Regatta Recap

The 2025 Classic Yacht Challenge Series (CYCS) came to a close last weekend with early fall sailing in the Indian Harbor Classic Yacht Regatta. The summer-long series featured 14 regattas […]
Credit: Stephen Cloutier NEWPORT, R.I. — The Classic Yacht Challenge Series (CYCS) fleet wrapped up its Narragansett Bay racing calendar over Labor Day weekend with the Newport Classic Yacht Regatta, […]
This recap was provided by Bill Lynn. Photo by Sarah Seaman. The 2025 HCYR presented by Bristol Marine started, as usual, with an informal feeder race from Newport to Bristol […]
Photo: Ray K. Saunders NANTUCKET, MASS.— The weekend of August 15-17 featured beautiful conditions with strong winds for the Nantucket Regatta and the Opera House Cup both hosted by Nantucket […]
Bluebird conditions and thrilling competition made for an unforgettable weekend of sailing in Marblehead during the 26th Corinthian Classic Yacht Regatta from August 9-10, as the 2025 CYCS returned to […]
Indian Harbor's spectacular Classic Yacht Regatta with boats of all sizes hosted September 11-12.
Awards at this event are not limited to the racecourse and range from Parade and Designer awards as a celebration of all things classic yachting. 
Herreshoff Classic Yacht Regatta and the Classic Yacht Challenge Series drew some of the most iconic yachts to the coast this past summer. Dy Dave Schmidt for Cruising World
Outlier sails past the Herreshoff Marine Museum on the Jubilee Anniversary of the institution. Photo: Alison Langley
The Eggemoggin Reach Regatta had its 36th year of racing Saturday, August 7. The tradition was started in 1995 by Steve White and Frank Hull of Brooklyn Boatyard and features wooden and classic boats. This year was hosted by Brooklin Boat Yard and Rockport Marine.
Castine, ME - The 22nd annual Castine Classic 19.6 nm race to Camden, sponsored by the Castine Yacht Club, was sailed on August 5, 2021 on Penobscot Bay.
84 Boats Raced in the July 29-31st Regatta. Photos - Alison Langley
After a four-year absence, the Robert H. Tiedemann Classics Regatta returned to Narragansett Bay last weekend, with more than two dozen classic yachts from 28 to 76 feet gracing the waters off Newport. Photo: Paul Todd/ Outside Images
Photo above: Classic racers north of Squirrel Island Saturday / John Yrchik Photography Boothbay, ME - The 47th Boothbay Harbor Yacht Club (BHYC) Regatta and inaugural Shipyard Cup Classics Challenge […]
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
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