The Roamer’s Playbook: Lisbon, Portugal

Jun 23

1. About Lisbon

Lisbon surprised me. It’s beautiful, full of local flavor, and incredibly walkable, but it’s also a city that demands a bit of legwork. From uphill climbs to endless staircases, consider this your cardio vacation. That said, Lisbon has its gems, and if you're into exploring like a local, you’ll definitely find your rhythm here.

2. How I Got There

I flew into Lisbon from Washington, DC. The airport was honestly pretty mid not much to say there. But once I hit the city, the vibe picked up.

3. Where I Stayed

I stayed at Tivoli Avenida and every angle of this hotel screamed luxury. From the marble interiors to the plush rooms, everything felt high-end. But what really stood out was the rooftop bar—Sky Bar by SEEN. The view of Lisbon from up there? Breathtaking. I had oysters and a mocktail while taking it all in, and it’s a moment I’ll always remember.

4. What I Did (And Felt Honestly About)

Pink Street: It’s Instagrammable, sure, but let’s be honest, it’s a bit overrated. Once you take your picture, there’s not much to do.
City Square: Gave me major Madrid vibes; lively, beautiful architecture, and music filling the air.
Explored local neighborhoods: I dove deep into the local corners and tried some traditional dishes. I think it was tuna or sardine—super fresh, just not my thing.
Day trip to Sintra: I explored some castles and palaces in Sintra. They were pretty, but didn’t blow me away. I’ve seen more opulent ones across Europe.

5. Things to Know Before Visiting

Lisbon is a walking city—comfortable shoes are non-negotiable.
Stairs. Everywhere. You’ve been warned.
The food is fresh and local, but it’s okay if it doesn’t match your taste—try anyway!
Get a hotel with a view. The city is hilly, and the panoramas are everything.

6. What to Wear

Chic and comfortable is the move. Think linen, sneakers, crossbody bags, and layers for breezy moments. And definitely something cute for your rooftop dinner photo op.

7. Final Thoughts

Lisbon has layers. It wasn’t my favorite European city, but it gave me moments—those oysters at SEEN, walking into the square with music in the air, that beautiful rooftop sunset. I’d say go once, see it with your own eyes, and decide for yourself.