Rest on the Flight into Egypt, by Caravaggio. I love Joseph’s stunned expression, and the donkey’s alertness. The Madonna and Child are also something special: this is not the usual Queen of Heaven, but a tired mother cuddling her baby, the more affecting because so real and normal.
As far as I can tell, this is the only Caravaggio with a full, Renaissance-style background with botanical details. I don’t know if the oak tree they’re resting under and the nearby reeds are a reference to Aesop’s story of the oak and the reed, or if they’re strictly Christian: the reeds for the Holy Family’s willingness to bow to humble necessity, the oak for their endurance under trial. Other Caravaggios all seem to take place in a shallow or timeless space with few background details or none at all: they are in the Dreamtime.
Rest on the Flight is still set in the Renaissance and even Medieval real world: full of naturalistic detail, but each detail is significant or symbolic, with a meaning that may be decoded. This probably reflects the wishes or worldview of the patron; Caravaggio’s other works of the period are set on a mythic or psychological stage detached from the outside world.