Welcome Pleasant Bay Sailors!

 Namequoit Sailing Association (NSA) is first and foremost a friendly, low key, family oriented sailing club. We teach sailing and promote the enjoyment of being on the waters of Pleasant Bay. The majority of our members live or summer in the towns of Orleans, Chatham, Harwich, Brewster and Eastham.

The original handful of family members did a lot to get us to where we are today. We have a comfortable clubhouse with a deck overlooking Frost Fish Cove, dock facilities, a well respected sailing school, an active racing schedule and a year round slate of activities.

A summer, weekend racing series is open to all Family and Associate members. Everyone, regardless of skill, is encouraged to participate, including the Youth Sailors.

We are a member-volunteer, non-profit organization (501 C-3). While we offer multiple types of membership for sailors and paddleboaters, voting and office-holding rights are limited to those with Family Memberships (limited to 60). 

Please contact our Membership Chair Megan Doe for more information on our membership options. 

 Because we are a small family organization, members are expected to find a comfortable level of participation in the overall activities that contribute to the administration and the well-being of NSA. To keep expenses low and, in the spirt of the non-profit volunteer organization, we have well organized maintenance work parties in the spring and fall. Work parties last just a couple of hours and are a great opportunity to get to know your fellow sailors on land - coffee and donuts provided!

We not only enjoy camaraderie on the water, but on land as well. Thursday nights are Cook Out nights, where you bring your favorite grill item and something to share. Monthly club gatherings June through September bring a large group of sailors together to swap stories and hang out as the sun sets on Frost Fish Cove. Our annual Lobster Bake is the highlight of the sailing season, where we shuck shells and share potluck dishes in celebration of a great summer. We also schedule group cruises that sail to an island for snacks and beverages, taking advantage of a good wind and togetherness. Winter brings Cook Ins, hosted by members in their homes, wonderful gatherings to remember summer's goodness and enjoy the friendships forged during summer sailing.

Stay up to date with our calendar of events!

The Capital and Scholarship Fund supports the ongoing acquisition and maintenance of our Junior Sailing fleet, club Whalers, docks, floats, and our beloved clubhouse—ensuring a safe, competitive, and welcoming environment for sailors of all ages. Just as importantly, the Fund underwrites scholarships through reduced tuition for local public-school children, expanding access to junior sailing and bringing new sailors into our community.

Thanks to the generous support of members and friends, the Club has strengthened its fleet, improved facilities on shore and on the water, and grown a top-tier junior sailing program that continues to thrive. This investment in both infrastructure and people positions Namequoit Sailing for a strong future. Member support of the Fund helps ensure we remain vibrant for the next 75 years.

Namequoit Sailing is a 501(c)(3), and donations are tax-deductible. Members may donate directly (P.O. Box 1851, Orleans, MA 02653) or contact the Treasurer regarding gifts from Donor Advised Funds or IRAs. The Club does not accept donations of appreciated stock.

Our current board members are:

• Jill Klein, Commodore
• Mike Donnelly, Vice Commodore
• Rob Michaels, Rear Commodore
• Megan Doe, Membership
• Alex Boss, Secretary
• Alix Heilala, Treasurer
• Rick Cain, Junior Sailing Program Chair 
• Maura Terrell, Finance Committee Chair