[1] In the early years, the CYC provided part-time employment for skilled boatmen from Big Tancook Island, relying extensively on professional skippers rather than amateurs or "Corinthians".

[7] A major figure in raising the profile and prestige of the Chester Yacht Club in those years was boat builder Amos Stevens, who developed an international reputation for his carvel and schooner building.

[1] One of the most prominent figures in CYC racing during this period was General J. Kemp Bartlett of Baltimore, Maryland, who served as commodore of the Chester Yacht Club.

[12] In 1926, the first woman in history to win the Prince of Wales Cup was Mrs. Charles Stewart Wurts of Philadelphia, whose boat, the Hayseed IV, crossed the finish line in Halifax while flying the colors of the CYC.

[17] In 1956, The Ottawa Citizen commented on the "international flavour" of CYC's model yacht race, due to the large number of American families who had summer homes in Chester.

"[21] The Chronicle Herald noted in 2012 that although most vessels at Chester Race Week were from Nova Scotia, New Brunswick and Prince Edward Island were typically well represented, with additional entries from Quebec, Newfoundland and Labrador, Saint Pierre and Miquelon, and New England.

[22] In 2013, The Globe and Mail reported that 130 boats from across North America were expected to compete in Chester Race Week, which the CYC billed as "Canada's largest keelboat regatta.

[24] The Kingston Whig-Standard in Ontario noted that while CYC coach Greg Guthrie was keen to promote the 29er skiff, which had not yet been widely adopted in Canada, among the club's young sailors, the teens were also aware that they were "a little behind in the experience and the talent level that countries such as New Zealand and Great Britain have reached in the 29er.