Ribeira district in Porto with colourful buildings along the Douro River
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Porto

"The city that made me stop comparing everything to Lisbon."

Porto is Portugal’s second city and, in many ways, its soul. Where Lisbon is expansive and cosmopolitan, Porto is compact and defiant — a city of granite churches, blue-tiled facades, narrow medieval streets, and a relationship to its river and its wine that defines everything. The Ribeira district, stacked above the Douro, is a UNESCO World Heritage Site that looks like a painting: terracotta roofs, pastel buildings, laundry hanging from wrought-iron balconies, and the port wine lodges of Vila Nova de Gaia glowing on the opposite bank.

The Ribeira is where you start — the medieval riverfront quarter where the streets are so narrow the buildings lean toward each other and the restaurants set tables on every available square meter of cobblestone. Eat a francesinha — Porto’s signature sandwich, a construction of ham, sausage, steak, and cheese smothered in a beer-and-tomato sauce that should not work and absolutely does.

Vila Nova de Gaia — across the river — is where the port lodges have aged their wine for centuries. Graham’s, Taylor’s, and Ramos Pinto all offer tastings. The best view of Porto is from the terrace at Graham’s, a glass of tawny in hand, watching the sun set over the Ribeira.

The Livraria Lello is a bookshop so beautiful it allegedly inspired Hogwarts — a neo-Gothic fantasy of carved wood and a crimson staircase. Buy a book. It deserves it.

The Bolhão Market, recently renovated, is the city’s food heart: fresh fish, stacked cheeses, pastéis de nata from the bakery on the upper level.

São Bento Station — the main train station — has an entrance hall covered in 20,000 azulejo tiles depicting Portuguese history. It is the most beautiful commuter experience in Europe.

When to go: May to June or September. Porto is at its best in early summer when the days are long and the city fills with São João festival preparations (June 23-24), the wildest street party in Portugal.