Day 1: Stroll through the lanes around the Castelo de São Jorge and past the Lisbon Cathedral, quick stop at the Miradouro de Santa Luzia and Recolhimento Viewpoint for views over the rooftops of the city, dinner at Taberna da Rua das Flores right when it opens at 6 pm (no reservations possible!)
Day 2: Breakfast at Mila, stroll through the Jardim do Príncipe Real with views of the Ponte 25 de Abril, followed by shopping at EmbaiXada and a photo op on the Pink Street (Rua Nova do Carvalho), then relax at Praça das Flores, sunset drinks at Park Rooftop or Topo Chiado
Day 3: Wander through Belém to the Padrão dos Descobrimentos and Mosteiro dos Jerónimos with a Pastéis de Nata taste test between Manteigaria and Pastéis de Belém, quick stop to admire the Torre de Belém, dinner at Da Noi in the evening
Day 4: Day trip to Sintra and the Palácio Nacional da Pena followed by a stroll through Sintra's charming little town center, stop at Carcavelos Beach on the way back and sunset at the Windsurf Bar
Day 5: Drive or Uber to Costa da Caparica, lunch at nuua Beach, back in the city for the Elevador da Bica and Elevador de Santa Justa, wrap up the last evening at Lumi Rooftop or Zé dos Bois