18-Day Road Trip from Milan to Naples Itinerary

Begin your second day with a visit to Leonardo da Vinci National Museum of Science and Technology. This museum showcases Leonardo's inventions and offers interactive exhibits on science and technology. Afterward, explore the charming neighborhood of Brera, known for its artistic atmosphere and quaint streets.

In the afternoon, head to La Scala Opera House (Teatro alla Scala) for a guided tour: Milan: La Scala Theatre and Museum Guided Tour. Discover the history of this world-famous opera house and visit its museum. Next, visit Royal Palace of Milan (Palazzo Reale di Milano), which hosts various art exhibitions throughout the year.

Conclude your day with a relaxing evening at Navigli District. This vibrant area is famous for its canals, lively bars, and restaurants. Enjoy dinner at Ristorante El Brellin, offering delicious Italian dishes in a charming setting.

Start your third day with a visit to Church of Santa Maria delle Grazie (Chiesa di Santa Maria delle Grazie), another UNESCO World Heritage site. Then head over to see more hidden gems on foot by joining this guided tour: Milan: Hidden Gems Guided Bike Ride. This tour will take you through lesser-known parts of Milan while learning about their history.

After lunch at Paninoteca Milano, continue exploring by visiting the serene Sempione Park (Parco Sempione) next to Sforza Castle. Walk through this lush green space before heading over to see modern architecture at Piazza Gae Aulenti which is surrounded by skyscrapers including Italy’s tallest building.

Wrap up your final evening in Milan by visiting the trendy district of Corso Como where you can dine at one of its popular spots like 10 Corso Como Café or enjoy cocktails at one of its stylish bars such as Ceresio 7 Pools & Restaurant.

Begin your day with a visit to the iconic Cathedral of Santa Maria del Fiore (Duomo). This stunning cathedral is renowned for its magnificent dome designed by Brunelleschi. Climb to the top for panoramic views of Florence. Afterward, explore the nearby Baptistery of St. John (Battistero di San Giovanni), famous for its bronze doors known as the 'Gates of Paradise.'

In the afternoon, head to Uffizi Gallery (Galleria degli Uffizi) for a guided tour: Florence: Uffizi Gallery Skip-the-Line Guided Tour. This world-renowned museum houses an impressive collection of Renaissance art, including works by Botticelli, Michelangelo, and Leonardo da Vinci. Afterward, take a leisurely stroll across the historic Ponte Vecchio, lined with jewelry shops.

Conclude your day with a visit to Piazzale Michelangelo for breathtaking sunset views over Florence. For dinner, dine at Trattoria La Casalinga, known for its authentic Tuscan cuisine and warm atmosphere.

Siena: Historic City Center Walking Tour is a perfect way to start your day in Tuscany. Explore the medieval streets of Siena and visit landmarks such as Piazza del Campo and Siena Cathedral. Learn about the city's rich history and traditions from your knowledgeable guide.

Chianti: Wine Tasting Tour from Florence offers an afternoon filled with wine tasting in the picturesque Chianti region. Visit local wineries, sample exquisite wines, and learn about the winemaking process. Enjoy scenic views of rolling vineyards and charming villages.

Osteria di Passignano is an excellent choice for dinner in Tuscany. Located in a historic abbey, this restaurant offers gourmet Tuscan dishes paired with fine wines from their own vineyard.

Colosseum: Skip-the-Line Guided Tour allows you to explore one of Rome's most iconic landmarks without waiting in long lines. Discover the history and architecture of this ancient amphitheater with your expert guide.

Vatican Museums & Sistine Chapel Guided Tour takes you through the Vatican Museums' vast collection of art and artifacts, culminating in Michelangelo's masterpiece on the ceiling of the Sistine Chapel. Don't miss St. Peter's Basilica nearby.

Ristorante Aroma offers a memorable dining experience with stunning views of the Colosseum from its rooftop terrace. Savor exquisite Italian cuisine while enjoying one of Rome's most spectacular settings.

Start your day with a visit to St. Mark's Basilica (Basilica di San Marco). This iconic cathedral is known for its stunning Byzantine architecture and intricate mosaics. After exploring the basilica, take a stroll through St. Mark's Square (Piazza San Marco), the heart of Venice, and admire the surrounding historic buildings.

In the afternoon, enjoy a guided tour: Venice: Doge's Palace Skip-the-Line Guided Tour. Discover the history and art of this magnificent palace, which was once the residence of the Doge of Venice. Afterward, take a leisurely gondola ride along the Grand Canal to experience Venice from its famous waterways.

Conclude your day with a visit to Rialto Bridge (Ponte di Rialto), one of Venice's most iconic landmarks. Enjoy dinner at Osteria alle Testiere, known for its fresh seafood dishes and intimate atmosphere.

Verona: Arena di Verona Skip-the-Line Guided Tour is an excellent way to start your day in Verona. Explore this ancient Roman amphitheater, which is still used for opera performances today. Learn about its history and architecture from your knowledgeable guide.

Juliet's House (Casa di Giulietta) is a must-visit attraction in Verona. See the famous balcony that inspired Shakespeare's Romeo and Juliet, and explore the museum dedicated to this timeless love story. Afterward, take a stroll through Piazza delle Erbe, a lively square filled with cafes and market stalls.

Ristorante Il Desco offers an elegant dining experience in Verona. Savor gourmet Italian cuisine in a refined setting, perfect for a romantic evening.

Bologna: Two Towers Guided Tour allows you to explore one of Bologna's most iconic landmarks. Climb to the top of Asinelli Tower for panoramic views of the city and learn about its history from your guide.

Bologna: Food Tasting Walking Tour takes you on a culinary journey through Bologna's historic center. Sample local delicacies such as mortadella, tortellini, and traditional balsamic vinegar while learning about the city's rich food culture.

Trattoria da Gianni is an excellent choice for dinner in Bologna. Enjoy traditional Bolognese dishes such as tagliatelle al ragù in a cozy and welcoming atmosphere.

Begin your day with a visit to the iconic Cathedral of Santa Maria del Fiore (Duomo). This stunning cathedral is renowned for its magnificent dome designed by Brunelleschi. Climb to the top for panoramic views of Florence. Afterward, explore the nearby Baptistery of St. John (Battistero di San Giovanni), famous for its bronze doors known as the 'Gates of Paradise.'

In the afternoon, head to Uffizi Gallery (Galleria degli Uffizi) for a guided tour: Florence: Uffizi Gallery Skip-the-Line Guided Tour. This world-renowned museum houses an impressive collection of Renaissance art, including works by Botticelli, Michelangelo, and Leonardo da Vinci. Afterward, take a leisurely stroll across the historic Ponte Vecchio, lined with jewelry shops.

Conclude your day with a visit to Piazzale Michelangelo for breathtaking sunset views over Florence. For dinner, dine at Trattoria La Casalinga, known for its authentic Tuscan cuisine and warm atmosphere.

Siena: Historic City Center Walking Tour is a perfect way to start your day in Tuscany. Explore the medieval streets of Siena and visit landmarks such as Piazza del Campo and Siena Cathedral. Learn about the city's rich history and traditions from your knowledgeable guide.

Chianti: Wine Tasting Tour from Florence offers an afternoon filled with wine tasting in the picturesque Chianti region. Visit local wineries, sample exquisite wines, and learn about the winemaking process. Enjoy scenic views of rolling vineyards and charming villages.

Osteria di Passignano is an excellent choice for dinner in Tuscany. Located in a historic abbey, this restaurant offers gourmet Tuscan dishes paired with fine wines from their own vineyard.

Colosseum: Skip-the-Line Guided Tour allows you to explore one of Rome's most iconic landmarks without waiting in long lines. Discover the history and architecture of this ancient amphitheater with your expert guide.

Vatican Museums & Sistine Chapel Guided Tour takes you through the Vatican Museums' vast collection of art and artifacts, culminating in Michelangelo's masterpiece on the ceiling of the Sistine Chapel. Don't miss St. Peter's Basilica nearby.

Ristorante Aroma offers a memorable dining experience with stunning views of the Colosseum from its rooftop terrace. Savor exquisite Italian cuisine while enjoying one of Rome's most spectacular settings.

Start your day with a scenic drive along the stunning Amalfi Coast. Begin in Positano, known for its colorful buildings and beautiful beaches. Take some time to explore the narrow streets, boutique shops, and enjoy a coffee at Cafe Positano with breathtaking views of the coastline.

Continue your journey to Amalfi, where you can visit the impressive Amalfi Cathedral (Cattedrale di Sant'Andrea). This stunning cathedral features a mix of architectural styles and houses relics of St. Andrew. Afterward, take a guided tour: Amalfi: Lemon Grove Tour with Tastings. Learn about the region's famous lemons and enjoy tastings of various lemon products.

End your day in Ravello, a charming town known for its gardens and stunning views. Visit Villa Rufolo, a historic villa with beautiful gardens overlooking the sea. For dinner, dine at Ristorante Rossellinis, offering gourmet Italian cuisine in an elegant setting.

Naples: City Highlights Guided Bike Tour is an excellent way to start your day in Naples. Explore the city's historic center, including landmarks such as Piazza del Plebiscito, Galleria Umberto I, and the Royal Palace of Naples.

Naples National Archaeological Museum (Museo Archeologico Nazionale) is a must-visit attraction in Naples. Discover an extensive collection of artifacts from Pompeii and Herculaneum, as well as impressive classical sculptures. Afterward, take a stroll through Spaccanapoli, a narrow street that cuts through the heart of Naples' historic center.

Pizzeria Da Michele is an iconic pizzeria in Naples known for its delicious Neapolitan pizza. Enjoy an authentic pizza experience in this historic eatery before taking an evening walk along the waterfront promenade.

Pompeii: Skip-the-Line Group Tour with Archaeologist allows you to explore one of Italy's most famous archaeological sites without waiting in long lines. Discover the ancient ruins of Pompeii with insights from your expert guide.

From Pompeii: Mt. Vesuvius Hike & Tour by Bus takes you on an adventure to Mount Vesuvius. Hike up to the crater of this active volcano and enjoy panoramic views of the Bay of Naples.

Ristorante Il Principe offers a delightful dining experience near Pompeii. Savor traditional Italian dishes made with fresh local ingredients while reflecting on your day's adventures.

Begin your day with a visit to Church of San Maurizio al Monastero Maggiore (Chiesa di San Maurizio al Monastero Maggiore). This church is often referred to as the 'Sistine Chapel of Milan' due to its stunning frescoes. Next, explore Corso Buenos Aires, one of the longest shopping streets in Europe, perfect for some morning retail therapy.

In the afternoon, head to La Triennale Museum (La Triennale di Milano). This museum is dedicated to contemporary art, design, and architecture. Afterward, take a relaxing stroll through Sempione Park (Parco Sempione), a large green space perfect for unwinding.

Conclude your day with a guided tour: Milan: City Center & Last Supper Walking Tour. This tour will take you through Milan's historic center and end with a visit to Leonardo da Vinci's 'The Last Supper.' For dinner, dine at Ristorante Cracco, known for its innovative Italian cuisine.

Naples: The Holy Mile 3-Hour Guided Tour is an excellent way to start your day in Naples. Explore the city's rich religious heritage by visiting historic churches and chapels along the Holy Mile.

Catacombs of San Gennaro (Catacombe di San Gennaro) offers a fascinating glimpse into Naples' underground history. Take a guided tour through these ancient catacombs and learn about their significance. Afterward, visit Via Toledo, one of Naples' main shopping streets filled with boutiques and cafes.

L'Antica Pizzeria da Michele is an iconic pizzeria in Naples known for its delicious Neapolitan pizza. Enjoy an authentic pizza experience in this historic eatery before taking an evening walk along the waterfront promenade.

Naples: Origins, Cults, and Legends History Walking Tour allows you to delve into the city's rich history and legends. Explore hidden gems and learn about Naples' fascinating past from your knowledgeable guide.

Sansevero Chapel (Museo Cappella Sansevero) is a must-visit attraction in Naples. Discover the stunning sculptures and intricate details of this historic chapel. Afterward, take some time to explore Piazza del Plebiscito, one of Naples' most famous squares.

Ristorante La Cantina dei Mille offers a delightful dining experience on your final evening in Naples. Savor traditional Italian dishes made with fresh local ingredients while reflecting on your journey from Milan to Naples.