Now that you’ve seen the Duomo, strolled through the courtyards of Sforza Castle, and sipped on an aperitivo in Brera, it’s time to head south to the seaside. This three-day itinerary takes you on a refined journey from Milan to Genoa, with stops in Pavia for history and architecture and Serravalle Designer Outlet for a touch of Italian luxury shopping. Whether you opt for a private driver, rent a car, or take the train, this route blends culture, style, and fine dining for an unforgettable escape.

Day 1: Milan to Pavia – A Historic and Architectural Gem

Pavia is an easy one-hour drive south of Milan, and having a car allows you to explore at your own pace. If you prefer the train, you can take a regional train from Milano Centrale, which takes around 40-50 minutes. Before heading to the center of town, begin your exploration with the Certosa di Pavia, one of the most stunning Renaissance monasteries in Italy, located a short drive outside the city. Its intricate marble façade and tranquil cloisters are absolutely stunning. Be sure to look up when entering, the vaulted ceilings are a kaleidoscope of colors and patterns.

Make your way to the town center and stop for an espresso at the Mid Way 900 cafe, a charming spot with outdoor seating in Piazza della Vittoria, the lively heart of Pavia, where you can take in the atmosphere of this vibrant university town. Take the main boulevard, Corso Strada Nuova, which cuts through the city, offering a look at residential daily life in Pavia.  Cross the Ponte Coperto, a picturesque, covered bridge spanning the Ticino River. Legend says that the Devil himself offered to build it for the citizens of Pavia but in return they would have to sacrifice the first to cross. The Pavians agreed and sent a goat as the first pedestrian.  It actually dates back to 1354 but was heavily damaged during WWII and was later rebuilt. Afterwards, wander through the medieval streets to visit San Michele Maggiore, a Romanesque church where the Kings of Italy were once crowned. If you enjoy art and history, stop by the Musei Civici di Pavia, housed in the Visconti Castle, featuring archaeological finds and Renaissance frescoes. For dinner, Osteria della Madonna is a refined yet relaxed choice, offering Pavia’s signature Zuppa alla Pavese, known as “the farmers’ secret,” because they would keep the best vegetables and poultry for themselves rather than sending it to the palace.  For an authentic taste of Pavia, seek out the traditional specialty, fried frog legs. If you’re looking for something more contemporary, Ristorante Lino serves gourmet dishes with an emphasis on seasonal ingredients. Stay overnight at Arnaboldi Palace, a boutique hotel in an elegant historic palazzo with sumptuous décor, perfect for travelers who appreciate both luxury and charm.

Day 2: Pavia to Serravalle Designer Outlet – A Stylish Shopping Experience

After a leisurely breakfast, depart for Serravalle Designer Outlet, which is about a 45-minute drive or train ride via Arquata Scrivia, taking roughly one and a half hours. The drive is much smoother, giving you flexibility and comfort. If you love fashion, you do not want to miss a visit to Serravalle; it’s Europe’s largest designer outlet, featuring brands like Gucci, Prada, Ferragamo,  and many more all at discounted prices. Serravalle Designer Outlet is a shopper’s paradise and is home to over 230 stores offering discounts of up to 70% off on premium luxury brands. The pedestrian-friendly shopping village features beautiful Italian architecture, giving you a sense of walking through the center of a small city. Concerts, holidays, and festivals are celebrated in the main square throughout the year and there is also a play center with childcare services for little ones. For a more exclusive experience, book the Serravalle VIP shopping pass, which includes access to a private lounge and personal shopping services. Non-EU visitors are eligible for tax-free shopping with immediate cash refunds. For lunch, you have two great options: Eataly offers fresh salads, light pasta dishes, and quality Italian cuisine, ideal for a quick but stylish meal before continuing your shopping. If you’d prefer a last taste of local Piedmont flavors, Le Dolci Terre is the place for homemade pasta and a fantastic selection of local wines. By late afternoon, aim to leave before the rush-hour traffic on the 1.5-hour drive to Genoa. The train option requires multiple transfers, making driving the more efficient and scenic choice. If travel is too daunting, stay overnight at the Hotel Villa La Bollina or the Villa Sparina Resort, both set in the in the gentle hills of Gavi wine territory surrounded by vineyards and tranquility.

Evening in Genoa – Seaside Elegance

Arriving in Genoa in the early evening, check into Hotel Bristol Palace, a stunning boutique hotel in a restored 19th-century palazzo, centrally located and perfect for exploring the city. For a more indulgent stay, Grand Hotel Savoia offers five-star comfort with a rooftop terrace overlooking the port. For dinner, head to The Cook, a Michelin-starred restaurant housed in a historic palazzo, where you can experience Ligurian cuisine with a modern twist—think king prawns, pumpkin, seaweed and almonds or handmade linguine with seafood, black cabbage and clementine compote. If you’re looking for something traditional yet upscale, Osteria Vico Palla serves authentic seafood dishes in a cozy, historic setting near the old port.

Day 3: Exploring Genoa – History, Art, and Coastal Views

Start your day with a walk through Piazza De Ferrari, the city’s main square, then visit Palazzo Ducale, home to art exhibitions and cultural events. Stroll along Via Garibaldi, a UNESCO-listed street lined with Renaissance and Baroque palazzi, including Palazzo Rosso, Palazzo Bianco, and Palazzo Tursi, which house impressive art collections. No trip to Genoa is complete without visiting the Aquarium of Genoa, one of Europe’s largest, especially if you’re traveling with children or have an interest in marine life. Have lunch at Cavour modo21, a seven minute walk from the Aquarium, is a fantastic way to sample Trofie al pesto, a Genovese specialty. For a more off-the-beaten-path experience, explore the Boccadasse neighborhood, a charming seaside village within the city, perfect for a coffee or gelato break.

 Extend Your Trip: Camogli and Portofino

If you have more time, consider continuing along the Ligurian coast. Camogli, just a 30-minute drive from Genoa, is a colorful fishing village known for its beautiful promenade and fresh seafood. From there, drive or take a boat to Portofino, where you can enjoy a luxurious lunch, sipping a prosecco overlooking the sapphire waters of the Ligurian Sea. This three-day itinerary blends historic charm, stylish shopping, and the breathtaking Ligurian coast, offering a sophisticated yet authentic Italian journey. Whether you indulge in Michelin-starred dining, luxury shopping, or seaside relaxation, this trip is designed for travelers who appreciate history, culture, and refined experiences with a touch of Italian glamour.