Ultimate 11-Day Family Adventure in Italy: Milan, Rome, Florence, Venice & More Itinerary

Begin your day with a visit to the world-renowned The Last Supper (Il Cenacolo) to admire this masterpiece by Leonardo da Vinci. Afterward, explore the modern and contemporary art collections at the Museum of the Twentieth Century (Museo del Novecento), located right next to the Duomo.

Enjoy a fashionable lunch at Trattoria Da Cesare al Casaletto, known for its traditional Roman cuisine. Spend your afternoon shopping in the prestigious fashion district known as the Quadrilatero della Moda, where you'll find high-end boutiques and designer stores.

For a sophisticated dining experience, head to La Pergola, the only three-Michelin-starred restaurant in Rome. Indulge in the finest Italian cuisine while enjoying panoramic views of the city. After dinner, take a leisurely walk around the beautiful Villa Borghese gardens.

Start with a hearty breakfast at La Pergola to fuel up for a day of exploration. Then, immerse yourself in the ancient history of Rome with a visit to the Colosseum (Colosseo), followed by the nearby Roman Forum (Foro Romano) and Palatine Hill (Palatino). Explore the ruins and learn about the city's fascinating past.

Enjoy a classic Roman lunch at Da Enzo al 29, known for its authentic Roman trattoria atmosphere. Afterward, skip the line and delve into the art and history of the Vatican Museums (Musei Vaticani) with a guided tour that includes the stunning Sistine Chapel (Cappella Sistina) and the grandeur of St. Peter's Basilica (Basilica di San Pietro).

Dine at Ristorante Aroma, located in a beautiful rooftop setting with panoramic views of the city. After dinner, take a leisurely walk to the nearby Trevi Fountain (Fontana di Trevi) and toss a coin to ensure your return to the Eternal City.

Catch an early morning train to Naples, and from there, take a ferry to the stunning island of Capri. Enjoy breakfast with a view at one of the local cafes upon arrival.

Spend your day exploring the island's natural beauty, from the famous Blue Grotto (Grotta Azzurra) to the scenic Anacapri. Take a chairlift ride to the top of Monte Solaro for breathtaking panoramic views.

Dine at one of Capri's charming restaurants, savoring fresh seafood and local specialties. After dinner, take a leisurely stroll through the streets of Capri, enjoying the island's relaxed and romantic atmosphere.

Start your day with a visit to the lesser-known but equally impressive Borghese Gallery (Galleria Borghese). Explore the stunning art collection and take a leisurely walk through the adjacent Borghese Gardens.

Enjoy a delightful lunch at Roscioli, a local favorite known for its fresh ingredients and innovative dishes. Afterward, take a guided tour of the fascinating Catacombs of Rome (Catacombe di Roma) to discover the underground burial chambers and ancient Christian history.

For dinner, experience the vibrant atmosphere of Trastevere, known for its charming streets and excellent dining options. Choose a cozy trattoria and enjoy traditional Roman cuisine in this lively neighborhood.

Begin your day with a visit to the majestic Pantheon, an architectural wonder of ancient Rome. Explore the interior and learn about its fascinating history. Then, take a short walk to the nearby Piazza Navona, one of the most beautiful squares in the city, and admire its fountains and Baroque architecture.

Enjoy a leisurely lunch at Trattoria Da Cesare al Casaletto, known for its authentic Roman dishes. Afterward, take a guided tour of the impressive Castle Sant'Angelo (Castel Sant'Angelo), also known as the Mausoleum of Hadrian. Explore the fortress and enjoy the panoramic views from the top.

Dine at Il Pagliaccio, a Michelin-starred restaurant offering innovative and refined Italian cuisine. After dinner, take a romantic evening stroll along the Tiber River and enjoy the beautiful views of the city.

Begin your day with a visit to the iconic Florence Cathedral (Duomo) and its impressive dome. Climb to the top for panoramic views of the city. Then, explore the nearby Galleria dell'Accademia to see Michelangelo's famous statue of David.

Enjoy a traditional Florentine lunch at Trattoria Da Cesare al Casaletto. Afterward, take a leisurely walk to the Uffizi Gallery (Galleria degli Uffizi) and immerse yourself in one of the greatest art collections in the world. Explore masterpieces by renowned artists such as Leonardo da Vinci, Botticelli, and Raphael.

Dine at Ristorante Aroma, where you can enjoy a mix of Italian and international cuisine in a sophisticated setting. After dinner, take a romantic evening walk across the famous Ponte Vecchio, the oldest bridge in Florence, and enjoy the beautiful views of the Arno River.

Enjoy a leisurely breakfast at your hotel before embarking on a day trip to the picturesque Tuscan countryside. Visit the medieval town of San Gimignano, known for its well-preserved tower houses and panoramic views of the surrounding vineyards.

Have a delightful lunch at a local trattoria in San Gimignano, where you can savor traditional Tuscan dishes and local wines. Afterward, continue your journey to the famous Chianti region, where you can visit a winery and enjoy a wine tasting experience.

Return to Florence in the evening and dine at Roscioli, a restaurant known for its fresh and innovative cuisine. After dinner, take a leisurely walk to the Piazzale Michelangelo and enjoy the panoramic views of Florence at sunset.

Begin your day with a visit to the iconic St. Mark's Square (Piazza San Marco) and its surrounding landmarks, including the St. Mark's Basilica (Basilica di San Marco) and the Doge's Palace (Palazzo Ducale). Explore the intricate architecture and the history of the Venetian Republic.

Enjoy a traditional Venetian lunch at Trattoria Da Cesare al Casaletto. Afterward, take a gondola ride through the charming canals of Venice and discover the hidden corners of the city. Alternatively, you can visit the Rialto Bridge (Ponte di Rialto) and explore the nearby market.

Dine at Ristorante Aroma, where you can enjoy a mix of Italian and international cuisine in a sophisticated setting. After dinner, take a romantic evening walk across the famous Ponte Vecchio, the oldest bridge in Florence, and enjoy the beautiful views of the Arno River.

Start your day with a visit to the Grand Canal (Canal Grande), the main artery of Venice. You can take a vaporetto ride along the canal to enjoy the views of the palaces and the daily life of the city.

Have a delightful lunch at Ristorante Aroma, where you can enjoy a mix of Italian and international cuisine in a sophisticated setting. Afterward, take a guided tour to the nearby islands of Murano and Burano. In Murano, visit a glass factory and learn about the traditional glassmaking techniques. In Burano, admire the colorful houses and the local lace-making craft.

Dine at Roscioli, a restaurant known for its fresh and innovative cuisine. After dinner, take a leisurely walk to the Piazzale Michelangelo and enjoy the panoramic views of Florence at sunset.

Enjoy a leisurely breakfast at Pizzarium, known for its artisanal pizzas. After breakfast, take a walk to the nearby Villa Borghese and spend the morning exploring the beautiful park. You can visit the Borghese Gallery (Galleria Borghese) if you haven't already, or simply enjoy the greenery and the peaceful atmosphere.

For lunch, head to Da Enzo al 29 and savor their authentic Roman dishes. After lunch, take a guided tour to the Appian Way (Via Appia Antica) and the Catacombs of San Callisto (Catacombe di San Callisto). Explore the ancient road and the underground burial chambers, learning about the history and the early Christian community in Rome.

Dine at Il Pagliaccio, a Michelin-starred restaurant offering innovative and refined Italian cuisine. After dinner, take a romantic walk to the nearby Piazza Navona and enjoy the lively atmosphere of the square, with its fountains and the beautiful Baroque architecture.