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Ultimate 20-Day Italy Adventure: Rome, Florence, Venice & More

Ultimate 20-Day Italy Adventure: Rome, Florence, Venice & More Itinerary

Last updated: 2024 Jun 14

Iconic Rome Kickoff

Morning
Start your Italian adventure with a classic Roman breakfast at Pizzarium, known for its delectable pizza al taglio. Afterward, immerse yourself in the ancient history of the Colosseum with a skip-the-line entry.
Afternoon
For lunch, savor authentic Roman cuisine at Trattoria Da Cesare al Casaletto. Then, continue to the Roman Forum (Foro Romano) and the Palatine Hill (Palatino) with a guided tour.
Evening
Conclude your day with a fine dining experience at Ristorante Aroma, offering panoramic views of the city. After dinner, take a leisurely stroll to the Trevi Fountain (Fontana di Trevi).
Bedtime
Find amazing hotels in Rome, Lazio, Italy.

Vatican City Wonders

Morning
Indulge in a delightful breakfast at a local cafe. Then, explore the treasures of the Vatican Museums (Musei Vaticani) and the Sistine Chapel (Cappella Sistina) with a skip-the-line ticket.
Afternoon
For a light lunch, try some traditional Roman street food. Afterward, visit the magnificent St. Peter's Basilica (Basilica di San Pietro) and climb to the dome for a panoramic view of the city.
Evening
Enjoy aperitivo at a charming bar in the Trastevere district, followed by a sumptuous dinner at Trattoria Da Cesare al Casaletto.
Bedtime
Find amazing hotels in Rome, Lazio, Italy.

Art and Culture in Rome

Morning
Start your day with a cappuccino and cornetto at a local cafe. Then, explore the exquisite collection at the Borghese Gallery (Galleria Borghese) with a guided tour.
Afternoon
For lunch, enjoy a picnic in the scenic Villa Borghese Gardens. Afterward, take a leisurely walk to the Spanish Steps (Piazza di Spagna) and the Trevi Fountain (Fontana di Trevi).
Evening
Dine at the Michelin-starred Il Pagliaccio, known for its innovative cuisine and elegant ambiance.
Bedtime
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Day Trip to Pompeii and the Amalfi Coast

Morning
Embark on a day trip to From Rome Pompeii, Amalfi Coast, and Sorrento Day Trip. Explore the ancient ruins of Pompeii and enjoy the stunning views of the Amalfi Coast.
Afternoon
Indulge in a seafood lunch in Positano with a view of the Mediterranean. Take a leisurely walk through the picturesque town before heading back to Rome.
Evening
Relax and enjoy a casual dinner at a local trattoria in Rome.
Bedtime
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Hidden Gems of Rome

Morning
Discover the lesser-known sites of Rome, such as the Catacombs of Rome (Catacombe di Roma) or the Capuchin Crypts.
Afternoon
Enjoy a light lunch at a traditional Roman osteria. Spend the afternoon wandering through the charming streets of Trastevere.
Evening
Dine at a local pizzeria and savor the authentic flavors of Rome.
Bedtime
Find amazing hotels in Rome, Lazio, Italy.

Welcome to Florence

Morning
Take a high-speed train to Florence and check into your hotel. Start your Florentine experience with a cappuccino and a pastry at a local cafe.
Afternoon
Visit the iconic Duomo and the Baptistery. For lunch, try the famous lampredotto at a local market.
Evening
Enjoy a traditional Tuscan dinner at Trattoria 4 Leoni, known for its bistecca alla fiorentina.
Bedtime
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Art and Architecture of Florence

Morning
Explore the world-renowned Uffizi Gallery with a skip-the-line ticket.
Afternoon
For lunch, indulge in a truffle pasta dish at Osteria Santo Spirito. Visit the Ponte Vecchio and the Palazzo Pitti.
Evening
Dine at the Michelin-starred Enoteca Pinchiorri for a gourmet dining experience.
Bedtime
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Day Trip to the Tuscan Countryside

Morning
Embark on a wine tasting tour in the Chianti Classico region. Visit local wineries and enjoy the scenic views of the Tuscan countryside.
Afternoon
Have a leisurely lunch at a family-owned agriturismo. Visit the medieval town of San Gimignano.
Evening
Return to Florence and dine at Buca Lapi, a historic restaurant known for its bistecca alla fiorentina.
Bedtime
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Arrival in Venice

Morning
Take a train to Venice and check into your hotel. Start your Venetian experience with a traditional breakfast at a local cafe.
Afternoon
Explore the Rialto Market and the Rialto Bridge. For lunch, savor a seafood risotto at Hostaria da Franz.
Evening
Enjoy a romantic gondola ride on the Grand Canal at sunset. Dine at Osteria alle Testiere, a hidden gem known for its fresh seafood.
Bedtime
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Venetian Art and Culture

Morning
Visit the Doge's Palace and the St. Mark's Basilica.
Afternoon
For lunch, try the local cicchetti at Cantinone gia' Schiavi. Explore the charming streets of Dorsoduro.
Evening
Dine at Il Ridotto, a Michelin-starred restaurant offering a modern take on Venetian cuisine.
Bedtime
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Day Trip to the Islands of Venice

Morning
Take a vaporetto to the Island of Murano and visit a glassblowing factory.
Afternoon
Have a seafood lunch on the Island of Burano and explore its colorful streets. Visit the Island of Torcello.
Evening
Return to Venice and enjoy a traditional Venetian aperitivo. Dine at Alle Testiere, a popular seafood restaurant.
Bedtime
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Fashion and Culture in Milan

Morning
Take a high-speed train to Milan and check into your hotel. Start your Milanese experience with a cappuccino and a pastry at Pasticceria Marchesi.
Afternoon
Visit the iconic Duomo and the Galleria Vittorio Emanuele II. For lunch, try the famous saffron risotto at Ristorante Da Giacomo.
Evening
Explore the Brera District and dine at Trattoria Toscana, a local favorite.
Bedtime
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Art and Design in Milan

Morning
Explore the Pinacoteca di Brera and the Castello Sforzesco.
Afternoon
For lunch, enjoy a panzerotti at Luini. Visit the Porta Nuova District.
Evening
Dine at Taverna Moriggi, a historic restaurant known for its traditional Milanese cuisine.
Bedtime
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Scenic Beauty of Lake Como

Morning
Take a train to Lake Como and check into your hotel. Start your day with a cappuccino overlooking the lake.
Afternoon
Take a boat tour of the lake and visit the charming towns of Bellagio and Varenna.
Evening
Enjoy a romantic dinner at Bilacus, a restaurant with stunning views of the lake.
Bedtime
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Wine and Gastronomy in Tuscany

Morning
Take a train to the heart of Tuscany and check into a charming agriturismo. Start your day with a traditional Tuscan breakfast.
Afternoon
Embark on a wine tasting tour in the Brunello di Montalcino region. Visit local wineries and enjoy the renowned wines of Tuscany.
Evening
Have a gourmet dinner at the agriturismo, featuring farm-to-table ingredients and local specialties.
Bedtime
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Cultural Immersion in Tuscany

Morning
Visit the medieval town of Siena and explore the Piazza del Campo.
Afternoon
For lunch, try the traditional pici cacio e pepe at Osteria Le Logge. Visit the Siena Cathedral and the Palazzo Pubblico.
Evening
Dine at Enoteca I Terzi, a cozy restaurant known for its extensive wine list.
Bedtime
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Relaxation in the Tuscan Countryside

Morning
Enjoy a leisurely breakfast at the agriturismo. Take a cooking class to learn how to prepare traditional Tuscan dishes.
Afternoon
Have a rustic lunch with the dishes you prepared. Spend the afternoon relaxing by the pool or exploring the surrounding countryside.
Evening
Join a traditional Tuscan barbecue dinner at the agriturismo, accompanied by local wines and live music.
Bedtime
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Farewell to Italy

Morning
Take a high-speed train back to Rome and check into your hotel. Enjoy a final breakfast at a local cafe.
Afternoon
Spend your last day in Italy revisiting your favorite Roman landmarks or shopping for souvenirs.
Evening
Conclude your Italian adventure with a farewell dinner at a traditional Roman trattoria, reminiscing about your unforgettable journey.
Bedtime
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