We discuss rare early depictions of the Moon by artists who actually observ
ed Earth's nearest neighbor rather than relying on stylized formulas. The e
arliest, from the 14th and 15th centuries, reveal that revolutionary advanc
es in both pre-telescopic astronomy and naturalistic painting could go hand
-in-hand. This link suggests that when painters observed the world, their d
efinition of world could also include the heavens and the Moon. Many of the
artists we discuss - e.g., Pietro Lorenzetti, Giotto, and Jan Van Eyck - a
ctually studied the Moon, incorporating their studies into several works. W
e also consider the star map on the dome over the altar in the Old Sacristy
of San Lorenzo, Florence (c. 1442), whose likely advisor was Toscanelli. I
n addition, we examine representations by artists who painted for Popes Jul
ius II and Leo X - Raphael and Sebastiano del Piombo, both of whom were inf
luenced by individuals at the papal court, such as the astronomer, painter,
and cartographer Johann (Giovanni) Ruysch and Leonardo da Vinci. We also d
iscuss Leonardo's pre-telescopic notes and lunar drawings as they impacted
on art and science in Florence, where Galileo would study perspective and c
hiaroscuro. Galileo's representations of the Moon (engraved in his Sidereus
Nuncius, 1610) are noted, together with those by Harriot and Galileo's fri
end, the painter Cigoli. During the 17th century, the Moon's features were
telescopically mapped by astronomers with repercussions in art, e.g., paint
ings by Donati Creti and Raimondo Manzini as well as Adam Elsheimer. Ending
with a consideration of the 19th-century artists/astronomers John Russell
and John Brett and early lunar photography, we demonstrate that artistic an
d scientific visual acuity belonged to the burgeoning empiricism of the 14t
h, 15th, and 16th centuries that eventually yielded modern observational as
tronomy.