It’s always interesting arriving somewhere completely new, especially when you don’t know much about it. For the more popular destinations, information is everywhere, and chances are someone you know has already been there. Places like that rarely feel like a mystery.

A few years ago, Lisa and I visited Portugal for the first time, and like many first-time visitors to the country, we spent our time in Lisbon and Porto, the most popular places to visit. Lisbon was everything we expected, but Porto was a different story. It wasn’t that the city wasn’t what we expected; it was that the weather conditions for our time there were less than ideal.

Returning to Lisbon, I felt a familiar excitement. A first visit often feels like an introduction to what’s possible. Everything is new, but within a few days, you begin to understand the city’s rhythm, its distances, its opportunities, and even its quirks. Four years later, I was back with a different perspective.

Lisbon is vibrant, photogenic, and full of character. It’s also incredibly popular with visitors, and it’s easy to see why. Getting around Lisbon is easy, and while you can absolutely explore much of Lisbon on foot, be prepared: Lisbon’s hills are no joke.

When you first plan to visit Italy, the cities that are commonly suggested are Rome, Florence, and Venice. Fantastic choices, and they are all great cities to visit. For Portugal, the must-visit cities are Lisbon and Porto.

Starting tomorrow, I’m heading to Portugal for 15 days, my first of what I hope will be two trips across the Atlantic to Europe this year. I don’t have any plans yet for the second trip, but I always try to travel at least twice a year, as time and budget allow. Planning this trip to Portugal involved more back-and-forth than I expected.

I’ve been wanting to plan my next adventure for a while. Over the winter, especially, the idea of warmer destinations and better travel timing was hard to ignore. I started jotting down ideas: cities I wanted to visit, then ways to connect them and make the most of my time across the Atlantic.

Lisbon is the capital city and the largest in Portugal. It is the second oldest European capital after Athens, Greece. Exploring Lisbon will take you through numerous neighbourhoods ranging from lively shopping and nightlife districts to older, more scenic areas. I travelled to Lisbon for a few days this month to explore, enjoy, and photograph the city. I spent three days exploring the top spots in the city, including Baixa, Rossio, Bairro Alto, and Alfama.

Porto is the second largest city in Portugal after Lisbon, and in recent years, it has been recognized as one of the top destinations to visit in Europe. The core area of Porto is relatively compact and similar to Lisbon, consisting of many hills, alleys, etc. It doesn’t take long to explore Porto, and it’s easy to see most of the city in two full days.