Why I Did This
I've been planning my trips obsessively for years. Spreadsheets, color-coded itineraries, restaurant reservations made weeks in advance. It works, but it also means I'm always looking at a schedule instead of looking at where I am. So for this trip, I decided to do the opposite. I booked a flight to Porto, Portugal, packed a backpack, and told myself I wouldn't plan anything. No hotel reservations beyond the first night. No restaurant bookings. No must-see lists. Just show up and figure it out.
This was terrifying. I'm a control freak. But it was also the best travel decision I've made in years. Here's what happened.
Day 1: Arrival and a Happy Accident
My flight landed at 10 AM. I took the metro from the airport to Trindade station — it's cheap, clean, and drops you in the city center. I didn't have a hotel booked, so I walked into a random street in the Ribeira district and found a small guesthouse with a "Vagas" sign in the window. The owner, a woman named Maria, showed me a room on the third floor overlooking the Douro River. It was $45 a night, had a shared bathroom, and the view was worth ten times that.
Maria asked if I had plans. I said no. She laughed and told me to meet her at 6 PM at a restaurant called Taberna dos Mercadores. "Don't be late," she said. "They don't take reservations and the line gets long." I didn't know it yet, but Maria was about to become the best tour guide I've ever had.
Porto's Secret: The Food Scene
Taberna dos Mercadores is a tiny place with maybe eight tables. The menu is handwritten on a chalkboard. I ordered the bacalhau à brás (shredded cod with eggs and potatoes) and a glass of vinho verde. It was the best meal I had all week. The cod was flaky, the potatoes were crispy, and the vinho verde was bright and slightly effervescent. Total cost: €18.
Maria told me the secret to eating well in Porto: avoid the restaurants on the main tourist streets (Rua das Flores, Ribeira waterfront). Walk one block off the main drag and you'll find places where the menu is in Portuguese only and the price is half. I tested this theory the next day. I walked into a place called Casa Guedes on a side street near the São Bento station. They serve only one thing: a sandwich of roasted pork shoulder with melted Serra da Estrela cheese. It cost €6. It was transcendent. The pork was slow-cooked for hours, the cheese was gooey, and the bread was toasted just enough to hold it together.
I also discovered the francesinha, which is essentially a sandwich that hates your arteries. Layers of cured meats, steak, and sausage, covered in melted cheese, then drenched in a tomato-beer sauce, and served with a mountain of fries. It's ridiculous and glorious. The best one I had was at Café Santiago, which has been making them since the 1960s. I won't tell you how many I ate over the week. Let's just say my cholesterol took a hit.
The Port Wine Thing
You can't go to Porto without doing a port wine tasting. It's like going to Napa and skipping the wine. I walked across the Dom Luís I Bridge to Vila Nova de Gaia, where the port lodges are. I chose Graham's Lodge because a friend recommended it. The tour was fine — standard history of port, how it's aged, etc. But the tasting was exceptional. I tried three ports: a 10-year tawny, a 20-year tawny, and a vintage 2017. The 20-year was the standout. It tasted like raisins, caramel, and something I can only describe as "old library." I bought a bottle for €40.
But here's what the guidebooks don't tell you: you don't need to do a formal tasting. Go to any pastelaria (pastry shop) in the city and order a glass of white port with tonic water and a slice of lemon. It's called a "Porto Tonico" and it's the city's unofficial cocktail. It's light, refreshing, and perfect for a hot afternoon. I spent two hours at a café called Confeitaria do Bolhão drinking Porto Tonico and watching people shop at the Bolhão Market across the street. Cost per glass: €3.