Classic Yacht Challenge Series




2021 CYCS Regattas

Tiedemann Classics Regatta

June 26-27, 2021

Newport, RI

Boothbay Harbor Yacht Club Regatta and Shipyard Cup Classics Challenge

July 23 – 25, 2021

Boothbay, ME

Camden Classics Cup

July 30 – 31, 2021

Camden, ME

Castine Classic Yacht Race

August 5, 2021

Castine, ME

Camden to Brooklin Feeder Race

August 6, 2021

Camden, ME

Eggemoggin Reach Regatta

August 7, 2021

Brooklin, ME

Corinthian Classic Yacht Regatta

August 14-15, 2021

Marblehead, MA

Nantucket Regatta

August 20-21, 2021

Nantucket, MA

Opera House Cup

August 22, 2021

Nantucket, MA

Herreshoff Classic Yacht Regatta & Rendezvous

August 27-29, 2021

Bristol, RI

Newport Classic Yacht Regatta

September 4-5

Newport, RI

Indian Harbor Classic Yacht Regatta

September 11

Greenwich, CT

Heritage Cup Regatta & Rendezvous

September 18

Glen Cove, NY

Latest CYOA News

This past weekend the summer sailing season kicked off with the 167th New York Yacht Club Annual Regatta in Newport, Rhode Island. Photo: Paul Todd/ Outside Images
Summer’s short and the number of weekends few. Now’s the time to make sure you register for the Corinthian Classic Yacht Regatta, August 14th – 15th – a weekend you don’t want to miss. Check us out here: Corinthian Classic The CCYR is a GREAT regatta sailed off of Marblehead. Been here since 1999!Low Entry […]
March 12, 2021 NANTUCKET – The 49th Opera House Cup Regatta, the grand dame of classic wooden boat regattas and which benefits Nantucket Community Sailing, will be held in Nantucket Sound on Sunday, August 22, 2021.    “We surveyed many Opera House Cup boat owners, and are pleased to announce that we are making some changes […]
Little Gull II (LG II), a 1929 Davis-Hand designed, Herreshoffbuilt, forty-two-foot express cruiser is currently undergoing a multi-year restoration at the yacht restoration shop MP&G in Mystic, CT.  Following the philosophies used for the refit of the 1914 Buzzards Bay 25 Mink, MP&G is applying those same approaches of forensic disassembly to uncover the actual […]

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