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The Sailing Program is launched from Brewster's own Pinckney Boathouse, which is on the shore of New Hampshire's largest lake, Lake Winnipesaukee, and just a two-minute walk from the the main Academic Building. In the fall, we offer an instructional program to teach the basics of high performance dinghy sailing to those who have not sailed competitively. Sailors begin instruction in Tech dinghies and then move into one of Brewster's 10 420s as soon as possible. We also offer advanced sailing, which meets six days per week and competes on the club level throughout northern New England. The spring program offers competitive high school racing to sailors with prior experience. The junior varsity concentrates on learning the basic skills of fleet and team racing, using the Techs, while the varsity actively competes against schools from New Hampshire, Massachusetts, Maine, Vermont, and Rhode Island. The varsity focuses on learning the strategy and tactics of three-on-three team racing in 420s, the standard format for high school sailing meets. We also compete in the New England Fleet Racing Championships, the New England Team Racing Championships, and the Women's New England Championships.


Robert O'Blenis

Robert O'Blenis


Opponent Date Time Location Details Result Score
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# Name Position Class Hometown
Phineas Byrne 2022 Nantucket, MA
Sydney Caldwell 2021 Charlotte, NC
Justin Dean 2021 Marblehead, MA
Lillian Grace 2021 Needham, MA
Huanzhi Mao 2021 Nanjing
Chase Marshall 2021 York, ME
William Mulgrew 2020 Marstons Mills, MA
Aidan Rolfe 2020 Portsmouth, NH
Timothy Rybecky 2021 Rockport, MA
Kota Sugiyama 2019 Tokyo
Timothy Sullivan 2021 Merrimac, MA
Natasha Vallett 2020 Nantucket, MA