Ultimate 5-Day Rome and Milan Cultural and Culinary Journey Itinerary

Enjoy a delightful breakfast at The Barrel by Tyler, known for its artisanal pastries. Then, gain early access to the Vatican Museums (Musei Vaticani) and the Sistine Chapel (Cappella Sistina) with a Vatican Early Entry to Museums, Sistine Chapel & St Peter's tour, avoiding the crowds.

Have a traditional Roman lunch at Cul De Sac, a charming wine bar with a wide selection of local and international wines. Afterward, explore the religious and artistic treasures of the St. Peter's Basilica (Basilica di San Pietro) and the St. Peter's Square (Piazza San Pietro) at your own pace.

Experience the vibrant nightlife of Rome with dinner at Trinity College Pub, followed by a live music performance at the Flann O'Brien, a popular Irish pub in the heart of the city.

Start your day with a hearty breakfast at Baccano, a historic restaurant located in a former train station. Then, explore the lesser-known sites of Rome, such as the peaceful neighborhood of Trastevere and the lively Campo de' Fiori market.

Enjoy a leisurely lunch at Ai Tre Scalini, a local favorite known for its Roman cuisine. Afterward, visit the beautiful Pantheon and the serene gardens of the Borghese Gallery (Galleria Borghese) with a reserved entry ticket.

Dine at AcquaRoof Terrazza Molinari, a rooftop restaurant with stunning views of the city. Then, immerse yourself in the world of Italian opera with a live performance at the St. Paul's Within the Walls (San Paolo dentro le Mura), one of Rome's hidden architectural gems.

Catch an early train from Rome to Florence and enjoy breakfast on the way. Upon arrival, visit the iconic Florence Cathedral (Duomo) and the magnificent Uffizi Gallery (Galleria degli Uffizi) with a skip-the-line guided tour.

Delight in a traditional Tuscan lunch at La Base Ristorante, and then take a leisurely walk across the Ponte Vecchio, Florence's famous bridge. Explore the charming streets and visit the Palazzo Pitti and its beautiful Boboli Gardens.

Return to Rome in the evening and enjoy a relaxed dinner at Miami Pub, a laid-back spot with a diverse menu. Take a post-dinner stroll to the Spanish Steps (Piazza di Spagna) and enjoy the romantic atmosphere of this iconic location.

Indulge in a luxurious breakfast at Terrazza Borghese - Restaurant & Lounge Bar, offering a refined start to your day. Then, explore the ancient catacombs of Rome with a guided tour of the Catacombs of Rome (Catacombe di Roma), gaining insight into the city's underground history.

For your final Roman lunch, head to Hard Rock Cafe Rome for a fun and lively dining experience. Afterward, enjoy a relaxing afternoon at the Mt. Vesuvius (Monte Vesuvio) and the Circus Maximus (Circo Massimo), where you can soak in the ancient ambiance of these historic sites.

Conclude your Roman journey with a special dinner at Il Giardino Ristorante, known for its elegant setting and exquisite cuisine. After dinner, take a guided Rome Guided Colosseum Night Tour to witness the Colosseum under the enchanting evening lights, a fitting farewell to the Eternal City.

Begin your Milanese morning with a delightful breakfast at MUSTI - RESTAURANT PUB -Music Live - Watch Live Football-Cocktail Bar-Hamburgheria-Musei Vaticani-prati, offering a unique blend of flavors. Then, embark on a guided tour of the Milan Cathedral (Duomo) and its terraces, where you can admire the stunning city views.

Enjoy a sophisticated lunch at Apotheke Cocktail Bar, known for its innovative cuisine and craft cocktails. Afterward, immerse yourself in the world of fashion with a visit to the Galleria Vittorio Emanuele II and the nearby luxury boutiques of the Montenapoleone District (Quadrilatero della Moda).

Dine at cybo, a contemporary restaurant with a focus on local and seasonal ingredients. Then, experience the vibrant nightlife of Milan with a visit to the Navigli District (Darsena), known for its canal-side bars and lively atmosphere.

Start your day with a delicious breakfast at Ristorante Bar del Fico, a popular spot among locals. Then, explore the artistic treasures of Milan at the Pinacoteca di Brera and the Milan Modern Art Gallery (GAM - Galleria d'Arte Moderna).

For lunch, head to zerosettantacinque, a contemporary restaurant with a diverse menu. Afterward, take a leisurely walk in the lush surroundings of the Sempione Park (Parco Sempione) and visit the historic Sforza Castle (Castello Sforzesco).

Enjoy a memorable dinner at Chez Moi Rome, which brings a touch of Roman culinary excellence to Milan. Cap off your evening with a performance at the prestigious La Scala Opera House (Teatro alla Scala), immersing yourself in the world of classical music and opera.

Take a day trip to the picturesque Lake Como, where you can enjoy a tranquil breakfast by the water. Explore the charming towns of Bellagio and Varenna, and take in the breathtaking views of the lake and the surrounding mountains.

Dine at a local restaurant in one of the lakeside villages, savoring fresh seafood and regional specialties. After lunch, you can take a relaxing boat ride on the lake or visit the historic Villa del Balbianello, a stunning villa with beautiful gardens and panoramic views.

Return to Milan in the evening and enjoy a casual dinner at The Flann O'Brien, reminiscing about the day's adventures. Take a leisurely walk in the city center, and if time allows, visit the Milan Fashion District (Quadrilatero della Moda) for some evening shopping.

Begin your final day in Rome with a delightful breakfast at Chez Moi Rome, savoring the last flavors of the city. Then, take a guided tour of the Rome Piazza Navona Pasta-Making Cooking Class, where you can learn the art of traditional Roman pasta.

Enjoy a leisurely lunch at Cul De Sac, and then spend the afternoon exploring the vibrant neighborhood of Trastevere, known for its narrow cobblestone streets, medieval churches, and lively piazzas. Visit the Santa Maria in Trastevere and immerse yourself in the local atmosphere.

For your final dinner in Rome, indulge in the culinary delights of La Base Ristorante, a contemporary restaurant with a focus on fresh and seasonal ingredients. After dinner, take a memorable evening walk to the Isola Tiberina, the only island in the Tiber River, and enjoy the romantic views of the city lights reflecting on the water.

Catch an early train from Rome to Naples and enjoy breakfast on the way. Upon arrival, visit the historic Naples National Archaeological Museum (Museo Archeologico Nazionale di Napoli) to explore its rich collection of Roman artifacts and art.

Delight in a traditional Neapolitan pizza for lunch at a local pizzeria, and then take a guided tour of the Pompeii Archaeological Park (Parco Archeologico di Pompei) to discover the ancient city buried by the eruption of Mount Vesuvius.

Return to Rome in the evening and enjoy a relaxed dinner at Baccano, a historic restaurant located in a former train station. Take a post-dinner stroll to the Piazza di Spagna and the nearby Spanish Steps, and soak in the romantic atmosphere of this iconic location.