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August Series
| Competitors race throughout August, once or twice a week. This was last won by A Person in 2023. | See details |
July Series
| Competitors race throughout July, once or twice a week. This was last won by A Person in 2023. | See details |
4th of July Race
| The national holiday kicks off the racing season. This was last won by A Person in 2023. | See details |
Babbidge Blaster
| This race asks the ensign class to sail to Babbidge and back. This was last won by A Person in 2023. | See details |
Labor Day Race
| Generally the season finale, this race pits seasoned wits against each other one last time. This was last won by A Person in A Boat in 2022. | See details |
Lewis Ensign Regatta
| This regatta pits Ensign sailors against each other for the year’s bragging rights. This was last won by A Person in 2023. | See details |
Pulpit Harbor Race
| For pre-Tea madness, the real racers of the club sail from the Casino to Pulpit Harbor. This was last won by A Person in A Boat in 2022. | See details |
Round-the-Island Race
| A full-afternoon classic, this race around North Haven adds a touch of big-boat racing to the season. This was last won by A Person in 2023. | See details |