New for 2024! Vineyard Cup has been added to the Classic Yacht Challenge Series!   Kicks off BIG BOAT RACING ON THE VINEYARD and is held on the waters of Nantucket Sound and Vineyard Sound off the Island of Martha’s Vineyard with racing on Saturday and Sunday, July 8th and 9th, 2023. Sail Martha’s Vineyard […]

Kick off your Maine sailing season with some great racing in Boothbay with hospitality from the yacht club.

The must-not-miss event of the season with two days of racing around Penobscot Bay and amazing social events onshore hosted by Lyman Morse.

The first of the three distance races in a row sends the fleet from Castine to Camden.

The second of the three distance races held in a weekend sends the fleet from Camden to Brooklin ahead of ERR.

The infamous wooden boat race is the largest of the season and sends the fleet west to Castine from Brooklin.

Kicking off the Massachusetts regattas, Corinthian Yacht Club hosts pursuit races over 2 days.

Leading into the Opera House Cup, this Friday/Saturday event features buoy and distance racing.

This event in its 52nd year the season highlight for this region. The pursuit race is followed by a parade and biggest social of the year.

Featuring feeder races to and from Newport, the regatta takes place on Saturday followed by awards at the Herreshoff Marine Museum.

The Newport Classic Yacht Regatta takes place Labor Day Weekend with socials and awards at Interntaional Yacht Restoration School in the heart of Newport.

Come down to Long Island for celebration of classic yachts with a fun race followed by a great social.

Wrap up your season at Indian Harbor YC with a two day Fall Classic on Long Island Sound.

Please Save the Date for the CYOA Annual Meeting and the CYCS Awards to be held in Newport, RI at The Sailing Museum.

The Tiedemann Regatta will kick off the CYCS 2025.