"Castles can be a surprising win—if you don’t try to see, say, three in a day. But one special-occasion castle is a playground for families. Don’t expect to be able to push a stroller around the grounds of this Moorish stronghold on a hilltop, which was the seat of power in Portugal for more than 400 years. Instead, let the toddlers peer into cannons and climb up and down (and up and down) all the stairs; tweens will like being able to “walk the wall,” and teens can brood and take selfies with sweeping views of Lisbon in the background. Consider taking a bus, cab, or tuktuk up to the entrance—it's a steep ascent." - Laura Dannen Redman