Concierge.com's insider take:
The breezy hilltop suburb of Monte includes a church where Charles I, last of the Hapsburg emperors, is buried. But the real attraction are rides on the world-famous carro de cesto street toboggans. A pair of white-suited, skilled drivers will push and steer your wicker sled through the streets and down three miles of steep, winding roads back to Funchal. The cost is about $12; contact Carreiros do Monte, Sitio da Igreja (291 783 919).