This celebrated New York Yacht Club racer is known to have been painted four times by Antonio Jacobsen between 1876 and 1916, as both a sketch and fully worked oil. The painting offered here provides an until now unknown fifth example of the artist's rendering of the schooner yacht. Built in 1866 by Forsythe and Morgan of Mystic, Connecticut, the Dauntless was owned by Commodore James Gordon Bennett of New York City. The Dauntless placed third in the First America's Cup Race (August 8, 1870; behind the Magic and the Osgood) and was a participant in several America's Cup and other races sponsored by the NYYC and fellow yacht clubs. Along with artists such as Jacobsen, the Dauntless was also captured in oil on at least five occassions by J.E. Buttersworth (see H. Sniffen, Antonio Jacobsen: The Checklist, (New York 1984), p. 88; and R.J. Schaefer, J.E. Buttersworth: 19th Century Marine Painter, (Mystic, CT, 1975), pl. I, III, figs. 150, 151, and 157.