1848 – 1938
| Name | LOA (ft) | First Built | Last Built | Rig |
|---|---|---|---|---|
| ALERION | 26 | 1912 | Fractional Sloop | |
| ALERION 26 (CARROL MARINE) | 25.33 | 2002 | Fractional Sloop | |
| BAR HARBOR 31 | 49 | 1902 | Gaff Head Cutter | |
| BISCAYNE BAY 14 | 14.42 | 1925 | Fractional Sloop | |
| BULL'S EYE | 15.71 | 1914 | Fractional Sloop | |
| BUZZARDS BAY 15 | 24.5 | 1899 | 1928 | Gaffhead Sloop |
| BUZZARDS BAY 18 | 29 | 1903 | 1904 | Gaffhead Sloop |
| BUZZARDS BAY 25 | 32.58 | 1914 | Gaffhead Sloop | |
| BUZZARDS BAY 30 | 46.5 | 1901 | 1902 | Gaff Head Cutter |
| DOUGHDISH | 15.83 | 1972 | Gaffhead Sloop | |
| FISH (HERRESHOFF) | 20.75 | 1916 | 1930 | Gaffhead Sloop |
| FISHERS ISLAND 31 | 43.5 | 1928 | 1946 | Fractional Sloop |
| FLATFISH | 20.25 | 1960 | Fractional Sloop | |
| GOLDENEYE (HERRESHOFF) | 18.25 | 1959 | Masthead Sloop | |
| H-26 (HERRESHOFF) | 26.33 | 1964 | Masthead Sloop | |
| HAVEN 12 1/2 | 15.92 | 1984 | Gaffhead Sloop | |
| HERRESHOFF 12 1/2 | 15.83 | 1914 | 1948 | Gaffhead Sloop |
| HERRESHOFF 15 | 24.5 | 1902 | Gaffhead Sloop | |
| HERRESHOFF 20 | 19.83 | 2010 | Fractional Sloop | |
| MARLIN (HERRESHOFF) | 20.75 | 1937 | 1938 | Fractional Sloop |
| MARLIN HERITAGE 23 | 23 | 1958 | Masthead Sloop | |
| NEW YORK YACHT CLUB 30 | 43.75 | 1904 | 1905 | Gaffhead Sloop |
| NEW YORK YACHT CLUB 40 | 59 | 1916 | 1926 | Gaffhead Sloop |
| NEW YORK YACHT CLUB 50 | 72 | 1912 | 1913 | Gaff Head Cutter |
| NEW YORK YACHT CLUB 57 | 85.25 | 1906 | 1908 | Cutter |
| NEW YORK YACHT CLUB 70 | 106 | 1899 | 1900 | Gaff Head Cutter |
| NEWPORT 29 (HERRESHOFF) | 35.58 | 1914 | 1926 | Gaffhead Sloop |
| PETREL | 20.75 | 1977 | Fractional Sloop | |
| S-CLASS (HERRESHOFF) | 27.5 | 1919 | 1941 | Fractional Sloop |
| SEAWANHAKA ONE-DESIGN (HERRESHOFF) | 20 | 1916 | Fractional Sloop | |
| WATCH HILL 15 | 24.5 | 1922 | Fractional Sloop |