Cape Charles Community Sailing
Oyster Farm at Kings Creek, 500 Marina Village Cir, Cape Charles, VA 23310
About
Cape Charles Community Sailing offers youth summer camps, multi-week summer camps, adult sailing courses, private and group lessons, and a tall ship sailing camp. The program also runs women on the water sessions, regattas, counselor-in-training and volunteer programs, and community events with local organizations.
• Schedule: Multi-week summer camps
Cape Charles Community Sailing, also known as Cape Charles Sailing, was founded by Hannah Twiddy in 2019. The leadership and staff team includes owner and director Hannah Twiddy, along with Neiley Guinan, Olivia Reid, Lucy Watkins, Ethan Dail, Alex Corbitt, Maysa Edwards, and Kai Watkins. Most assistant instructors were students of the sailing camp at one point in time, and students are encouraged to stay, volunteer, and move up to be an instructor. Kai led sailing camps at a new 2025 partnership with Eastern Shore Yacht and Country Club, and Maysa runs the photo boat and captures camp moments.
Hannah has a PhD in Physiology and Global Health from Old Dominion University, was a Fulbright Postdoctoral Fellow, and was a Fulbright Postdoctoral Fellow to Australia and regions of the world known as Blue Zones. She researches human aging and the benefit of intergenerational activities that focus on living well throughout life, and she explores how environment influences healthy aging. She believes living well starts at a young age and aims to put academics into practice through teaching sailing and the lifelong benefits that come with this knowledge. She states that sailing is one of many intergenerational activities that teaches life lessons and gives freedom to those at any age, and she aims to pass this to the next generation.
Ethan Dail was the program’s first camper to be US Sailing Level 1 Instructor certified. Hannah has over 15 years of teaching experience, mostly along the Atlantic-East Coast.
Cape Charles Community Sailing partners with Cape Charles Baptist Church to offer seven weeks of free sailing to their community summer camp kids. Cape Charles Yacht Club supports two students to attend sailing camp each year through a scholarship program. When Schooner Virginia is able to sail across the Chesapeake Bay, she offers sailing camp students the opportunity to learn aboard a traditionally rigged 120-foot pilot schooner, and every other year the program partners with Schooner Windsong friends to offer a tall ship sailing camp aboard a two-masted 40-foot schooner. The program is expanding locations to work with Eastern Shore Yacht and Country Club and collaborates with local organizations across the Eastern Shore, Hampton Roads, and Northeast North Carolina to provide scholarships and programs that help make sailing accessible to all. Cape Charles Community Sailing credits its success to friends, family members, and volunteers who dedicate their time and effort to make sailing camps and events possible.
Last updated January 18, 2026.
• Schedule: Multi-week summer camps
Cape Charles Community Sailing, also known as Cape Charles Sailing, was founded by Hannah Twiddy in 2019. The leadership and staff team includes owner and director Hannah Twiddy, along with Neiley Guinan, Olivia Reid, Lucy Watkins, Ethan Dail, Alex Corbitt, Maysa Edwards, and Kai Watkins. Most assistant instructors were students of the sailing camp at one point in time, and students are encouraged to stay, volunteer, and move up to be an instructor. Kai led sailing camps at a new 2025 partnership with Eastern Shore Yacht and Country Club, and Maysa runs the photo boat and captures camp moments.
Hannah has a PhD in Physiology and Global Health from Old Dominion University, was a Fulbright Postdoctoral Fellow, and was a Fulbright Postdoctoral Fellow to Australia and regions of the world known as Blue Zones. She researches human aging and the benefit of intergenerational activities that focus on living well throughout life, and she explores how environment influences healthy aging. She believes living well starts at a young age and aims to put academics into practice through teaching sailing and the lifelong benefits that come with this knowledge. She states that sailing is one of many intergenerational activities that teaches life lessons and gives freedom to those at any age, and she aims to pass this to the next generation.
Ethan Dail was the program’s first camper to be US Sailing Level 1 Instructor certified. Hannah has over 15 years of teaching experience, mostly along the Atlantic-East Coast.
Cape Charles Community Sailing partners with Cape Charles Baptist Church to offer seven weeks of free sailing to their community summer camp kids. Cape Charles Yacht Club supports two students to attend sailing camp each year through a scholarship program. When Schooner Virginia is able to sail across the Chesapeake Bay, she offers sailing camp students the opportunity to learn aboard a traditionally rigged 120-foot pilot schooner, and every other year the program partners with Schooner Windsong friends to offer a tall ship sailing camp aboard a two-masted 40-foot schooner. The program is expanding locations to work with Eastern Shore Yacht and Country Club and collaborates with local organizations across the Eastern Shore, Hampton Roads, and Northeast North Carolina to provide scholarships and programs that help make sailing accessible to all. Cape Charles Community Sailing credits its success to friends, family members, and volunteers who dedicate their time and effort to make sailing camps and events possible.
Last updated January 18, 2026.
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