Begin your journey in Rome, the city of seven hills, and the center of the Roman Empire. Visit the Colosseum, the largest amphitheater in the world, and the Roman Forum, which served as the social, religious, and commercial center of ancient Rome. Enjoy a walk through the Piazza Navona, a classic Italian square with three beautiful fountains and ornate buildings. End your day by visiting the Pantheon and stepping inside to see the largest unsupported dome in the world.
Take a guided tour of the Vatican Museums, where you’ll find sculptures, paintings, and artifacts from ancient Greece, Rome, and Egypt. Visit the breathtaking Sistine Chapel, where Michelangelo painted his famous ceiling. Then, head to St. Peter's Basilica, one of the largest churches in the world, where the Popes are buried. End your day with a walk on the Campo de Fiori, a popular square with a vibrant market, street performers, and cafes.
Take an early train to Florence, the birthplace of Italian Renaissance. Begin your day at the Uffizi Gallery, which houses one of the world's most extensive collections of Italian Renaissance art. Continue walking east to the square of Piazza della Signoria, hosting the town hall and the magnificent Palazzo Vecchio. End your day at the iconic Duomo, which stands tall over the city's skyline.
Take an early morning drive to the heart of Tuscany, where you’ll visit some of the oldest wine producers in Italy. Enjoy a tour and wine tasting in Chianti, one of Italy’s best-known wine regions. Learn about the grape varietals, enjoy the scenery, and of course, taste the wine. End your day by taking a walk through the picturesque town of Montepulciano.
Take a morning train to Venice, the city of canals and traditional gondolas. Begin your day at the Piazza San Marco, where you'll find iconic landmarks including the Basilica di San Marco and the Doge's Palace. Across the canal, visit the beautiful Scuola Grande di San Rocco, known for its many beautiful artworks. End your day with a ride along the Grand Canal and explore the lesser-known neighborhoods of Venice.
Take a morning flight to Naples and then continue on to the Amalfi Coast. Enjoy a leisurely day exploring the beautiful coastal towns of Positano and Amalfi. Take a dip in the clear turquoise waters, visit the beautiful pastel-colored houses and indulge in fresh seafood at local restaurants.
Take a trip to the ancient city of Pompeii, preserved in time by the eruption of Mount Vesuvius in AD 79. Walk among the incredible ruins of temples, houses, baths, and theaters and imagine life in the time of the Romans. End your day by visiting the impressive National Archaeological Museum, which houses artifacts from Pompeii as well as ancient treasures from Greece and Rome.
Take a morning train to Milan, the fashion capital of Italy. Begin your day at the galleria Vittorio Emanuele II, one of the world's oldest shopping malls. Check out the designer shops and cafes, and take a walk on the rooftop terrace for panoramic views of the city. Visit The Last Supper, a painting by Leonardo da Vinci, at the Santa Maria delle Grazie church. End your day in Navigli, a trendy canal district with plenty of bars, restaurants, and galleries.
Take a morning train to Bologna, known for its excellent food and the oldest university in Europe. Begin your day at the Piazza Maggiore, a central square with impressive historic buildings. Visit the Portico di San Luca, where you can climb to the top for breathtaking views. End your day with a visit to Mercato delle Erbe, a food market with countless stalls offering fresh pasta, meats, cheese, and produce.
Take a morning train to Verona, the city of Romeo and Juliet. Begin your day at the Arena di Verona, one of the largest and most well-preserved Roman amphitheaters in the world. Visit the Casa di Giulietta and its famous balcony, which is said to be the inspiration for Shakespeare's tragic love story. End your day by enjoying a romantic evening walk along the Adige River.
If you have more time, consider adding a day trip to the small island of Cinque Terre, famous for its scenic hiking trails and colorful houses. If you have less time, consider skipping either Bologna or Verona because they are the most distant cities from other destinations on this itinerary. You can also prioritize which