Knickerbocker Sailing Association is a non-profit gay, lesbian, bisexual and transgender sailing club, now in its 21st year.

We encourage members who support diversity and enjoy getting out on the water of the greater New York area. Members do not need sailing experience to join, because we are a welcoming group that will teach each other the basics of sailing and boat safety. Our membership consists of over 150 members, including crew, captains of sailboats and powerboats, and we all love the outdoors and the water.

If you are interested in joining our club we recommend that you attend one of our monthly meetings open to all. For more information on our club please look at About Us, or email us.

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Upcoming events

    • 01 Aug 2015
    • 09 Aug 2015
    • Eastern Long Island Sound

    KSA Three-State Flotilla: CT, RI and NY with stops in Mystic, Point Judith, Newport, Block Island, Montauk and Greenport!

    KSA Mid Summer Flotilla Float Plan   Dates:  August 1 thru August 9


    7/27 UPDATE:

    We currently have 10 boats participating at various ports of call starting Saturday in Mystic.

    Weather looks very good.  We do have room for more captains.  Please consider joining with your boat if you can! It's not too late.

    Note: Mystic, first night Saturday August 1, will now be upgraded from just a BYOB Dock Party to a BYOB Pot Luck Dinner Dock Party. Plan to start around 6.

    Also if you have any specific questions for the organizers please email from now through the whole flotilla.  The KSA Facebook page is also a great place to share photos and comments.

    Remember to be safe on the water and most of all have fun!  Hope to see many of you in the next week!

    Braden, Alex, Isaac and Brent.


    Saturday August 1 Mystic, CT.     Dock:  Mystic Seaport 860-572-5391

    (Captains call by July 1 and mention KSA), Mooring NO, Anchor NO  

    Activity: Dock Party BYOB  Dinner: On Your Own   ​

    Transport:  Amtrak


    Sunday August 2 Mystic, CT.  

    Activity: Day on  Shore – Open – Possibility Museum Seaport & Aquarium.  Group Dinner at Restaurant TBD

    Transport:  Amtrak


    Monday August  3 Point Judith, RI.  Leave Mystic late morning to catch ebb tide to PT Judith. Distance 25 Miles  Dock NO, Mooring NO,  Anchor  YES

    Activity: Raft Up; Swimming.  Dinner: Pot Luck                       

    Transport: NOT EASY


    Tuesday August 4, Newport, RI  Leave Pt. Judith late AM/early afternoon, easy sail to Newport, RI   Distance: 12 Miles: Dock YES, Mooring YES, Anchor YES

    Activity:  Open.  Possibilities: Mansion Tour, Shopping, Tennis Hall of Fame.  Dinner:  Open – many options….    

    Transport:  Bus


    Wednesday August 5, Great Salt Pond, Block Island.  Leave Newport  8:30 AM. Distance 23 Miles.  Dock YES, Mooring YES, Anchor YES

    Activity: Daytime Open: Explore BI on foot, taxi, bicycle or moped!  Dinner: Group meal a la carte at The Oar, Great Salt Pond, 7PM.  

    Transport: Amtrak or LIRR /Ferry Connection


    Thursday  August 6, Great Salt Pond.  

    Activity:  Daytime Beach Party on Fred Benson Beachacross the road from “Dinghy Beach.  BYOB/Pot Luck.  11am-4pm.  Dinner on  your own.  

    Transport: Amtrak or LIRR /Ferry Connection


    Friday August 7, Montauk, NY.  Leave 11 AM to catch flood tide into Montauk. Distance: 16 Miles. Dock: YES  Mooring YES (very Limited) Anchor: Yes

    Dinner Open. Possible pot luck or meal ashore    

    Transport: Jitney or LIRR Train (plus taxi)


    Saturday August 8, Greenport, NY  Leave late AM/early afternoon.  Ride afternoon flood tide to Greenport. Distance: 20 Miles Dock YES, Moor  NO, Anchor  NO. Note: Contact Brent Pelton for dock reservations.  

    Activity: Rainbow Rally – Delayed Start Race, from Montauk to Greenport. Start time 12pm.  More info and registration at Rainbow Rally - Montauk to Greenport.


    Activity:  Rainbow Rally Awards/Farewell Dinner at Brent Pelton's new restaurant American Beech.  More info and registration at Rainbow Rally Awards Dinner.  Transport:  LIRR Train or Jitney



    • 08 Aug 2015
    • 12:00 PM
    • Montauk, NY

    The Rainbow Rally is a sailing event for all sailboat types and classes from the Long Island Sound Area. We’re looking to promote a fun filled day of competitive sailing as part of

    our 2015 KSA activities. 

    The Rainbow Rally will not be sailed like a traditional sailboat race. The thought of starting a race in a closely bunched group of sailboats is intimidating for both captains and the Race Committee. So for this event we’ll be using a unique starting format based on the principles of Pursuit Racing. In a pursuit race, each boat starts the race individually, at a pre-assigned time. This allows each boat to have ample time and a clear shot at the starting line. The pursuit system is also based on a handicapping system.  Each boat’s starting time will be based on their assigned handicap. By combining a boat’s handicap rating, as determined by its physical dimensions and the assigned starting time, the Race Committee anticipates a close finish to the event with the first boat to cross the finish line being the winner.

    The rally will be will take place in the vicinity of Montauk, NY on the waters of Napeague Bay and Gardiners Bay. 

    Sign up now!  See documents below, but direct questions and get more info from

    Registration required for captains only.  If you are crewing on the race please register for the flotilla.  Please note: you must be a member of KSA to register for the flotilla.


    • 08 Aug 2015
    • 6:00 PM - 8:00 PM
    • American Beech, 300 Main Street, Greenport, NY
    The 2015 Rainbow Rally Awards Dinner will be hosted by KSA member Brent Pelton at his new restaurant in Greenport  "American Beech" (

    Menu: Traditional Clam Bake & BBQ, with Vegetarian options as well.

    Cost: $32.50 which includes the food, tax and tip.  A Cash Bar will also be available.

    Note: You do not need to be in the race or the flotilla to attend this event.

    Public transit is easy with both LIRR train and Jitney service from Manhattan and Brooklyn to Greenport and then an easy walk to the restaurant.

    Please sign up for you and your guests ASAP so Brent can plan the dinner accordingly. 

    • 11 Aug 2015
    • 6:30 PM - 10:30 PM
    • People Lounge, 163 Allen Street, NY, NY 10002

    Monthly Meeting


    6:30pm Meet and Greet with cash bar and People Lounge's amazing appetizers!
    7:30pm Business meeting

    8:30pm Group Dinner with cash bar


    People Lounge is at 163 Allen St, New York, NY 10002
    (212) 254-2668

    Allen St. is the continuation of 1st Avenue south of Houston - People is a block and a half below Houston. Get off at the 2nd Ave stop of the F train - exit on the 1st Avenue end of the station - it's the back of the train if you're heading uptown and the front of the train if you're going downtown. Go up and through the turn stiles and then go out the right stair well and walk south a block and a half. Also nearby are the Grand St station (B/D) and the Bowery station (J/M).

    Cost: $25 includes hors d'oeuvers, Buffet Dinner, dessert.

    Drinks sold separately.

    • 05 Sep 2015
    • 07 Sep 2015
    • New Jersey TBD

    Flotilla in New Jersey, probably Keyport.

    Details TBD, but save the dates!

    • 10 Oct 2015
    • 12 Oct 2015
    • Oyster Bay, NY

    Flotilla in Oyster Bay

    Details TBD, but save the dates!

    • 13 Dec 2015
    • 4:00 PM - 7:00 PM
    • TBD

    KSA Holiday Party

    Details TBD, but save the date!

Knickerbocker Sailing Association New York, NY
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