Levadas are narrow water channels with paths beside them. Some have drops and dark tunnels, so choose by your group, not by the photos.
EasyLevada do Caniçal
Flat, shaded and short, with sea views. A good first walk with children.
About 2-3 hours, mostly level
EasyPonta de São Lourenço
Dry, windswept east-island headland with red cliffs and blue sea. Bring water and sun cream, as there is little shade.
About 3 hours, gentle ups and downs
ModerateLevada do Caldeirão Verde
Laurisilva forest, tunnels and a waterfall at the end. Take a head torch and waterproofs.
About 6.5 km each way, tunnels
ModerateLevada das 25 Fontes
A high plateau walk to a pool fed by waterfalls. Popular, so start early.
About 4.5 km each way
HardPico do Arieiro to Pico Ruivo
The island's famous ridge walk above the clouds, with steep steps and tunnels. Sections have closed in the past due to rockfall or fire, so check before you go.
About 11 km, full day, head torch needed
HardVereda do Fanal and Rabaçal
Ancient laurel trees in mist, then deep valley walks near Rabaçal. Spectacular but strenuous.
Half to full day
Safety first: check trail status and any entry fees on the official Madeira Natural Park / Visit Madeira sites, wear proper footwear, carry a head torch for tunnels, and never walk in heavy rain or high winds.