Top Honors and Final District Awards in the 2025 Classic Yacht Challenge Series Announced

September 18, 2025

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 […]
RSVP for 2025 Annual Meeting and CYCS Awards

September 18, 2025

RSVP Language – CYOA Annual Meeting & CYCS Awards You’re Invited!Please join us for the Classic Yacht Owners Association Annual Meeting followed by the presentation of the Classic Yacht Challenge […]
Boat Partnership as a Way to Keep Boats Sailing?

September 9, 2025

Boat partnerships are proving themselves as a practical model for sharing not just costs, but also the time and responsibility needed to maintain a classic yacht.
CYCS Fleet Marks Labor Day Weekend With Newport Classic Yacht Regatta; Now En Route to Long Island Sound

September 4, 2025

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, […]
2025 Herreshoff Classic Yacht Regatta Recap

August 27, 2025

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 […]
CYCS Features “Sporty” Action Off Nantucket, Returns to Narragansett Bay

August 21, 2025

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 […]
Classic Yacht Challenge Series Enters Stretch of Massachusetts Events

August 14, 2025

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 […]
Fair Winds, Jesse.

August 12, 2025

To the CYOA Community, It is with deep sadness that we share the news of the passing of our fellow member and dedicated board member, Jesse Terry. Jesse passed away […]
Classic Yacht Challenge Series Maine Series Wraps

August 6, 2025

Eggemoggin Reach Regatta. Credit: Alison Langley Across five Maine regattas this summer, 127 boats competed under the CRF rating rule. Of those, 20 boats qualified for the Classic Yacht Challenge Series […]
CYCS Maine Stretch Heads Into Third Weekend Following Camden Classics Cup

July 30, 2025

Photo: Nathan Pablo CAMDEN, MAINE — The CYOA’s CYCS wrapped up its second of three consecutive weekends of Gulf of Maine racing with the Camden Classics Cup last weekend, July […]
CYCS Heads to Maine For BHYC Regatta and Shipyard Cup, Continues Racing in Camden this weekend

July 23, 2025

A look back at the Boothbay Regatta and ahead to the Camden Classics Cup
CYOA New Member Katrina Making Waves in the CYCS

July 16, 2025

The Classic Yacht Owners Association (CYOA) is always growing its membership, welcoming the owners and crews of stunning vessels that capture the enduring spirit of classic sailing in the Northeast—and […]
CYOA Members Stand Out in 2025 Marblehead to Halifax

July 16, 2025

Three of the CYOA Members took on the oldest offshore sailing race earlier this month.
2025 Classic Yacht Challenge Series Kicks Off with New York Yacht Club Tiedemann Classics Regatta

June 20, 2025

This weekend it all starts in Newport.
Hound Brings Classic Style to 2025 Transatlantic Race

June 17, 2025

One of sailing’s toughest and most storied regattas is the Transatlantic Race, with a history dating back to the 1860s. This year, the Transatlantic Race (TR2025) sets sail from Newport, […]
Regatta Spotlights: Indian Harbor Yacht Club Classic Yacht Regatta

June 16, 2025

For our final Regatta Spotlight, we are heading to the Connecticut Coast for the Indian Harbor Yacht Club Classic Yacht Regatta. This stop in the Classic Yacht Challenge Series is […]
Regatta Spotlights: Heritage Cup Regatta & Rendezvous

June 16, 2025

Up next in our spotlight series is the Heritage Cup Regatta and Rendezvous hosted by Sea Cliff Yacht Club. Just east of New York City, this regatta provides a scenic […]
CRF Goes International at the Antigua Classic Yacht Regatta

May 8, 2025

Photo: Jan J. Hein Just under two months remain until the beginning of the 2025 Classic Yacht Challenge Series! The Northeast’s quintessential classic yacht racing series is governed by CYOA’s […]
Regatta Spotlights: Corinthian Classic Yacht Regatta

May 6, 2025

We're heading out to Marblehead, MA for the next installment of our regatta spotlight series and getting an in-depth look at the Corinthian Classic Yacht Regatta. This regatta is a […]
Regatta Spotlights: Castine Classic Yacht Race

April 16, 2025

Late July and Early August feature three back-to-back one day CYCS regattas in one of the most scenic parts of Maine. The Maine distance regattas are the Castine Classic Yacht Race, […]
Regatta Spotlights: Camden to Brooklin Race

April 14, 2025

Late July and Early August feature three back-to-back one day CYCS regattas in one of the most scenic parts of Maine. The Maine distance regattas are the Castine Classic Yacht Race, […]
Regatta Spotlights: Eggemoggin Reach Regatta

April 14, 2025

Late July and Early August feature three back-to-back one day CYCS regattas in one of the most scenic parts of Maine. The Maine distance regattas are the Castine Classic Yacht […]
Classically Contemporary: Jax and the Fun of Wooden Boat Sailing

April 4, 2025

Photo: Øivind Lorentzen One of the best features of the Classic Yacht Owners Association is our openness to a wide array of sailing vessels. From restored historic boats, to rebuilds […]
Regatta Spotlights: Boothbay Yacht Club Regatta and Shipyard Cup Classics Challenge

March 20, 2025

Summer might seem far away in the depths of winter, but really the Classics sailing season is right around the corner! Before you get your boat out of storage and […]
Regatta Spotlights: Herreshoff Classic Yacht Regatta

March 20, 2025

Some may claim Rhode Island is the center of the American sailing universe. The placid summer waters of Narragansett Bay have welcomed sailors from around the world for decades. Three […]
Regatta Spotlights: NYYC Tiedemann Regatta

March 20, 2025

Some may claim Rhode Island is the center of the American sailing universe. The placid summer waters of Narragansett Bay have welcomed sailors from around the world for decades. Three […]
Regatta Spotlights: The Vineyard Cup

March 12, 2025

The Northeast sailing season kicks off in about three months and the CYOA’s Classic Yacht Challenge Series (CYCS) will be here before you know it! To continue our regatta spotlight […]

The Classic Yacht Owners Association is an exempt organization as described in Section 501(C) (3) of the Internal Revenue Code. Donations and membership fees are charitable contributions and tax-deductible. Employer Identification Number: 81-285925

© Copyright 2025. All Rights Reserved. Website by risingT, LLC.