Scattered Clouds 41° Good Evening
Scattered Clouds 41° Good Evening

Sailing regattas and sailboat races

A boat sails off Orient Point with a

A boat sails off Orient Point with a blue moon rising. Photo Credit: Susan J. Shaffer

ALZHEIMER’S REGATTA AND AWARDS DINNER. Sagamore Yacht Club, 1 Bay Ave., Oyster Bay, 631-820-8068, Skipper’s meeting at noon. Pursuit Race first gun at 1 p.m. Kayaking and paddleboard at 2 p.m. Hawaiian Luau and show begins at 6 p.m., reserve. Date 1 p.m. July 16. Fee Free (donations accepted), $75 dinner.

AMERICAN CANCER SOCIETY SAILING REGATTA. Mount Sinai Yacht Club, 244 Harbor Beach Rd., Mount Sinai, 631-473-2993, Organized by Mount Sinai Sailing Association. Date Aug. 13, rain date: Aug. 14. Fee $50.

AROUND LONG ISLAND REGATTA. Sea Cliff Yacht Club, 42 The Blvd., Sea Cliff, 516-671-7374, Begins at Rockaway Point, around Long Island to Hempstead Harbor. Dates July 28-31. Fee Call.

EDMUND WARD POOR MEMORIAL TROPHY RACE. Shelter Island Yacht Club, 12 Chequit Ave., Shelter Island Heights, 631-749-0888, Around the Island race starts and finishes near Shelter Island Yacht Club. Date 11 a.m. Sept. 4. Fee Call or check website.

GREAT PECONIC RACE. Wades Beach, off Midway Road, Shelter Island, 631-653-4804, Includes paddlers, kayakers, surf skiers and outriggers. Registration 7 a.m. Date 9 a.m. Sept. 10. Fee $95 in advance, $125 race day; barbecue: $75, $25 12 and younger.

GREENPORT OCEAN RACE. Mitchell Park, 115 Front St., Greenport, 516-987-9099, Greenport to Block Island and back, Date 9 a.m. Oct. 1. Fee $125.

HEATHERTON TROPHY RACE. Shelter Island Yacht Club, 12 Chequit Ave., Shelter Island, 631-749-0888, Date July 3. Fee Call.

KNICKERBOCKER CUP. Manhasset Bay Yacht Club, 455 Main Street, Port Washington, 516-767-2150, Race in Manhasset Bay. Dates Aug. 3-7. Fee Call.

LAST RACE OF THE SEASON. Breakwater Yacht Club, 51 Bay St., Sag Harbor, 631-725-4604, Three divisions: spinnaker, non-spinnaker, and one-design. Races are handicapped PHRF rated. Date 11 a.m. Oct. 15. Fee Call.

MANHASSET BAY YACHT CLUB RACE WEEK. Manhasset Bay Yacht Club, 455 Main St., Port Washington, 516-767-2150, Start and finish in Manhasset Bay. Dates Aug. 24, 26-28. Fee Call or check website.

MASTHEAD RACE. Masthead Cove Yacht Club, Huntington, 516-248-1033, Race around Huntington Bay to support ovarian cancer research. Open to public. Date Aug. 14. Fee Call.

OZ TROPHY RACE. Breakwater Yacht Club, 51 Bay St., Sag Harbor, 631-725-4604, Regular Wed. night race with female skippers, includes Oz Tinman Trophy. Date July 6. Fee Call.

PORT JEFFERSON DRAGON BOAT RACE FESTIVAL. Port Jefferson Village, 631-473-1414, Races, vendors, entertainment. Date 8:30 a.m.-5:30 p.m. Sept. 17. Fee Free spectator; $500 not-for-profit team, $700 pro team, $1,000 community/business team; $2,000 corporate team.

PORT JEFFERSON HARBOR CUP REGATTA. Port Jefferson Yacht Club, 1 Surf Ave., Port Jefferson, 631-473-9650, In Sound, up to 5 divisions. Date June 18. Fee Call.

ROUND GARDINERS ISLAND RACE. Devon Yacht Club, Devon Road, Amagansett, 631-267-6340, Around Gardiners Island. Date Aug. 20. Fee Call.

SAG HARBOR CUP RACE. Breakwater Yacht Club, 51 Bay St., Sag Harbor, 631-725-4604, Around waters of Shelter Island Sound. Date 1 p.m. Aug. 13. Fee Call.

SAIL THE SOUND FOR DEAFNESS CLASSIC YACHT REGATTA. Oyster Bay Harbor, 516-628-4239, Registration Sailors can race their own classic yacht or crew on a classic wooden yacht. Date 6 p.m. Aug. 18. Fee $150 for crew, cocktails; $125 for spectators aboard The Christeen and cocktails; $425 for a classic wooden yacht and cocktails for four; $100 cocktails only.

VANDERBILT CUP REGATTA. starts in Huntington Bay, finishes in Northport Bay, 631-261-5440, Date Oct. 1. Fee Call.

VILLAGE CUP REGATTA. Port Jefferson Village Center, 101A E. Broadway, Port Jefferson, 631-473-4724, Race in Port Jeff Harbor and Long Island Sound to raise money for pancreatic cancer research. Make reservations for spectator boats by calling 631-473-9650. Date 1 p.m. Sept. 10. Fee $75 spectator boat ride; $50 party only.

WHITEBREAD RACE 23. Peconic Bay Peconic, 631-606-6135, Sponsored by the Peconic Bay Sailing Association. See website for details. Date Oct. 8. Fee Check website.


The American Sailing Association offers certification for beginner and advanced boating; check website,, for schedule.

Sailing lessons are offered by the Town of East Hampton, 631-324-2417 (2-week programs given at Fresh Pond in Amagansett); Islip Town, 631-224-5403, beginner to racing-level courses at West Islip Beach; Town of Smithtown, 631-360-7644, Long Beach Rd., Nissequogue, beginner/intermediate at Long Beach, July-Aug.; Narrasketuck Yacht Club, Amityville, 631-691-9292 or 516-319-1423,, junior and adult programs; Port Sailing School, Orchard Beach Boulevard, Port Washington, 516-767-7245,; WaterFront Center, 1 West End Ave., Oyster Bay, 516-922-7245,, private and group lessons for all ages (May-Oct.), summer programs for children in grades 1-12; Dinghy Shop at South Bay Sailing Center, 334 S. Bayview Ave., Amityville, 631-264-0005,, private lessons, open all year; Sail Long Island,, 917-912-6342, at Brewer Yacht Yard in Greenport, American Sailing Association courses and private lessons; Sail Montauk,, 631-522-5183, American Sailing Association courses, junior sailing and private instruction; Sag Harbor Sailing,, 631-725-5100; private, beginner and intermediate classes.


Oakcliff Sailing, 4 South St. in Oyster Bay, 516-802-0368,, a high-performance coaching and training center, is offering a chance to sail with members at least one night a week from May through Sept. Arrive about 4:30 for a 5 p.m. sail each Thur. No experience required, but it would be helpful. “Oakcliff’s mission is to build American leaders through sailing,” says spokesman Scott Guinn. “We want to spark an interest in the sport and develop people’s passion for the water and environment.”

Check the website for additional sailing days. Consider joining ($500 a year individual, $900 family), or just come and lend a hand.


State law requires all operators of personal watercraft (such as Jet Skis) to be at least 14, complete a course of instruction and hold a boater safety certificate issued by NYS Parks, the U.S. Coast Guard Auxiliary or the U.S. Power Squadron. For boating, New York requires all born on or after May 1, 1996, to complete a course in boater education, must be 10 or older. Call state Office of Parks, Recreation and Historic Preservation at 518-474-0445 or visit

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