The Challenge and the Glory
by Antoinette Stockenberg (1987)

A sprawling novel "...tracing the lives and fortunes of three separate families in Newport..." from the 1890s to the 1980s. So sprawling, in fact, that Stockenberg re-released the story as four separate novels (the By the Sea series) in 2013. Expect lots of class conflict against the backdrop of the America's Cup Races. Stockenberg categorizes the first three quarters of the book as "historical fiction/romance," and the balance as "mystery."