| Sail Number | Boat Name | Skipper | Club | Boat | Length | Rating |
|---|---|---|---|---|---|---|
| 11 | Rover |
1886 | 0 | |||
| 14 | Daisy Belle |
0 | ||||
| 21 | Tenaceous |
1979 | 0 | |||
| 76 | Faith P. Hanlon |
1976 | 0 | |||
| 15 | Jay Dee |
Dan North | 1931 | 33.05 | 8.7 | |
| 22 | Flying Cloud |
Ken Reightler | 1932 | 33.98 | 8.22 | |
| 8 | Mystery |
Mitch Grieb | 1932 | 33.23 | 25.08 | |
| 16 | Island Lark |
1901 | 34.34 | 33.06 | ||
| 3 | Magic |
Jon Clarke | 1894 | 32.88 | 39.84 | |
| 5 | Bille P. Hall |
Sean Callahan | 1903 | 31.71 | 40.06 | |
| 2 | Silver Heel |
Max Kurland | 1902 | 31.86 | 41.94 | |
| 24 | Caroline |
Bradford Johnson | 2019 | 31.67 | 46.02 | |
| 17 | Island Image |
James Smith | 1885 | 50 | ||
| 9 | Island Blossom |
Corbin Penwell | 1892 | 31.27 | 51.66 | |
| 10 | Oliver's Gift |
1947 | 28.96 | 52.62 | ||
| 12 | Persistence |
Michael Keene | c. 1890 | 30.89 | 53.76 | |
| 20 | Edmee S. |
Marshall Patterson | c. 1930 | 28.36 | 54.84 | |
| 6 | Mary Julia Hall |
1895 | 30.50 | 54.36 | ||
| 7 | Sandy |
c. 1860 | 28.38 | 62.94 | ||
| 19 | Patricia |
1942 | 26.49 | 75.54 | ||
| 18 | Spirit of Wye Towne |
1972 | 26.11 | 80.4 | ||
| 4 | Island Bird |
Eric Rubin | 1882 | 27.03 | 84.06 | |
| 1 | Noddy |
1930 | 24.91 | 85.74 | ||
| 23 | Eve |
2018 | 19.85 | 128.82 | ||
| 13 | Bufflehead |
2015 | 20.58 | 132.66 |