Start your walk at the Miradouro Winston Churchill in Câmara de Lobos. Just open the app nearby to begin exploring the viewpoint where a British Lion decided that a wicker chair and a paint box were the only logical response to a mid-century existential crisis.
Wrap up your tour at the Câmara de Lobos Lighthouse Platform. Take a moment to enjoy the view before ending your tour at this literal end of the road, where the "picturesque" painting finally gives way to the vast, unedited Atlantic.