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August 2025

Twenty Hundred Club Prince Henry Race

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80th Annual Ram Island Yacht Club Invitational Regatta

August 23
Ram Island Yacht Club, 60 Front Street
Noank,CT06340United States
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  Our friends at the Ram Island Yacht Club (RIYC) in Noank, CT are holding the club's 80th Annual Invitational Regatta, a race around Fishers Island, on Saturday, August 23. With few interruptions, Ram Island Yacht Club has held this race annually since 1945.  RIYC welcomes all registered competitors to this challenging race that has historically drawn as many as 140 boats. For more information including Notice of Race and registration via the Clubspot, visit https://theclubspot.com/regatta/FG1fvHFERa, where party tickets…

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The Vineyard Race

August 29 - August 31
Stamford Yacht Club, 97 Ocean Drive West
Stamford,CT06902United States
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This Labor Day Weekend classic offers a choice of three courses: 238 nm from Stamford, CT around Buzzards Bay Light Tower and back, 143 nm to Seaflower Reef and back, and 116 nm to Cornfield Point Shoal and back, with divisions for IRC, PHRF, HPR, Multihulls, Classic Yachts and Double-Handed boats and a Corinthian Challenge for college sailors.

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September 2025

47th Annual Norwalk Seaport Association Oyster Festival

September 5 @ 10:00 am - September 7 @ 9:00 pm
Veteran’s Memorial Park, 42 Seaview Avenue
Norwalk,CT06855United States
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Attractions include a New England Seaport Village, harbor tours, historic and working vessels, arts & crafts, barbecue competition, oyster shucking competition, Pirate’s Coast Adventure, Kids’ Cove, live music, and more.

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16th Annual Village Cup Regatta

September 6
Port Jefferson Yacht Club, 1 Surf Avenue
Port Jefferson,NY11777United States
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Hosted by Port Jefferson Yacht Club in collaboration with the Village of Port Jefferson and the Port Jefferson Conservancy, this PHRF regatta supports pancreatic cancer research and palliative care at Mather Hospital, and the Lustgarten Foundation’s mission to eradicate the disease. Sponsorship opportunities are available.

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Housatonic Invitational

September 6
Housatonic Boat Club, 51 Shore Road
Stratford,CT06615United States
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This ECSA points event is open to all boats with a valid ECSA PHRF certificate, self-bailing cockpit, fixed berths, galley facilities and the ability to be self-supporting for a weekend.

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13th Annual B-I-G Jack Block Island Pursuit Race

September 6
Stonington Harbor Yacht Club, 32 Water Street
Stonington,CT06378United States
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All sailboats 20 feet or more LOA are eligible.

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Accelerated Safe Powerboat Handling

September 6 @ 9:00 am - 6:00 pm
SUNY Maritime College, 6 Pennyfield Avenue
Throggs Neck,NY10465United States
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Do you already have your State Boating Certificate and want hands-on instruction, and lots of on-the-water time? Taught by experienced and certified instructors, this 1-day course emphasizes hands-on demonstrations, lessons and on-the-water drills. Suitable for all skill levels, this is a hands-on driving course with minimal classroom time for those with prior theoretical and classroom knowledge.

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77th TYC Commodore’s Trophy Race

September 7
Thames Yacht Club, 396 Pequot Avenue
New London,CT06320United States
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This ECSA regatta is open to all racing & cruising handicap boats and to certain one-design classes of at least 5 entrants.

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60th Valeur-Jensen Stamford Denmark Race

September 7
Stamford Yacht Club, 97 Ocean Drive West
Stamford,CT06902United States
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Presented by the Stamford Yacht Club, Royal Danish Yacht Club, Stamford Sail & Power Squadron, and the Consulate General of Denmark, this event is open to boats with PHRF or IRC ratings and Classics (over 25 years old). Other boats of one-design or level racing classes are also eligible and may race in accordance with class rules. The race will have starts for non-spinnaker classes, as well as courses for Multihulls 18’ LOA and over. Sail like…

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