Heritage Walk

A Walking Tour of Lisbon From Top To Bottom

A return to Lisbon – in much better weather than my previous trip – provides an opportunity to discover the city anew.

Back in Lisbon, With a Day to Spare

In hindsight, it’s fairly easy to see why I didn’t entirely enjoy my first trip to Lisbon. I made the most of it, for sure. But we came late in the year, and the weather was appalling. It rained most of the time we were there. Not the Lisbon you see on everyone’s Instagram reels. Additionally, it was 2021. It’s only looking back that I can see how much stress I was under, at that point, from the pandemic, the shifting rules, the risk of getting ill…

So my first trip to Lisbon was educational, and a decent break from London, but left something to be desired. I knew from the outset that this trip was going to be different. Different time of year, different activities, different purpose for being in the city. Not tourism, but a conference with an extra day added on so I could get reacquainted with the city. And rather than staying in the Neoclassical Baixa district, as we did last time, this time I was in the modern city centre, high up above the old town. I liked this change – things felt a bit more open up here, and a bit easier to navigate, with cultural institutions still within reach for those wanting to explore the city.

Which brings us to today’s walk. The other benefit to being up at the top of a hilly city is that you can plan a leisurely downhill stroll, followed by some mode of transport to get you back up the hill at the end of it. This is exactly what I did on my free day in Lisbon. I used ChatGPT to get me started with planning – explaining some of the places I’d been before, my interests, and asking it to put together an itinerary. This mode of travel planning has come a long way since my Paris walking tour of 2023, but in the end I used the LLM’s efforts as a jumping-off point rather than a fixed itinerary.


Walking Tour of Lisbon: Around the Parque Eduardo VII






From the Praça Marquês de Pombal to the Sociedade Nacional de Belas Artes






In and Around the Rua da Escola Politécnica







The Miradouro de São Pedro de Alcântara and Igreja de São Roque










Our Walking Tour of Lisbon Continues with the Convento do Carmo







The End of Today’s Walking Tour of Lisbon










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