About Us
Cape Charles Sailing, also known as Cape Charles Community Sailing, was founded by Hannah Twiddy and Mia Guinan in 2019 during a sail across the Chesapeake Bay, inspired by the idea that a grassroots 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 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.
Find out a little more about our team below!
Who is on the dock this year? Say hello to 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.
Kai Watkins - From camper to volunteer, Kai has rejoined our team this year!
We also like to shout out to our wonderful Volunteers who give their time and commit one full season to the camp before joining as an assistant instructor
Hannah Twiddy serves as the director of Cape Charles Community Sailing. Originally from Elizabeth City, North Carolina, she grew up in a small, grassroots sailing program now known as River City Sailing; of which she used as a guide for the sailing program in Cape Charles. She leads with over 15 years of teaching experience, mostly along the Atlantic-East Coast. Her journey has taken her around the world—both through sailing and through her academic pursuits, including international research as a PhD in Physiology and Global Health and a Fulbright Postdoctoral Fellow to Australia. Her work explores how culture and environment influence Healthy Aging and Living Well. Above all, Hannah is passionate about making sailing accessible to everyone and sharing the sense of freedom that comes with being on the water.
Follow her journey - www.twiddytime.com
Mia and Hannah supporting the July 4th parade!
~Look for the sailboat float ~

























