Enjoy a leisurely breakfast at Roscioli, known for its pastries and coffee. Then, explore the Catacombs of Rome (Catacombe di Roma) for a unique perspective on the city's history.
Afternoon
Have a traditional Roman lunch at Da Enzo al 29. Spend the afternoon visiting the Borghese Gallery (Galleria Borghese) and its beautiful gardens.
Evening
Dine at Ristorante Aroma, offering a modern take on Italian cuisine. Take a romantic evening stroll at the Spanish Steps (Piazza di Spagna).
Bedtime
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Off-the-Beaten-Path Rome and Aperitivo Experience

Morning
Start your day with a visit to the Circus Maximus (Circo Massimo) and the Aventine Hill for panoramic views of the city.
Afternoon
Enjoy a light lunch at Pizzarium. Explore the charming neighborhood of Trastevere and visit the Santa Maria in Trastevere.
Evening
Experience the Roman tradition of Aperitivo at Freni e Frizioni. Enjoy a selection of drinks and appetizers in a vibrant setting.
Bedtime
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Day Trip to the Etruscan Necropolises

Morning
Take a day trip to the Etruscan Necropolises of Cerveteri and Tarquinia (Necropoli Etrusche di Cerveteri e Tarquinia). Explore the ancient Etruscan tombs and learn about this fascinating civilization.
Afternoon
Enjoy a picnic lunch at the archaeological site. Afterward, visit the Odescalchi Castle (Castello Odescalchi) in Bracciano.
Evening
Return to Rome and have a relaxed dinner at Da Enzo al 29. Take a leisurely walk in the Trastevere neighborhood.
Bedtime
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Relaxation and Recreation in Rome

Morning
Spend a relaxing morning at the Villa Borghese. You can rent a bike or a boat and enjoy the peaceful surroundings.
Afternoon
Have a picnic lunch in the park. Afterward, visit the Bioparco di Roma, Rome's zoo, with a variety of animal species.
Evening
For dinner, try the traditional Roman-Jewish cuisine at Nonna Betta. Take a leisurely evening walk in the Ghetto Ebraico.
Bedtime
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Arrival in Amalfi and Sunset on the Coast

Morning
Arrive in the stunning Amalfi Coast and check into your hotel. Start your day with a refreshing lemon granita, a local specialty.
Afternoon
Take a leisurely walk through the charming streets of Amalfi and visit the Amalfi Cathedral. Enjoy the panoramic views of the coastline.
Evening
Watch the sunset from a seaside bar and savor fresh seafood for dinner. End your evening with a limoncello digestif.
Bedtime
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Boat Tour and Beach Day in Capri

Morning
Take a boat tour to the enchanting island of Capri. Visit the Blue Grotto and enjoy the crystal-clear waters.
Afternoon
Relax on the beach or explore the Gardens of Augustus. Have a leisurely lunch with a view of the Faraglioni rocks.
Evening
Return to Amalfi and enjoy a romantic dinner overlooking the sea. Try the local specialty, scialatielli ai frutti di mare.
Bedtime
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Ravello and Villa Cimbrone

Morning
Visit the picturesque town of Ravello and explore the Villa Cimbrone. Enjoy the stunning views from the Terrace of Infinity.
Afternoon
Have a leisurely lunch in the town square. Explore the charming streets and visit the Ravello Cathedral.
Evening
Return to Amalfi and enjoy a farewell dinner at a cliffside restaurant. Savor the local flavors and enjoy the Mediterranean ambiance.
Bedtime
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Exploring the Glamorous Island of Capri

Morning
Arrive in the glamorous island of Capri and check into your hotel. Start your day with a traditional Caprese breakfast.
Afternoon
Take a leisurely walk through the Piazzetta and explore the designer boutiques. Visit the Gardens of Augustus for panoramic views.
Evening
Enjoy a sunset aperitivo at Villa San Michele. Dine at a Michelin-starred restaurant and experience the island's culinary delights.
Bedtime
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Boat Tour and Faraglioni Experience

Morning
Take a private boat tour around the island and visit the Blue Grotto. Swim in the crystal-clear waters and enjoy the sunshine.
Afternoon
Have a picnic lunch on the boat. Visit the iconic Faraglioni Rocks and take in the natural beauty of Capri.
Evening
Return to the island and relax at a beach club. Enjoy a seafood dinner with local wine.
Bedtime
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Anacapri and Monte Solaro

Morning
Take the chairlift to Monte Solaro and enjoy the panoramic views of the island. Visit the Villa San Michele and explore the gardens.
Afternoon
Have a leisurely lunch in Anacapri. Visit the Church of San Michele and take a walk through the town.
Evening
Return to Capri and enjoy a farewell dinner at a seaside restaurant. Savor the local specialties and toast to your unforgettable stay.
Bedtime
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Arrival in Positano and Beach Day

Morning
Arrive in the picturesque town of Positano and check into your hotel. Start your day with a cappuccino overlooking the sea.
Afternoon
Spend the day relaxing on the beach and swimming in the turquoise waters. Enjoy a light lunch at a beachfront restaurant.
Evening
Watch the sunset from a cliffside bar and enjoy a romantic dinner with a view. Try the local seafood dishes and limoncello.
Bedtime
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Exploring the Amalfi Coast

Morning
Take a boat tour along the Amalfi Coast and visit the towns of Amalfi and Ravello. Enjoy the stunning views from the water.
Afternoon
Have a leisurely lunch in Amalfi and explore the Amalfi Cathedral. In the afternoon, visit the Villa Cimbrone in Ravello.
Evening
Return to Positano and enjoy a farewell dinner at a cliffside restaurant. Savor the local flavors and toast to your Amalfi Coast adventure.
Bedtime
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Arrival in Milan and Fashion District

Morning
Arrive in the fashion capital of Milan and check into your hotel. Start your day with a cappuccino in the Galleria Vittorio Emanuele II.
Afternoon
Explore the Milan Cathedral (Duomo di Milano) and the Royal Palace of Milan. Have a light lunch in the Brera District.
Evening
Shop in the Montenapoleone District and enjoy an aperitivo in a trendy bar. For dinner, try the local risotto alla milanese.
Bedtime
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