Lisbon is still one of the best cities in Europe for fresh, unpretentious seafood dining, despite the onslaught of fads and newfound taste for speculative real estate. Eating mollusks here – as at a cervejaria-marisqueira, a sort of old-school beer and seafood house – is not at all associated with the luxury it symbolizes elsewhere. Here, it is normal to dig out the insides of unique, claw-like barnacles or suck the heads of the freshest prawns for a decent price in a genuine atmosphere. And in such restaurants, forget the lime tart or crème brûlée afterwards: the purist’s dessert after a shell-laden chowdown is a prego – a garlic-laced beef sandwich that couldn’t be fancy even if it tried.

Located in the Atlantic at the same latitude as Casablanca, Madeira may be a small island, but there’s so much to see that it takes three to five days to get a real sense of it. An hour and a half by plane from Lisbon, the capital and largest city is Funchal, a historic town whose claim to fame is a more recent one: it’s where soccer star Cristiano Ronaldo was born (a statue and a museum in his honor can both be found here). Historically one of the first settlements of the golden age of Portuguese exploration, the island became an outpost for trade and ships going to Brazil or India.

Cities experiencing rapid urban transformation often find themselves suspended between past and future, with those respective cultures in close juxtaposition. The Santa Apolonia train station, a simple neoclassical building from the 19th century that once served as Lisbon’s central rail hub, is a good example of this; a visit to its north and south sides reveal different routines, atmospheres and of course, flavors. On the waterfront, a few former dock warehouses are the home of gourmet palates. Cais da Pedra, the project of the famous chef Henrique Sá Pessoa, is a modern restaurant decorated in stone, iron and mirrors.