Lisbon rewards visitors who split their time between its hilltop old town and its riverside monuments. This two-day route covers the historic center's castle, cathedral, and viewpoints on day one, then the grand Belém district and a major museum on day two.
Begin in Alfama, Lisbon's oldest neighborhood, winding up through narrow lanes to Castelo de São Jorge for panoramic views over the city and the Tagus River. On the way down, stop at the Lisbon Cathedral (Sé de Lisboa), the city's oldest church. In the afternoon, head to the grand riverside square Praça do Comércio, then stroll up the pedestrian Rua Augusta to Rossio Square. Finish the day in Bairro Alto, popping into São Roque Church before dinner, and browsing the shops along Avenida da Liberdade if time allows.
Devote the morning to Belém, starting with the intricate Jerónimos Monastery. Walk to the riverfront to see the Monument to the Discoveries (Padrão dos Descobrimentos) and the 25 de Abril Bridge in the distance, then continue to the iconic Belém Tower (Torre de Belém) on the water's edge. In the afternoon, visit MAAT - Museum of Art, Architecture and Technology for a look at Lisbon's contemporary side, or swap in the Museu Nacional de Arte Antiga if classical painting interests you more. Round out the evening back in the center with a relaxed dinner.