| Fastest Time - Male |
Christopher Arena, 2018, 1:38:59 |
| Fastest Time - Female |
Mary McKenna, 2022, 1:41:44 |
| First Recorded Crossing |
Marion Robarts, July 9, 1927 from Water Island to Patchogue |
| Most Swim Victories |
Christopher Arena - 2016, 2017, 2018, 2019, 2021, 2023 |
| Most Swims Completed |
Richard Wilde, 22 Crossings, 1999-2001, 2003-2007, 2009-2019, 2021-2023 |
| Longest Time to Complete Cross Bay Swim |
Marjori Moore Dunton, 1950, 6:29:55 |
| Youngest Winner |
Barry Staebler, 1952, 14 Years old |
| Fastest Backstroke Crossing |
Bill Chalich, 1961, 2:21:56 |
| Fastest Breastroke Crossing |
Rob Roos, 2015, 3:14:04 |
