Zaostrog is first mentioned in written documents in 1494, but the granite hand grindstone from early Stone Age found on the Viter hill above Zaostrog bears a testimony of old civilizations. Many monuments from classical antiquity in Zaostrog region tell a story from the Roman era, like the relief of a dancer and a fife player wearing a lyric traditional costume, or a relief of the god Mitra and two gravestones.
Old settlement of Zaostrog is distinguished by three churches: old gothic church of St. Barbara with a graveyard, little church of St. Roko from the 17th century, and a newer church of St. Barbara built in 1872. There are also three chapels: one of St. Anthony built in 1893, Our Lady's chapel built in 1911 in Ku?ine, and chapel of St. Ilija in Prosiko built in 1894.
Most important monument of this area is the Franciscan monastery of Saint Mary whic has a rich library with 20 000 books and an archive fund. Monastery has a permanent exhibition of works made by one of the most famous living Croatian painters, Mladen Veža. Among many famous people in Croatian culture that lived in Zaostrog, are friar Andrija Ka?i? Mioši?, who also died there, and friar Ivan Despot. Botanical garden of the monastery is adorned with more than 250 plant species.