With the day already underway, head to Duomo di Milano for your 2:15 PM visit. From central Milan, the easiest arrival is Duomo metro station on lines M1 or M3; allow at least 20–30 minutes before your entry time for the walk, ticket checks, airport-style security, and possible queues. Spend roughly 1½–2 hours inside the cathedral and, if available, on the rooftop terraces—rooftop access is especially weather-dependent, so check the official booking calendar and dress for wind or light rain. Cathedral admission varies by route, generally around €5–€15, with the terraces costing more; advance timed admission is strongly preferable.
At about 4:15 PM, step straight into Galleria Vittorio Emanuele II, beside the cathedral, for an unhurried half-hour beneath its glass-and-iron roof. Look for the famous mosaic bull on the floor, but don’t linger too long in the luxury-shop corridors. Then walk north for roughly 10 minutes through the Brera neighborhood to Pinacoteca di Brera, aiming for the 5:00 PM slot. Its Renaissance collection—including works by Mantegna, Raphael, and Caravaggio—is compact but rewarding; reserve ahead because late-day entry can sell out, and verify the museum’s Thursday closing time before setting off. Admission is typically about €15, with reduced rates sometimes available.
Around 6:45 PM, settle at Bar Brera for an aperitivo: allow about 45 minutes for a drink and small bites, budgeting approximately €12–25 per person. Brera is pleasant for a short wander afterward, but leave by about 7:30 PM for Navigli—a taxi or ride-hail usually takes 15–25 minutes depending on traffic, while the metro via Moscova and Porta Genova is often more predictable. Finish with a relaxed walk along the Naviglio Grande and Naviglio Pavese, where the reflections, bridges, and busy bars create Milan’s most atmospheric evening scene. Choose dinner at a well-reviewed canal-side Milanese restaurant, allowing roughly €30–50 per person; reserve if you want a table, since Thursday evenings are lively.
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