When dressing for Lisbon, my tips: embrace color. Leave the heels. I brought one very reasonable pair for a black tie dinner party, but wore flats for everything else. The cobblestone sidewalks are steep and very slippery, so rubber soles are key. Bring sneakers! Lisbon as a city leans casual and a bit beachy. Loose, breathable pieces are great and don’t be afraid to wear vibrant prints. LTKTravel LTKOver40 LTKSeasonal