Sailing + Racing

Sagamore Sailing and Racing Program

Sailing for both the serious and the casual racer.

Since 1944 Sagamore Yacht Club has boasted a diverse and inclusive sailing program, for every degree of sailor.

Sagamore Yacht Club has an active racing program that is aimed to please both the serious and the casual racers of Oyster Bay. The Spring and Summer Wednesday Evening Series are complemented by longer weekend races of various formats as well as casual events like the Race to Dinner and annual Club Cruise.

Wednesday racing consists of two 10 week series. These evening races are within the Oyster Bay and Cold Spring Harbor area. After the races most skippers and crews gather back at SYC for libations, food service and shared stories of that evening’s race. It is here that many questions about racing techniques can be answered… sometimes even correctly.

The weekend regattas and events tend to be longer races and some are run in a pursuit format. These races will often include courses out on Long Island Sound.

The 2024 SYC racing program begins in early May and continues through mid-September.

General Information

SYC Event Calendar (not yet updated for 2024, see regatta dates/info below)

May 2024

Mon Tue Wed Thu Fri Sat Sun
  • Launch Hours 800 AM-700 PM
  • Launch Hours 800 AM-800 PM
  • Kentucky Derby & LIVE Music by Maiden Voyage
  • Launch Hours 800AM-800 PM
  • Launch Hours 800 am to 800 pm
  • Launch Hours 800 am-800 pm
  • Launch Hours 800 am-800 pm
  • Private Event — Salon
  • Launch Hours 800 am-800 pm
  • Launch Hours 800 am-900 pm
  • Ladies on the Lawn happy hour
  • Launch hours 800 am-900 pm
  • Launch Hours 800 am-900 pm
  • Mothers Day Brunch
  • Launch hours 800 am-800 pm
  • Launch Hours 800 am-800 pm
  • Launch Hours 800 am-800 pm
  • Launch Hours 800 am-800 pm
  • Private Event — Salon
  • Launch Hours 800 am-900 pm
  • Launch Hours 800 am-900 pm
  • Launch Hours 800 am-900 pm
  • Launch Hours 800 am-900 pm
  • Launch Hours 800 am-900 pm
  • Sea Scouts Meeting
  • Launch Hours 800 am-1200 am
  • Launch hours 800 am-1200am
  • Memorial Day Family BBQ with DJ Eric
  • Launch hours 800 am-1200 am
  • Launch Hours 800 am-1000 pm
  • Launch hours 800 am-1000 pm
  • Launch hours 800 am-1100 pm
  • Private Event — Salon
  • Launch Hours 800 am-1200 am

Questions, Comments, or Suggestions?

Please contact the Sailing Committee at

Racing Group E-mail List

The e-mail discussion group is used to distribute official racing related announcements, results, reminders, and for general discussion between list members of all things racing related. All skippers, crews, and those interested in racing are strongly encouraged to subscribe so as not to miss important race related updates (or tips on how to tactfully brag to the competition).

Race Committee

Interested in participating as part of the SYC race committee? Join our RC PRO Tim Hoyler onboard our race committee boat to help run the races, no prior experience is required.

Joining the RC is a great way to be a frontline spectator for both some exciting racing and for some nice harbor views and sunsets to accompany whatever libations and snacks are to be had.

Let us know by sending an e-mail to

2024 Regatta & Event Details

Once open, registration and event information, such as the Notice of Race (NOR), Sailing Instructions (SI), current entry list, and individual race results, can be accessed by following the link for each event listed below. Check back regularly as race documents are subject to change as details for each event are finalized and registration is opened. If you have any questions regarding event registration please contact Jonah Schachner, SYC Racing Coordinator, at

To foster cross-club participation and competition, select races sponsored by our neighbors across the harbor at Seawanhaka Corinthian Yacht Club (SCYC) are included below along with links to their respective event/registration pages. 

CLICK HERE to view the Regattas & Results section of the SCYC website with a full listing of SCYC events 

Racing Orientation Meeting & Rules Refresher

Meet upstairs at SYC to discuss racing for the 2024 season.  this is an opportunity to get questions about registration and the NORs/SIs  answered. All sailors and crew are invited and encouraged to attend.

This meeting will also include a preseason rules refresher. At a minimum, all skippers must have attended a rules training/refresher of some sort within the last two years to register for the Wednesday night series . Everyone who is interested in racing should be familiar with the basic rules. Everyone should follow the rules, even when no one would notice otherwise.
Crew are also strongly encouraged to attend. The more rules knowledgeable folks on the boat, the better.

Everyone is welcome to enjoy cocktails and/or dinner downstairs before the meeting. Please make reservations if interested in having dinner. 

April 24 @ 1900 hrs

Wednesday Night Racing

This is our most popular racing event by far and is open to everyone. We start in either Oyster Bay Cove or the entrance to Oyster Bay every Wednesday night until late September. Our unofficial motto has been “No one gets left on the beach,” so if you are interested in crewing, please join the Racing Group E-mail List and introduce yourself to the racing community.

Registration and event information such as the Notice of Race (NOR), Sailing Instructions (SI), current entry list, and individual race results can be found on the event page for each of the two 10 week long series.

Note that the racing fee for the Wednesday Night series is for both series, there is no discount for participation in just one series. If you register for the Spring Series your registration will (hopefully) be automatically copied over to the Summer Series at the beginning of the event

To qualify for scoring in either series each skipper must perform RC duty at least once during either the Spring or Summer series. See the NOR and SI for details. Contact the RC at to sign up for an open slot.

Practice Race (May 1)

Warm up for the season at the practice race, no separate registration is required

Spring Series (May 8 – July 10)

Summer Series (July 17 – September 18)

Alfred Roosevelt Memorial Regatta (SCYC) 

SCYC sponsored event – Link to flyer

2024 Execution Run

Aargh, it be a race. A race around a rock. A big rock… with a lighthouse. Come join SYC for their (somewhat) annual Execution Run. A medium distance day race with both spinnaker and jib & main classes. (note – cannons are not required… but they are recommended)

Club Cruise

Join the flotilla or find your own way to a rendezvous at Three Mile Harbor in East Hampton to enjoy their annual fireworks display. Often groups sail onwards to Block Island and points further east afterwards. Past Commodore and SYC Fleet Captain Conny Baris spearheads this annual pilgrimage. All SYC sailors and powerboaters are invited.

TBD (usually week after July 4th)

Often includes Three Mile Harbor Fireworks rendezvous 

Race to Dinner

A race, followed by a dinner. Not a race to eat your dinner. I mean, not a race to finish your dinner first – that would be impolite. Your mother would probably be disappointed. Just a race to get to dinner, then eat slowly, or at least politely, while bragging about how fast you got there.

This casual race event will culminate with everyone hurrying back to the club for cocktails and dinner in the company of their fellow participants.

Dooley Roosevelt Regatta

The Dooley Roosevelt is a one day pursuit format race open to sailboats belonging to, or chartered to, members of the Seawanhaka Corinthian Yacht Club (SCYC), Sagamore Yacht Club, and Cold Spring Harbor Beach Club (CSHBC). The boats shall be skippered by members of their Yacht Clubs or their family.

This is a friendly race named after a renowned sportsman and olympic sailor who was a member of both SYC and SCYC.  All club sailors are encouraged to participate, especially those who do not normally race as the pursuit format removes the chaos of a crowded starting line.

This race is run by SCYC and SYC on a rotating basis; SCYC is hosting in 2024.

Commodore’s Cup & Dinner

A day race, followed by a party… need we say more? There is no entry fee for this race and no racing experience is needed, come join the fun!

September 14th

Commemorative Cup

The final race of the 2024 SYC sailing season. If you win, you get last bragging rights all the way up until next spring!

September 28th

Sailing Awards Dinner

Grab a table for your crew and come celebrate the end of another summer of sailing and racing.

November 8th
1800 hours