5-Day Italy Adventure: Rome, Florence, Venice, and Milan Itinerary

Begin with an early entry to the Vatican Museums (Musei Vaticani) and the Sistine Chapel (Cappella Sistina) with a Rome Early-Morning Vatican Museums and Sistine Chapel Tour. Marvel at the masterpieces before the crowds arrive. After the tour, visit the St. Peter's Basilica (Basilica di San Pietro) and climb to the top for a panoramic view of the city.

Enjoy a delightful lunch at Da Enzo al 29, a charming trattoria in the heart of Rome. Spend your afternoon at the Castel Sant'Angelo (Mausoleo di Adriano), also known as the Mausoleum of Hadrian, with a skip-the-line entry and optional audio guide.

For dinner, experience the Michelin-starred cuisine at Ristorante Aroma. Afterward, take a romantic evening walk along the Rome Ponte Sant'Angelo (Ponte degli Angeli) and enjoy the beautiful views of the Tiber River and the city.

Arrive in Florence and start your day with a visit to the world-renowned Galleria degli Uffizi. Enjoy a skip-the-line entry and explore the impressive collection of Renaissance art, including works by Michelangelo, Leonardo da Vinci, and Botticelli.

After immersing yourself in art, savor a traditional Tuscan lunch at Trattoria Da Cesare al Casaletto. Then, take a leisurely walk to the Cathedral of Santa Maria del Fiore (Il Duomo) and climb to the top of the Florence Duomo (Cathedral of Santa Maria del Fiore) for breathtaking views of the city.

As the sun sets, enjoy a relaxing stroll across the iconic Ponte Vecchio, the oldest bridge in Florence. For dinner, indulge in the culinary delights of La Pergola, offering a perfect blend of Italian and international cuisine.

Arrive in Venice and start your day with a classic gondola ride through the Venice Canals (Canal Grande). Experience the charm of this unique city as you glide along the historic waterways.

After the gondola ride, enjoy a sumptuous Venetian lunch at Il Pagliaccio. Then, visit the St. Mark's Basilica (Basilica di San Marco) and the St. Mark's Square (Piazza San Marco) with a skip-the-line entry and optional guided tour to learn about the history and architecture of these iconic landmarks.

For a cultural experience, attend a traditional Venetian Concert at the Church of San Vidal in the evening. After the concert, take a leisurely walk through the narrow streets and hidden squares of Venice, known as "calli" and "campi," and enjoy the magical atmosphere of the city.

Begin your day with a visit to the magnificent Milan Cathedral (Duomo). Enjoy a skip-the-line entry and explore the interior of this impressive Gothic cathedral. Then, visit the nearby Galleria Vittorio Emanuele II, one of the world's oldest shopping malls, and admire the stunning architecture.

For lunch, head to Central Market (Mercato Centrale) and explore the variety of food stalls offering local and international cuisine. Afterward, visit the famous La Scala Opera House (Teatro alla Scala) and the Brera District (Via Brera) with a skip-the-line entry and optional guided tour to learn about the history and cultural significance of these landmarks.

Conclude your Italian journey with a delightful dinner at Cracco. After dinner, take a walk through the vibrant Navigli District (Darsena), known for its lively nightlife and charming canals, and enjoy the unique atmosphere of this bohemian quarter.