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Watercolorist Robert Hamilton began his art studies at the Art Students League and then continued at the National Academy of Design. He relocated to Saint Augustine, Florida, in 1925, where he joined the Arts Club (now known as the Saint Augustine Art Association).

He frequently exhibited paintings at the Art Association, where he established a reputation as a popular artist. Hamilton was elected to serve as its president for a term in the 1930s. The artist provided the sketched illustrations for a guidebook to Florida, which served to promote tourism through its artistic events and activities. Public records indicate he was employed as a commercial artist for The Record, the Saint Augustine newspaper.

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