Executive Director


Amy Tripp s a physical education teacher at Gilford High School, as well as a certified lifeguard instructor and volleyball coach. Her teaching, coaching, administrative and extensive work with young people allow her the expertise to oversee the sailing program in the position of executive director. She enjoys hiking, traveling and spending time with her family.


Head Instructor

Seth Wilkinson, from Sanbornton, New Hampshire, was a camper, junior instructor, instructor, and now is the head instructor at LWSA. He is currently studying chemical engineering at Clarkson University. In his free time he enjoys racing J80s on lake Winnipesaukee as well as skiing and playing lacrosse.


Clare Shanahan has been at the LWSA since she was ten years old and is in her fourth season as an instructor. In addition to sailing, she spends her free time skiing, playing field hockey, and reading. She attends New York University where she is studying journalism and environmental science.

Gavin Divelbiss has been with LWSA since 2011 as a camper, Junior Instructor , and instructor.  He grew up sailing on Newfound Lake and Massabesic Lake and is a passionate racer.  He attends Massachusetts Maritime Academy where he studies Marine Transportation and competes on the sailing team. In his free time he enjoys being on the water, mountain biking, and traveling the world. 


Toby Wilkinson, from Sanbornton, New Hampshire, has been at LWSA as a camper, Junior Instructor, and Instructor since 2013. He graduated from Proctor Academy in Andover, New Hampshire, in 2021, where he was a member of the alpine skiing, road biking, and mountain biking teams. When not sailing or in school he enjoys hiking and reading.


Anna LaDue began sailing with LWSA at the age of 10, but previously attended sailing school at the Orr’s and Bailey’s Island Yacht Club in Maine. This summer will be her first year as a full instructor. Anna is also on the UNH high school racing team and the MSST summer Laser team. She has been sailing since she was three, including a trip around the Atlantic with her family from 2012-14. Anna attends Belmont High School and lives in Canterbury, New Hampshire. When not sailing Anna enjoys swimming, reading, and being outdoors.

Instructors Visor Pic Aug 2018.JPG

Winni Opel has been sailing with LWSA since she was 8 years old. This is her second year as an instructor and her fourth year working at the camp. When not in New Hampshire, Winni is an International Baccalaureate student in Florida. Her most recent sailing adventure involved learning how to sail a tail ship, The Morgenster, in the Canary Islands. In her free time, she enjoys traveling, playing music, and being on the water. 

Luke Cassidy is extremely excited to continue as a part of LWSA this summer. He has been with the sailing school for six years: three as a camper and now three as a member of the staff, with this year being his first as an instructor. He currently is in school at Vanderbilt University in Nashville, Tennessee where he is studying health policy. Aside from sailing, Luke also enjoys hockey, lacrosse, and fencing. 

Junior instructors

Jessie Trimper

Bode McLean

Tristan Reinhold

Liam Taylor

Murphy Trimper