Make your way to the Praça dos Restauradores, one of Lisbon’s most imposing squares, where you’ll meet a local guide for 7pm departure, then set out through the city’s historic streets.
Start exploring Portuguese history at a landmark that celebrates the country’s independence from Spain, then follow Rua das Portas de Sant Antão to the city’s historic main entrance. See a building dedicated to the culture of Portugal’s Alentejo region, and visit a famous tavern that’s a favorite with locals.
Hop the vintage Tram 28 on your way to the viewpoints in Castle Hills—you’ll catch a classic Lisbon sunset, watching the sun sink low over the Tagus River. The next stop is the church where Portuguese royalty was once buried, then you’re on to the Alfama neighborhood, the very oldest part of the city.
Take in tiny squares, dark alleyways, and cobblestone streets, passing taverns and music venues that come to life after dark. The walking tour concludes at a small restaurant, where you’ll taste some classic Portuguese tapas, wine, and local cherry liqueur as you listen to the unique rhythms of Fado, Portuguese music that’s recognized by the UNESCO Intangible Cultural Heritage List.