AGE AND Beauty

For fans of classic wooden sailboats, the Opera House Regatta is a feast for the eyes and soul.

GARY JOBSON

This past August, the 52nd Annual Opera House Cup attracted an eclectic mix of 47 beautiful wooden yachts for an 11.3-mile race around Nantucket Sound in Massachusetts. The concept for this classicboat race was hatched in 1973, when Gwen Gaillard, owner of the Opera House Restaurant, and maître d’ Chick Walsh hosted a group of sailors to discuss the idea. Legend has it that famous singers such as Frank Sinatra and Judy Garland sang at the Opera House. Well-known patrons have included Senator Ted Kennedy, a long list of prominent writers and, of course, many sailors. Gaillard posted the winning boat’s name on a wooden plaque on the wall. Sadly, the Opera House Restaurant closed several years ago, but the regatta lives on and often includes excellent racing for 500-plus…

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Cruising World (Digital) - 1 Issue, January/February 2025

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