The classic harbor city of St. John's was settled in 1528, making it the oldest city in North America. Today, this historic treasure is the commercial and political capital of Newfoundland and offers significant historical sites, narrow, winding streets lined with colorful clapboard houses and terrific shopping. The city is surrounded by water on one side and lush greenery on the other. Add a lively arts scene and the warm hospitality of the locals, and it's clear why St. John's is so popular.