Buttersworth depicted the yacht America, this time against his favorite backdrop, New York Harbor, replete with such local landmarks as Castle Garden, after which the painting is titled. In this work Buttersworth took what he considered the most compelling details of America and coalesced them into his artistic vision of her. He depicts America as she was accessorized in 1851, flying her New York Yacht Club burgee and preparing to sail to England for the Hundred Guinea Race. She is rigged, however, as she was in the 1860s, following her salvage and refitting by the Union Navy, and as she raced in her first defense of the America's Cup in 1870.