Andrea Watson

Welcome to Sailing Press

All photographers seek to capture that "perfect moment" and anchor it in time so that it can be shared and cherished over time.  A really good photo tells a story when words just aren't enough and strives to explain the world at a moment in time when passion, joy, and yes, challenges, are communicated.  It's as if the photographer has tiptoed right into the subject's reality and revealed the truth of the moment.  

Andrea Watson has been taking sailing photos for the past 15 years. She is a sailor and knows the exact spot to capture the frenzied jogging for advantage on a crowded starting line, the hair-raising close action at a windward mark, those "oops! moments" when that spinnaker set was less than optimal (read: really disastrous), and the determination of skipper and crew as they fight to cross the finish line first. With the help of an extended telephoto lens,  she gets right in the thick of the action, sometimes climbing on board with teams, ready to score a photo revealing the heat of the moment. It is her passion for the sport of sailing, her compassion, and yes, her unabashed excitement to be on the water that is reflected in all her photos. The spectacular photographer, Annie Leibovitz has said, "A thing that you see in my picture is that I was not afraid to fall in love with these people." Andrea's passion for sailing makes is easy to fall in love with the her sailors, both young and old, and makes taking photos of them so much fun. Click on PHOTOGRAPHY above to view and purchase photos.

Andrea doesn't just take photos.  She is a noted journalist who has been writing a weekly sailing column, On The Bay, for over 15 years.  She has been named Press Officer for many regattas, starting with the Knickerbocker Cup, an international match race that has produced many top-level match racers in both the America's Cup and the World Match Racing Tour.  She has covered fleet racing, match racing on the local, national and international level. For examples of recent Press Release, click on PUBLIC RELATIONS above.  Andrea is uniquely positioned to promote your event with both press releases and photos.

Lawrence Chrapliwy is an Artist-in-Residence at the Cow Neck Peninsula Historical Society and a top notch en plein air artist.  He is represented by the William Ris Gellery, Jamesport, NY, which features east coast artists who specialize in maritime art and is known for their seascapes, still life oil paintings, sculpture and pottery. He is a member of American Society of Marine Artist and has works hanging in the halls of Congress. Lawrence is available to reproduce your favorite sailing photo in a magnificent oil painting that you would be proud to hang over your mantel or give as a gift. Click on MARITIME ART above to check out his beautiful oil paintings of the ocean, sunsets sandy beaches, all of which are available for purchase.

Lynne Taylor Chrapliwy is also an Artist-in-Residence at the Cow Neck Peninsula Historical Society and is a graphic design professional with tons of experience in print, promotional and company branding.  She is an accomplished in oil painting, pastel drawing and portraiture.   Lynne has worked with many corporations, including Baby Soft, Dial, Fiber Balance, Rich and Thin, Nexcare, plus others.  She is available to create promotional materials for all your corporate needs:  logos, company brochures, flyers, posters, and artwork for ads.  Check out all she has to offer at GRAPHIC DESIGN above. 

The staff at Sailing Press has the expertise and equipment to offer its clients printing services at a discounted price.  For details go to PRINTING SERVICES.


Click on a photo to see that specific gallery. For all galleries, click on PHOTOGRAPHY above.

Oakcliff International 2016

YRALIS Champs 2016

Clagett Match Race

Pixel - Bic Jr. Regatta


2016-8-23:  Sailing Press is proud to announce that Steve Benjamin, who is on our Advisory Board, has just won the Ida Lewis Distance Race.  Thanks very much to our friend, Barby MacGowan, Media Pro Newport, for her excellent coverage of this event.  More about Media Pro Newport HERE

2016-8-23:  Steve Benjamin Wins Ida Lewis Distance Race.  After almost 13 1/2 hours of racing, Steve Benjamin’s (Jamestown, R.I./South Norwalk, Conn.) TP52 Spookie was first to finish at just after 2:35 a.m. Saturday morning, while the last boat, Alfred Van Liew and David Brodsky’s (Middletown, R.I.) S&S 48 Odyssey, finished at around 12:30 Saturday afternoon. Spookie ended up winning the Russell L. Hoyt Memorial Trophy for best elapsed time in IRC division and the Commodore’s Trophy for best corrected time in her nine-boat IRC class, making this the second year in a row for her to do so. Full press release HERE.  Full results HERE

2016-8-14:  Oakcliff International. After four days of light wind, except for Saturday, a young match racer from Charleston, SC won the Oakcliff International beating 7 of the best match racing teams in the world.  Full results HERE

2016-8-11:  Oakcliff Sailing Center is hosting the Oakcliff International this weekend.  Racing started yesterday, (Thursday, Aug. 11) and runs through Sunday, Aug. 14.  The Oakcliff International is part of a series of Grade 2 match races, which includes Bayview Yacht Club (Detroit, MI) and Chicago Match Race Center.  Each event awards winners and crowns an overall winner at the end of the series.  Check out the action at Oakcliff Sailing at  Check out Day 1 photos by clicking on the photo above. 

2016--8-11:  The YRALIS Championship Regatta was hosted by Riverside YC, Indian Harbor YC and American YC on Aug. 6-7.   Click HEREto check out the photos - PHRF, One Design and Awards.  To see Awards at American YC by Mia Rubel, daughter of YRALIS Board Member, Rich Rubel, click HERE.  Press Release to come.

2016-8-5:  The ranking of U.S. match racers based on the World Sailing ranking system has Stephanie Roble (East Troy, WI) and her Epic Racing team continuing as the number one U.S. women match racers.  Sailing Press is proud to have Stephanie Roble on our Advisory Committee.  Check out the press release HERE

2016-7-23:  The results of the Clagett/Oakcliff Match Race are in.  This is the first ever matchrace for adaptive sailors.  Check out the press release HERE

2016-6-24: The latest Oakliff newsletter....not to be missed. HERE

2016-6-2:  Oakcliff Sailing in Oyster Bay is a high-performance training center for sailors who have progressed beyond traditional coaching methods. They are a 501 (c)(3) non-profit organization. In 2013, Oakcliff Sailing was named a US Sailing Team Sperry Top-Sider National Training Center. Oakcliff publishes great newsletters letting the world know what they are up to.  Their latest newsletter is HERE.

2016-5-28:  Our very own Larry Chrapliwy, Artist-in-Residence the Cow Neck Peninsula Society is at it again.  He is agreed, yet again, to donate an oil painting of the winning boat at the Port Washington Yacht Club Day Race.  The Day Race in on Sunday, June 5 and will start out on Long Island Sound and finish in Manhasset Bay.  To register for the event, go to YachtScoring:  To check out Larry, click HERE and HERE  You could also go to  

Press Releases

Upcoming Events

2016 Governor's Cup Regatta - August 20, 2016

The 2nd Annual Governor's Cup Regatta is history.  This new event, a combined effort of Manhasset Bay YC, City Island YC and Huguenot YC had a very successful event last Saturday, Aug. 20.  Though the weather on western LI Sound was threatening - predictions of lots of thunder and lightening - Mother Nature took pity on the 35 boats entered in the race and decided to give other locations the best she had to offer.  This year Huguenot YC was the host and set up a course around Hart Island (near Sands Point) that racers raced counter-clockwise.  Two United States Merchant Marine Boats (STING and ZETIANA) and one U.S.M.M.A boat, MOONSHINE, competed along with local racer, Bob Schwartz, on NORDLYS.  Full report HERE

Christophe Killian (USA) Wins the 2016 Oakcliff International.  Eight of the top match racing teams in the world converged at Oakcliff for the first event of the 2016 GRAND SLAM Series. Three round robin races were completed over the first three days of racing. Dave Perry (USA) led the way with 17 wins and only four losses. He was followed by fellow Oakcliff Board Member, David Storrs (USA) at 14-7, as well as Jeremy Koo (MAS) at 13-8, and Christophe Killian at 12-9. On the final day of round robin racing, Killian’s team elected to retire from their final three races in favor of allowing all competitors to escape the heat and rest up for the final day of racing. will be distributed according to the ISAF schedule.  For complete press release, click HERE.  Final results are HERE.

USMMA Brings Home Silver in the Around Long Island Race (ALIR)

The 40th edition of the Around Long Island Race (ALIR) is over and the Midshipmen from USMMA, as they are wont to do, brought home silver and crystal. Along the way, they made friends, had fun, upped their blue water sailing skills…and represented USMMA in fine fashion. Kudos to the teams, their coaches, and USMMA. PHANTOM, a Tripp 40, came in 2nd in Division 8, denied first place by AVALANCHE, a Farr 395, Craig Albrecht/Mark DiSanti. To put this in perspective, AVALANCE’s team of very experienced racers have been together for a long time and have many regattas under their belt. PHANTOM also won the Jack Sussi Memorial, which is the first place award for a Service Academy boat. MORE

The C. Thomas Clagett, Jr. Memorial Clinic and Regatta and Oakcliff Sailing are happy to announce that the two organizations have joined forces to create a new match racing event for adaptive sailors in North America. Bill Simon from Oakcliff Sailing and Timmy Larr from The Clagett saw a need for competitive adaptive sailors to have options for racing and therefore the Clagett/Oakcliff Match Race event was created. Hosted by the Waterfront Center in Oyster Bay, NY, the inaugural Clagett/Oakcliff Match Race event will be held July 15-17, 2016. MORE

The Young American Junior Big Boat Sailing Team  The Newport to Bermuda Race is over and all boats have safely arrived in Newport. The 635-mile biennial Newport Bermuda Race is the oldest regularly scheduled ocean race, one of very few international distance races and one of just two of the world’s regularly scheduled races held almost entirely out of sight of land. Founded in 1906, the Bermuda Race was held for the 50th time this year. At one point in time, the safety of this race was called into question because of the weather forecast, not for high winds at the start, but for severe weather for the second day into the race. This was problematic because on the second day teams would be right in the middle of the racecourse without sight of land. MORE

Stamford YC Vineyard Race, Sept. 2. Labor Day weekend's Vineyard Race is a classic American yachting event: a 238-mile course stretching from Shippan Point, through the swirling currents of the Race or Plum Gut, past Block Island, and on to the light tower at the entrance to Buzzard's Bay, to return leaving Block Island to starboard en route to the finish in Stamford Harbor. Begun in 1932, it has attracted the finest sailors and fastest boats for nearly 80 years, and its intricacies and challenges bring them back time after time. Those who are successful nearly always credit local knowledge of these tricky waters and a good deal of luck. TO REGISTER

The Oakcliff International Grade 2 Match Race. Aug. 11-14.  This was the first regatta in the GRAND SLAM Grade 2 Match Race Series.  Over four brutally hot days of racing, Christophe Killian (USA) and his team came away victorious at the 2016 Oakcliff International. Eight of the top match racing teams in the world converged at Oakcliff for the first event of the 2016 GRAND SLAM Series. Three round robin races were completed over the first three days of racing. Dave Perry (USA) led the way with 17 wins and only four losses. He was followed by fellow Oakcliff Board Member, David Storrs (USA) at 14-7, as well as Jeremy Koo (MAS) at 13-8, and Christophe Killian at 12-9. On the final day of round robin racing, Killian’s team elected to retire from their final three races in favor of allowing all competitors to escape the heat and rest up for the final day of racing. will be distributed according to the ISAF schedule. For complete press release,  For final results:

YRALIS Long Island Championship Regatta for PHRF and One Design Boats.  Aug. 6-7. This annual regatta is held at three yacht clubs: Riverside YC, Indian Harbor YC and American YC.  Three racing circles and three Race Committees.  It is known for its reasonable entry fees, great parties with yummy food. Over 100 boats are registered this year and are vying for some prestigious awards. This year's Regatta Chair is Cynthia Parthemos, Larchmont YC.  For more information, check out, YRA Facebook and Sailing Press Facebook.

40th Around Long Island Race (ALIR) July 28-31.  Monohulls & Multihulls at least 24 feet, PHRF Spinnaker and Non-Spin, IRC & Multihull, Level Racing for Fleets of 8+, Junior Divisions, Collegiate Division.  Qualifiers for (IRC) Nort, Caper.  US-IRC Gulf Stream Series.  (PHRF) Kings Point, Mertz, DeCoursey Fales, Windigo, Sagola. Final entry deadline: Monday July 25 at 1700. Register HERE.  More information: Questions:

Inaugural Clagett/Oakcliff Match Race for Adaptive Sailors – July 15-17.  Hosted by the Waterfront Center, Huntington, NY.  Skippers from across the US are signing up for the inaugural Clagett/Oakcliff Match Race event.  This is a BIG deal as it will be the first time on Long Island that has offered a big event for adaptive sailing.  More HERE

"Greatness is not where we stand, but in what direction we are moving. We must sail sometimes with the wind and sometimes against it, but sail we must, and not drift or lie at anchor."       -------Oliver Wendell Holmes                                                              


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