About Us

Cape Charles Sailing was founded in 2019 during a sail across the Chesapeake Bay, inspired by the idea that a sailing camp could provide kids on the Eastern Shore with a new way to experience the water. Since then, we have expanded to host multi-week summer camps that include volunteer and counselor-in-training programs. We now also offer adult sailing courses, host events and regattas, and collaborate with local organizations across the Eastern Shore, Hampton Roads, and Northeast NC to provide scholarships and programs that make sailing accessible to all.

We owe our success to the countless friends, family members, and volunteers who dedicate their time and effort to make our sailing camps possible. Their commitment not only enriches the experience for our campers but also strengthens the sense of community and camaraderie among all participants. Together, we create an environment where a love for sailing can flourish, ensuring that everyone can enjoy the beauty and adventure of the Eastern Shore’s waters.

Thank you for your unwavering support and dedication to promoting sailing in our region

A little information about our 2025 Assistant Instructors:

~Most of our assistant instructors were students of the sailing camp at one point and time. We encourage students to stay with us and give back to younger generations through volunteering and then moving into up to be an instructor~

Neiley Guinan - Neiley has been with the program since its inception, either as a camper, volunteering her time and energy, or helping others learn. When racing, look for her at the finish line!

Olivia Reid - Olivia started as student our first year! and we are happy to have her teaching with us. Look for her art designs on our July 4th parade floats, sails, and awards!

Lucy Watkins - Lucy is happy driving a chase boat, walking through the marsh or bottom painting during spring maintenance; willing to help wherever needed!

Ethan Dail - Ethan was our first camper to be US Sailing Level 1 Instructor certified!

Alex Corbitt-  Alex has been sailing with his family for years. While in Cape Charles, they live aboard a 41ft Catalina!

Maysa Edwards - Our photo guru! We have some great moments throughout camp and Maysa helps us not miss a thing. Started out as a camper and is now runs the photo boat.

Awesome Volunteers! Jayden Edwards is our forever volunteer and leader of the band camp division. Elsie Irminger is willing to hop on any sailboat or take a jump in the water. Jordan Rae is often teaching younger students on our knot board.

 

Hannah Twiddy leads this sailing school, bringing over 15 years of experience teaching along the East Coast. Her sailing and educational journey have taken her around the world, while she remains dedicated to researching how culture and environment promote Healthy Aging and Living Well throughout life. Above all, her true passion is making sailing accessible to all and sharing the freedom of the water.